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Diacetone Alcohol = 4-hydroxy-4-methyl-2-pentanone = DAA
EC Number: 204-626-7
Formula: (CH3)2C(OH)CH2COCH3
CAS number: 123-42-2
PubChem CID: 31256
Molar mass: 116.160 g·mol−1
CAS Name: 4-Hydroxy-4-methyl-2-pentanone
Diacetone alcohol is an organic solvent with medium boiling point.
Diacetone Alcohol has low viscosity and the temperature has little effect on viscosity.
Diacetone Alcohol has low resistivity and good electrical conductivity, its pure product is a colorless transparent flammable liquid.
Diacetone Alcohol is also an important raw material for organic synthesis and a kind of intermediates, it can be used for producing various organic products such as Mesityl oxide, Isophorone, Methyl isobutyl ketone and Methyl isobutylcarbinol.
Chemical formula: C6H12O2
Molar mass: 116.160 g·mol−1
Appearance: Colorless liquid
Odor: Odorless
Density: 0.938 g/cm3
Melting point: −47 °C (−53 °F; 226 K)
Boiling point: 166 °C (331 °F; 439 K)
Solubility in water: moderate
Solubility: most organic solvents
Refractive index (nD): 1.4235
Diacetone alcohols, CAS no. 123-42-2, is a colorless, an aromatic odor, an oxygenated solvent.
Industrially, diacetone alcohols are produced from the acetone and has two alcohol group and functional group as ketone.
Diacetone alcohols are soluble in organic as well as inorganic compound.
Diacetone alcohol is prevalently consumed as a solvent in several industrial applications such as in paints & coatings, coatings, drilling fluids, cleaning chemicals, lubricants and metal working fluids, among others.
In chemical industry, diacetone alcohol is used as chemical intermediates for the production of methyl isobutyl ketone (MIBK), isopropylidene acetone, phorone and isophorone, hexane diol and methyl isobutyl alcohol (MIBC), among other compounds.
For production of these compounds, industrially, diacetone alcohol route is mainly preferred over the acetone route owing to high yield of the compounds.
About Diacetone Alcohol
Helpful information
Diacetone Alcohol is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 10 000 to < 100 000 tonnes per annum.
Diacetone Alcohol is used by consumers, in articles, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.
Diacetone Alcohol ( Diacetone Alcohol) is a clear, colorless liquid ketone-alcohol.
The principal end uses of Diacetone Alcohol are in industrial coatings, household cleaners, inks, paints, paint removers, paint thinners, pharmaceutical preparations, sealants, primer and pesticides.
Diacetone Alcohol is used as a chemical intermediate in the preparation of Methyl Isobutyl Ketone and Hexylene Glycol.
Diacetone alcohol is an organic compound with the formula CH3C(O)CH2C(OH)(CH3)2, sometimes called Diacetone Alcohol.
Diacetone Alcohol is a common synthetic intermediate used for the preparation of other compounds, and is also used as a solvent.
Diacetone alcohol is mainly used as a solvent in industrial and professional applications in coatings, cleaning, oil and gas filed drilling, lubricants, metal working fluids, polymer processing, and water treatment.
Uses of Diacetone Alcohol:
Diacetone alcohol is used in cellulose ester lacquers, particularly of the brushing type, where it produces brilliant gloss and hard film and where its lack of odor is desirable.
Diacetone Alcohol is used in ;
lacquer thinners, dopes, wood stains, wood preservatives and printing pastes;
in coating compositions for paper and textiles;
permanent markers;
in making artificial silk and leather;
in imitation gold leaf;
in celluloid cements;
as a preservative for animal tissue;
in metal cleaning compounds;
in the manufacture of photographic film;
and in hydraulic brake fluids, where it is usually mixed with an equal volume of castor oil.
Diacetone alcohol is available in two grades: a commercial grade containing 15% acetone and an acetone-free grade.
Both solvent grades of diacetone alcohol may acquire a yellow color on aging; both are good solvents for nitrocellulose, cellulose esters, and several other types of resins.
The much slower evaporating diacetone alcohol is similar to acetone in its solvency.
Diacetone Alcohol is used in brushing-type cellulose ester lacquers to produce hard and brilliant gloss films.
Diacetone alcohol is also used as lacquer thinner and in coating compositions for paper and textiles.
Mesityl oxide, the unsaturated medium boiling point ketone that is prepared by the dehydration of diacetone alcohol, will darken and form a solid residue on aging.
Physical properties of Diacetone Alcohol:
Clear, watery, flammable liquid with a mild, pleasant, characteristic odor similar to 2-butanone or the pentanones.
Experimentally determined detection and recognition odor threshold concentrations were 1.3 mg/m3 (270 ppbv) and 5.2 mg/m3 (1.1 ppmv), respectively.
Uses of Diacetone Alcohol:
Solvent for cellulose acetate, nitrocellulose, celluloid, fats, oils, waxes, resins.
Diacetone Alcohol uses as a preservative in pharmaceutical preparations.
In some antifreeze solutions and in hydraulic fluids.
Solvent for pigments, cellulose, resins, oils, fats, and hydrocarbons; hydraulic brake fluid; antifreeze
Other names
4-Hydroxy-4-methyl-2-pentanone; 4-Hydroxy-2-keto-4-methylpentane; Diacetone alcohol
General description
Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards
Diacetone Alcohol USED AS A SOLVENT
Diacetone is used as a solvent for both hydrogen bonding and polar substances.
Diacetone Alcohol is miscible in water and used as a solvent for water-based coatings.
Diacetone is used as a solvent extractant in purification processes for resins and waxes.
Diacetone Alcohol is also used as a component of solvent blends for nitrocellulose, acrylic, and cellulose acetate lacquers and thinners.
Diacetone Alcohol USED AS A CHEMICAL INTERMEDIATE
One specific non-solvent application for Diacetone is as a chemical intermediate in the production of diacetone acrylamide as is having hydroxyl and carbonyl group in the same molecule.
OTHER APPLICATIONS of Diacetone Alcohol
Diacetone alcohol is more suitable for use in applications as a component of gravure printing inks, with proving favorable flow and leveling characteristics.
Other applications for Diacetone include metal cleaning compounds, degreasers, stripping aids for textiles, and gum and resin removers in automobile carburetor cleaners.
Reactivity Profile
Acetyl bromide reacts violently with alcohols or water.
Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions.
Example: An explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid.
Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives.
Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid.
Alkyl hypochlorites are violently explosive.
They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions.
Chlorine plus alcohols would similarly yield alkyl hypochlorites.
They decompose in the cold and explode on exposure to sunlight or heat.
Tertiary hypochlorites are less unstable than secondary or primary hypochlorites
Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents.
Such reactions in the absence of solvents often occur with explosive violence.
APPLICATIONS
-Diacetone alcohol can be used to make metal cleaner, wood preservative, photographic film and drug preservative, antifreeze, hydraulic solvent, extraction agent and fiber finishing agent.
-Diacetone alcohol is widely used as a solvent for electrostatic spray painting, celluloid, nitrocellulose fiber, fat, grease, wax and resin, etc.
-Diacetone alcohol can be used as solvent and paint remover for cellulose ester paints, printing inks, synthetic resin coatings, etc.
-Diacetone alcohol can be used as a solvent for cosmetics, mainly as a high boiling point solvent for cosmetics such as nail polish.
Health and safety information
Under current U.S. OSHA's Hazardous Communication program Diacetone Alcohol is classified as a combustible liquid and can cause serious eye and respiratory irritation.
Keep the material away from heat sources, hot surfaces, open flames, and sparks.
Observe good industrial hygiene practices and use appropriate Personal Protective Equipment.
Storage and Handling
General industry practice is to store Diacetone Alcohol in carbon steel vessels, however stainless steel is preferred.
Diacetone Alcohol should be stored only in tightly closed, properly vented containers away from heat, sparks, open flame or strong oxidizing agents.
Handle empty containers carefully.
Combustible residue remains after emptying.
Provided proper storage and handling precautions are taken, Diacetone Alcohol manufactured and delivered by Monument Chemical is stable for at least 12 months from the date of manufacture.
Diacetone Alcohol that is subsequently repackaged, handled and/or delivered by third parties may have a different shelf life and may require third party shelf life studies.
Color may increase overtime depending on storage conditions.
Diacetone Alcohol past the retest date should be evaluated to confirm that all specifications are within their limits before use.
NSC-9005
ZINC1648359
Tox21_201266
Tox21_303479
4474AA
ANW-61448
BBL027463
LMFA12000071
SBB009084
STL146354
AKOS005721167
MCULE-2623560163
UN 1148
Application of Diacetone Alcohol:
4-Hydroxy-4-methyl-2-pentanone can be used to synthesize:
Diolmonoesters by reacting with aldehydes via tandem aldol-transfer–Tischtschenko reaction catalyzed by trimethylaluminum.
Aldol-transfer products such as β-hydroxy ketones by reacting with various aldehydes in the presence of L-proline as a catalyst.
Mono-α-arylated ketones and esters via Pd catalyzed reaction with aryl halides and aryl triflates, respectively.
Use: Diacetone alcohol is mainly used as a solvent in industrial and professional applications in coatings, cleaning, oil and gas filed drilling, lubricants, metal working fluids, polymer processing and water treatment.
Diacetone Alcohol is found in a number of consumer products such as adhesives, inks, paints, household cleaners and agrochemicals.
Diacetone Alcohol is also a chemical intermediate for the preparation of other compounds.
Diacetone Alcohol can also be used as a complexing agent to synthesize double-metal cyanide (DMC) catalysts by reacting with metal salt (MX) and cyanometalate compounds.
Use: Diacetone Alcohol is used in cellulose ester lacquers, particularly of the brushing type, where it produces brilliant gloss and hard film and where its lack of odor is desirable.
Diacetone Alcohol is used in lacquer thinners, dopes, wood stains, wood preservatives and printing pastes; in coating compositions for paper and textiles.
WLN: QX1 & 1 & 1V1
NCGC00249012-01
NCGC00257419-01
NCGC00258818-01
VS-08543
DB-062159
FT-0624587
ST51047025
171962-EP2281810A1
4-Hydroxy-4-methyl-pentan-2-on(GERMAN, DUTCH)
A805073
Diacetone alcohol [UN1148] [Flammable liquid]
Q421486
First identified by Heintz, one standard laboratory preparation of Diacetone Alcohol entails the Ba(OH)2-catalyzed condensation of two molecules of acetone.
Diacetone Alcohol undergoes dehydration to give the α,β-unsaturated ketone, mesityl oxide:
Hydrogenation of mesityl oxide gives the industrial solvent, methyl isobutyl ketone ("MIBK").
Hydrogenation gives hexylene glycol.
Condensation with urea give diacetone-monourea.
Consumer Uses
Diacetone Alcohol is used in the following products: coating products, anti-freeze products, biocides (e.g. disinfectants, pest control products), lubricants and greases, fillers, putties, plasters, modelling clay and finger paints.
Other release to the environment of Diacetone Alcohol is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use.
4-Hydroxy-4-methyl-2-pentanone, analytical standard
J-004939
J-515493
F0001-0366
2-METHYL-2-PENTANOL-4-ONE
2-Pentanone, 4-hydroxy-4-methyl-
4-Hydroxy-4-methyl-2-Pentanone
4-hydroxy-4-methyl-2-pentanone
4-Hydroxy-4-methyl-pentan-2-one
4-hydroxy-4-methylpentan-2-on
4-Hydroxy-4-methylpentan-2-one
4-hydroxy-4-methylpentan-2-one
4-hydroxy-4-methylpentan-2-one; diacetone alcohol
Diacetone Alcohol
Diacetone Alcohol; diacetone alcool
Di-acetone alcohol
di-acetone alcohol
diacetonalcol
Diacetone Alcohol
Diacetone alcohol
diacetone alcohol
Diacetone alcohol
diacetone alcohol
Diacetone alcohol - TC0001B
diacetone alcohol 4-hydroxy-4-methylpentan-2-one
diacetone alcool
diacetonealcohol
What is DiAcetone Alcohol?
Di acetone alcohol (also known as Diacetone Alcohol, 4-hydroxy-4methyl-2-pentanone, and diacetone) is a clear, colourless liquid with a mild odour, that is soluble in water and miscible in oil.
Diacetone Alcohol has the formula C6H12O2.
Di acetone alcohol occurs naturally in the plant Sleepy Grass (achnatherum robustum) and is prepared synthetically for use in the chemical and industrial industries.
Diacetone alcohol is an excellent solvent because it is a ketone with a low evaporation rate.
Diacetone alcohol is used in a wide range of applications, including:
-Paints and varnishes
-Thinners
-Retarders
-Coil coatings
-Wire enamel
-Metal coatings
Quality Level: 300
grade: certified reference material pharmaceutical secondary standard
vapor density: 4 (vs air)
vapor pressure: <1 mmHg ( 20 °C)
CofA: current certificate can be downloaded
expl. lim.: 6.9 %
packaging: ampule of 3x1.2 mL
application(s):
HPLC: suitable
gas chromatography
(GC): suitable
refractive index: n20/D 1.423 (lit.)
bp: 166 °C (lit.)
How is Di-Acetone Alcohol produced?
Di acetone alcohol can be prepared from acetone by the action of the alkali metal hydroxides, calcium hydroxide and barium hydroxide.
Storage and distribution of Di-Acetone Alcohol
Di acetone alcohol is stored in mild steel and /or stainless steel tanks and/or drums and can be transported by bulk vessels or tank trucks.
Diacetone alcohol should be stored in an area that is well ventilated and that is away from sunlight, ignition sources, and other forms of heat.
For transportation purposes, Diacetone alcohol comes into packing group III, hazard class 3.3 and is an irritant.
Diacetone alcohol has a specific gravity of 0.938 and a flashpoint of 59 °C (closed cup).
What is Di-Acetone-Alcohol used for?
The main use for di acetone alcohol is as a solvent for water-based coatings with approximately 90% of all the Diacetone Alcohol produced used in this way.
Diacetone alcohol can also be added to cellulose ester lacquers where it produces a brilliant gloss and hard film, with little odour.
Diacetone alcohol has many other uses including in the making of artificial silk, leather and imitation gold lead, in gravure printing inks, wood stains, wood preservatives and also in degreasers and metal cleaning compounds.
Diacetone Alcohol is also important as a chemical intermediate as it can be condensed to produce mesityl oxide (MO) and water.
This carbon-carbon double bond of MO is then selectively hydrogenated to produce MIBK (methyl isobutyl ketone) which is, itself, a valuable industrial solvent.
Diacetone alcohol, sometimes referred to as Diacetone Alcohol, belongs to the class of organic compounds known as beta-hydroxy ketones.
These are ketones containing a hydroxyl group attached to the beta-carbon atom, relative to the C=O group.
Diacetone alcohol is an organic compound with the chemical formula CH3C(O)CH2C(OH)(CH3)2.
Diacetone alcohol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.
Diacetone alcohol is a colorless liquid, used as a solvent and a common synthetic intermediate used for the preparation of other compounds.
Diacetone alcohol is found in the highest concentration in cow milk but it has also been detected, not quantified, in several different foods, such as fruits, mung beans, papaya, and soybeans.
Diacetone alcohol is commercially used in cellulose ester lacquers, particularly of the brushing type, where it produces brilliant gloss and a hard film and where its lack of odor is desirable.
Diacetone alcohol is used in lacquer thinners, dopes, wood stains, wood preservatives and printing pastes, in coating compositions for paper and textiles, permanent markers, in making artificial silk and leather, in imitation gold leaf, in celluloid cements, as a preservative for animal tissue, in metal cleaning compounds, in the manufacture of photographic film, and in hydraulic brake fluids, where it is usually mixed with an equal volume of castor oil.
-acetonyl dimethyl carbinol
-acetonyldimethylcarbinol
-diketone alcohol
-dimethyl acetonyl carbinol
-hydroxy-2-keto-4-methylpentane
-hydroxy-2-methyl-4-pentanone
-hydroxy-3-methyl-2-pentanone
-hydroxy-4-methyl pentan-2-one
-hydroxy-4-methyl-2-pentanone
-hydroxy-4-methyl-pentan-2-one
-hydroxy-4-methylpentan-2-one
-methyl-2-pentanol-4-one
-methyl-4-oxidanyl-pentan-2-one
-pentanone, 4-hydroxy-4-methyl-
-pyranton A
-tyranton
diacetone alcohol or Diacetone Alcohol is an oxygenated solvent derived from acetone which has two alcohol and ketone functions.
Diacetone alcohol has a high purity.
Diacetone alcohol is colourless and odourless and has a low evaporation rate.
Diacetone alcohol is mainly used in paints and coatings (coil coatings, wood varnishes, architectural coatings…).
Diacetone alcohol is a good solvent for organic peroxides.
Diacetone alcohol can also be used for the treatment of textiles and leather, in chemical synthesis or as a cleaning solvent.
Title: Diacetone Alcohol
CAS Registry Number: 123-42-2
CAS Name: 4-Hydroxy-4-methyl-2-pentanone
Trademarks: Pyranton
Molecular Formula: C6H12O2
Molecular Weight: 116.16
Percent Composition: C 62.04%, H 10.41%, O 27.55%
Line Formula: (CH3)2C(OH)CH2COCH3
Literature References: Prepd by the action of barium hydroxide or of calcium hydroxide on acetone: Conant, Tuttle, Org. Synth. vol. 1, p 45 (1921); coll. vol. I, 193; cf. Jacquemain, Compt. Rend. 196, 1622 (1933). Industrial process using KOH and acetone: Schmitt, Disteldorf, DE 1052970 (1959 to Hibernia). Toxicity study: Smyth, Carpenter, J. Ind. Hyg. Toxicol. 30, 63 (1948).
Properties: Flammable liq; faint, pleasant odor. d425 0.9306 (0.940 for tech grades). bp760 167.9°. bp100 108.2°. bp20 72.0°. bp10 58.8°. bp1.0 22.0°. mp -44°; nD20 1.4232: Lantz, J. Am. Chem. Soc. 62, 3260 (1940). Flash pt reagent grade: 66°C (151°F). Flash pt commercial grades: 8°C (48°F) (closed cup); 13°C (55°F) (open cup). Vapor density 4.00 (air = 1.00). Miscible with water, alcohol, ether, and other solvents. Is dec by prolonged exposure to alkalies and by distillation at atmospheric pressure. LD50 orally in rats: 4.0 g/kg (Smyth).
Melting point: mp -44°
Boiling point: bp760 167.9°; bp100 108.2°; bp20 72.0°; bp10 58.8°; bp1.0 22.0°
Flash point: Flash pt reagent grade: 66°C (151°F); Flash pt commercial grades: 8°C (48°F) (closed cup); 13°C (55°F) (open cup)
Index of refraction: nD20 1.4232: Lantz, J. Am. Chem. Soc. 62, 3260 (1940)
Density: d425 0.9306 (0.940 for tech grades); Vapor density 4.00 (air = 1.00)
Toxicity data: LD50 orally in rats: 4.0 g/kg (Smyth)
4-hidroksi-4-metil-2-pentanonas (lt)
4-hidroksi-4-metil-pentan-2-on (hr)
4-hidroksi-4-metilpentan-2-on (sl)
4-hidroksi-4-metilpentānons-2 (lv)
4-hidroxi-4-metil-2-pentanona (pt)
4-hidroxi-4-metil-pentanona (es)
4-hidroxi-4-metilpentan-2-ona (ro)
4-hidroxi-4-metilpentán-2-on (hu)
4-Hydroksi-4-metyyli-2-pentanoni (fi)
4-hydroksy-4-metylopentan-2-on (pl)
4-hydroksy-4-metylpentan-2-on (no)
4-hydroxi-4-metyl-2-pentanon (sv)
4-hydroxy-4-methyl-2-pentanon (da)
4-hydroxy-4-methylpentan-2-on (cs)
4-Hydroxy-4-methylpentan-2-on (de)
4-hydroxy-4-methylpentan-2-on (nl)
4-hydroxy-4-metylpentán-2-ón (sk)
4-hydroxy-4-méthylpentan-2-one; alcool diacétonique (fr)
4-hüdroksü-4-metüülpentaan-2-oon (et)
4-idrossi-4-metil-pentan-2-one (it)
4-υδροξυ-4-μεθυλο-πενταν-2-όνη (el)
4-хидрокси-4-метилпентан-2-oн (bg)
alcohol de diacetona (es)
alkohol diacetonowy (pl)
diaceton alkohol (sl)
diaceton-alkohol (hr)
diaceton-alkohol (hu)
diacetona alcool (ro)
diacetonalcohol (nl)
diacetonalcool (it)
diacetonalkohol (cs)
diacetonalkohol (da)
Diacetonalkohol (de)
diacetonalkohol (no)
diacetonalkohol (sv)
diacetono alkoholis (lt)
diacetonspirts (lv)
diacetón-alkohol (sk)
diacétone-alcool (fr)
Diatsetoonalkohol (et)
álcool de diacetona (pt)
διακετονο-αλκοόλ (el)
диацетон алкохол (bg)
Polarity
The most common solvent is water.
Other common solvents which dissolve substances that are insoluble (or nearly insoluble) in water are acetone, alcohol, formic acid, acetic acid, formamide.
BTX, carbon disulfide, diemthyl sulfoxide, carbon tetrachloride, chloroform, ether, tetrahydrofuran, furfural, hexane and turpentine.
They may be classified as polar and non-polar.
Polar solvents, like water, have molecules whose electric charges are unequally distributed, leaving one end of each molecule more positive than the other.
Usually polar solvent has O-H bond of which water (HOH), (CH3OH) and acetic acid (CH3COOH) are examples.
Propanol, butanol, formic acid, formamide are polar solvents.
Dipolar solvents which contain a C-O solid bond without O-H bond are acetone [(CH3)2C=O], ethyl acetate (CH3COOCH2CH3), methyl ethyl ketone, acetonitrile, N,N-dimethylformamide and diemthyl sulfoxide.
Nonpolar solvents, like carbon tetrachloride (CCl4), benzene (C6H6), and diethyl ether ( CH3CH2OCH2CH3), have molecules whose electric charges are equally distributed and are not miscible with water.
Hexane, tetrahydrofuran and methylene chloride are non-polar solvents.
Diacetone alcohol refers to a chemical substance that is a beta-hydroxy ketone.
Diacetone alcohol is formed by the hydroxylation of 4-methylpentan-2-one.
Diacetone alcohol is an oxygenated solvent and is mainly used in paints and coatings to protect metallic substrates against corrosion.
Diacetone alcohol is also a good solvent for organic peroxides.
Chemical name : 4-hydroxy-4-methyl-2-pentanone
Common name : Diacetone Alcohol
CAS Number: 123-42-2
Beilstein Reference: 1740440
CHEBI:55381
ChemSpider: 13838151
ECHA InfoCard: 100.004.207
EC Number: 204-626-7
PubChem CID: 31256
RTECS number: SA9100000
UNII: Q7WP157PTD
UN numbe: 1148
CompTox Dashboard (EPA): DTXSID6024917
Solvent is a substance, usually a liquid, that acts as a dissolving agent or that is capable of dissolving another substance.
In solutions of solids or gases in a liquid, the liquid is the solvent.
In all other homogeneous mixtures (i.e., liquids, solids, or gases dissolved in liquids; solids in solids; and gases in gases), solvent is the component of the greatest amount.
The minor proportion substances are called solutes.
Diacetone alcohol offers several functions during a chemical reaction.
Diacetone alcohol solves not only the substance that reacts with another one to produce a new set of substances (reactant) but also the compound that supplies the molecule, ion, or free radical, which is considered as the attacking species in a chemical reaction (reagent).
Diacetone alcohol is conductive to collisions between the reactants and reagents to transform the reactants to new products.
Diacetone alcohol also takes roll of temperature control, either to provide the energy of the colliding particles for speedy reaction and to absorb heat in exothermic reaction.
The appropriate solvent should be selected based on the inactivity in the reaction conditions, dissolving the reagents as well as reactants, appropriate boiling point and easy removal at the end of the reaction.
Di-Acetone Alcohol applications include:
solvent for nitrocellulose, cellulose acetate, various oils, resins, waxes, fats, dyes, tars, lacquers, dopes, coating compositions, wood preservatives, stains, rayon and artificial leather, imitation gold leaf, dyeing mixtures, antifreeze mixtures, extraction of resins and waxes, preservative for animal tissue, metal-cleaning compounds, hydraulic compression fluids, stripping agent (textiles), laboratory reagent.
Polar solvents are hydrophilic but non-polar solvents are lipophilic.
Polar reactants will dissolve in polar solvents.
Non-polar solvents dissolve non-polar compounds best.
Oil and water don't mix but separate into two layers.
There are three measures of the polarity as "dipole moment", "dielectric constant" and "miscibility with water".
Though low dipole moments and small dielectric constants indicates non-polar solvents, sharp boundaries between polar and non-polar solvents are not available.
The polarity reflects the balance between a polar component (OH) and a non-polar hydrocarbon component, existing in the same molecule.
If hydrocarbon character increases relatively, the polarity decreases.
On an operational basis, solvents that are miscible with water are polar.
Diacetone alcohol
4-HYDROXY-4-METHYL-2-PENTANONE
123-42-2
4-Hydroxy-4-methylpentan-2-one
Diacetonalkohol
Diketone alcohol
Diacetonalcohol
Diacetone
Tyranton
Acetonyldimethylcarbinol
Diacetone-alcool
Pyranton A
2-Pentanone, 4-hydroxy-4-methyl-
2-Methyl-2-pentanol-4-one
Diacetonalcool
Pyranton
4-Hydroxy-2-keto-4-methylpentane
Diacetonyl alcohol
4-Idrossi-4-metil-pentan-2-one
Dimethyl acetonyl carbinol
4-Hydroxy-4-methylpentanone-2
Pyraton
2-Hydroxy-2-methyl-4-pentanone
4-Hydroxy-4-methyl-pentan-2-on
4-Hydroxy-4-methyl pentan-2-one
UNII-Q7WP157PTD
NSC 9005
Pentanone, 4-hydroxy-4-methyl-
4-Hydroxy-4-methylpentanone
4-Methyl-2-pentanon-4-ol
Q7WP157PTD
CHEBI:55381
4-Methyl-4-hydroxy-2-pentanone
(CH3)2C(OH)CH2C(O)CH3
MFCD00004471
4-Hydroxy-4-methyl-2-pentanone, 99%
Diacetonealcool
DSSTox_CID_4917
DSSTox_RID_77580
DSSTox_GSID_24917
Caswell No. 280
Formula: C6H12O2 / (CH3)2C(OH)CH2COCH3
Molecular mass: 116.2
Boiling point: 169-171°C
Melting point: -47°C
Relative density (water = 1): 0.93
Solubility in water: miscible
Vapour pressure, kPa at 20°C: 0.108
Relative vapour density (air = 1): 4.0
Relative density of the vapour/air-mixture at 20°C (air = 1): 1.0048
Flash point: 58°C c.c.
Auto-ignition temperature: 640°C
Explosive limits, vol% in air: 1.8-6.9
Octanol/water partition coefficient as log Pow: -0.14 - 1.03 (calculated)
Diacetone alcohol is a Colorless liquid organic compound with a faint, minty odor.
Diacetone alcohol is water and oil soluble.
Diacetone alcohol is mainly used as a solvent in industrial and professional applications in coatings, cleaning, oil and gas filed drilling, lubricants, metal working fluids, polymer processing and water treatment.
Diacetone alcohol is found in a number of consumer products such as adhesives, inks, paints, household cleaners and agrochemicals.
The substance is also a chemical intermediate for the preparation of other compounds.
Polar Protic and Dipolar Aprotic
Protic refers to a hydrogen atom attached to an electronegative atom.
Protic solvents can donate an H+ (proton) since they contain dissociable H+, such as hydrogen attached to oxygen as in a hydroxyl group, nitrogen as in a amine group.
Examples are water, methanol, ethanol, formic acid, hydrogen fluoride and ammonia.
Aprotic solvents don't has O-H bond but a C=O bond typically.
Examples are acetone [(CH3)2C=O] and ethyl acetate (CH3COOCH2CH3).
Polar protic solvents are useful in SN1 reaction, while polar aprotic solvents are SN2 reaction.
Fire Hazard
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Vapors may form explosive mixtures with air.
Vapors may travel to source of ignition and flash back.
Most vapors are heavier than air.
They will spread along ground and collect in low or confined areas (sewers, basements, tanks).
Vapor explosion hazard indoors, outdoors or in sewers.
Runoff to sewer may create fire or explosion hazard.
Containers may explode when heated.
Many liquids are lighter than water.
Diacetone Uses
Diacetone is miscible in water and can be used as a solvent for water-based coatings.
When a solvent is miscible in water it means that it can mix well with other solvents.
Diacetone Alcohol is mainly used for cleaning inks, paint remover and industrial coatings.
Some industrial users use it as a primer.
Additionally, diacetone alcohol is both a ketone and an alcohol.
Ketones are often used as building blocks when synthesising organic compounds.
Diacetone alcohol will dissolve fats, tars, dyes, oils, waxes and crude rubber.
Diacetone alcohol can also be used as a solvent extractant in purification processes for resins and waxes.
Potential Exposure
Diacetone alcohol is used as a solvent for pigments, cellulose esters; oils and fats.
Diacetone alcohol is used in hydraulic brake fluids and in antifreeze formulations.
Carcinogenicity Occupational exposure to 4-hydroxy-4-methyl-2- pentanone is most likely to be by inhalation and skin contact.
Diacetone alcohol presents a low degree of hazard if good work practices are observed.
Appropriate protective clothing and eye protection should be made available as prolonged exposure may defat the skin and cause dermatitis.
The occurrence of eye, nose, and throat irritation and a recognizable odor at low concentrations should protect against overexposure to 4-hydroxy-4- methyl-2-pentanone.
Diacetonalcohol [Dutch]
Diacetonalcool [Italian]
Diacetonalkohol [German]
Diacetone-alcool [French]
CAS-123-42-2
CCRIS 6177
HSDB 1152
EINECS 204-626-7
UN1148
EPA Pesticide Chemical Code 033901
BRN 1740440
AI3-00045
Diaceton alcohol
Eye Contact:
Check for and remove any contact lenses.
Immediately flush eyes with running water for at least 15 minutes, keeping eyelids open.
Cold water may be used. Do not use an eye ointment.
Seek medical attention.
Skin Contact:
After contact with skin, wash immediately with plenty of water.
Gently and thoroughly wash the contaminated skin with running water and non-abrasive soap.
Be particularly careful to clean folds, crevices, creases and groin.
Cold water may be used.
Cover the irritated skin with an emollient.
If irritation persists, seek medical attention.
Wash contaminated clothing before reusing.
Analysis Note
These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available.
Other Notes
This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025.
All information regarding the use of this CRM can be found on the certificate of analysis.
4-Idrossi-4-metil-pentan-2-one [Italian]
4-hydroxy-4-methyl-pentan-2-one
4-Hydroxy-4-methyl-pentan-2-on [German, Dutch]
Diacetonalkohol(german)
ACMC-1BVXG
EC 204-626-7
Diacetone alcohol [UN1148] [Flammable liquid]
SCHEMBL28494
2-Methyl-3-pentanol-4-one
4-01-00-04023 (Beilstein Handbook Reference)
Hydroxy-4-methyl-2-pentanone
4-hydroxy4-methyl-2-pentanone
CHEMBL3182048
DTXSID6024917
NSC9005
4-methyl-4-oxidanyl-pentan-2-one
Chemical Reactivity
Reactivity with Water : No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Safety Profile Moderately toxic by ingestion and intraperitoneal routes.
Moderately toxic by skin contact.
Human systemic effects by inhalation: headache, nausea or vomiting, eye and pulmonary changes.
A skin, mucous membrane, and severe eye irritant.
Can cause anemia and damage to liver and hdneys.
Narcotic in high concentration.
Flammable liquid when exposed to heat or flame; can react with oxidzing materials.
Explosive in the form of vapor when exposed to heat or flame.
To fight fire, use alcohol foam, foam, CO2, dry chemical.
When heated to decomposition it emits acrid smoke and irritating fumes.
Synonyms:
Diketone alcohol, 4-hydroxy-4-methyl-2-pentanone
Formula:
(CH3)2C(OH)CH2COCH3
CAS number:
123-42-2
Form:
Colorless, flammable liquid with pleasant odor
Molecular weight:
116.16
Boiling point:
168°C
Melting point:
-43°C
Specific gravity:
0.94
Vapor pressure:
1.2 mmHg at 25°C
Solubility:
Miscible in water
Conversion factors:
1 ppm = 4.76 mg/m3 1 mg/m3 = 0.21 ppm
Flammable liquid and vapor. Use personal protective equipment. Keep away from open flames, hot surfaces and sources of ignition.
Wash off immediately with plenty of water for at least 15 minutes. Obtain medical attention.
Rinse immediately with plenty of water, also under the eyelids, for at least 15 minutes.
Obtain medical attention. Move to fresh air. If breathing is difficult, give oxygen.
Obtain medical attention.
Do not induce vomiting. Obtain medical attention. Obtain medical attention. .
CAS Number: 123-42-2
Molecular Formula: C6H12O2
Formula Weight: 116.16
Specific Gravity @20°C: 0.938-0.941
