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EC / List no.: 202-426-4
CAS no.: 95-51-2
Mol. formula: C6H6ClN
2-chloroaniline is a clear amber liquid with an amine odor.
Occurs in both alpha and beta forms
Chemical Properties:
Clear pale yellow to brown liquid with ammonia odor. darkens on exposure to air.
Almost insoluble in water, soluble in acids and most common organic solvents.
Uses:
2-Chloroaniline is the raw material of herbicide green sulfuron, and also an important dye intermediate.
2-Chloroaniline is the color base of ice dyeing dyestuff and can also be used as the diazo component of azo dyestuff to produce acid black, acid blue and organic color precipitation water solid yellow R, permanent red FR, Hansa yellow HR, etc.
2-Chloroaniline used as petroleum solvents.
2-Chloroaniline is used in biological studies to evaluate the mutagenicity and carcinogenicity of Salmonella typhimurium. Used as a Intermediates for dyestuff, pigment and specialty chemicals.
2-Chloroaniline is widely used in polymer, rubber, pharmaceutical and dye industries.
Preparation
The synthesis method of 2-chloroaniline is to reflux 2-nitrochlorobenzene with iron filings, dilute hydrochloric acid and water for 6~8h, distill to get crude product, and then distill to get finished product.
Purification Methods:
Free it from small amounts of the p-isomer by dissolving in one equivalent of H2SO4 and steam distilling.
The p-isomer remains behind as the sulfate.
An alternative method is to dissolve it in warm 10% HCl (11mL/g of amine) and on cooling, o-chloroaniline hydrochloride separates out.
The latter can be recrystallised until the acetyl derivative has a constant melting point (m 90o). (In this way, yields are better than via the recrystallisation of the picrate from EtOH or of the acetyl derivative from pet ether.)
Use and Manufacturing
Used as an intermediate for dyes, pesticides, and rubber chemicals.
Intermediate for rubber chemicals, pigments, pesticides and dyes.
Dye intermediate, standards for colorimetric apparatus, manufacture of petroleum solvents and fungicides.
Industry Uses
Intermediates
Methods of Manufacturing
Production is by low-pressure hydrogenation of 2-chloronitrobenzene with noble metal and/or noble metal sulfide catalysts at temperatures of about 50-100 °C in inert organic solvents.
General Manufacturing Information
Industry Processing Sectors
Pesticide, fertilizer, and other agricultural chemical manufacturing
General description
2-Chloroaniline is widely used in polymer, rubber, pharmaceutical and dye industries.
Determination of 2-chloroaniline in polymer industrial wastewater has been examined using HPLC with on-line microdialysis.
Degradation of 2-chloroaniline in water by ozonation as well as by photolysis (UV-light of 254 nm) and radiolysis (γ-rays) in the presence of ozone has been investigated.
Solubility: (20 °C) insoluble
Melting Point: -3 °C
Molar Mass: 127.57 g/mol
Boiling Point: 207 - 209 °C (1013 hPa)
Vapor Pressure: 0.5 hPa (20 °C)
Flash Point: 105 °C
Refractive Index: 1.5877 (20 °C, 589 nm)
Explosion Limit: 2.4 - 14.2 %(V)
Density: 1.21 g/cm3 (20 °C)
pH: (H2O, 20 °C) suspension,weakly alkaline
Ignition Point: 500 °C
Description: Light brown coloured liquid
Assay: Min. 98.0%
Density (d 20°C/4°C): 1.209 – 1.214
Identity: Passes test
Melting Point/ Freezing Point [°C]: - 2 °C
Density [g/cm3]: 1.213
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Molecular Formula: C6H6ClN
Molar Mass: 127.572
Density: 1.23g/cm3
Melting Point: -3℃
Boling Point: 208.8°C at 760 mmHg
Flash Point: 74.8°C
Solubility: 5.13 g/L (20℃)
Vapor Presure: 0.209mmHg at 25°C
Refractive Index: 1.598
Physical and Chemical Properties
Amber liquid, with ammonia odor.
The color turns black when exposed to air.
Relative density (20/4 degrees C) 1.21253 (alpha type);1.21266 (beta type).
Boiling point 208.8 °c. Melting Point:-14 °c (α-type);-1.9 °c (β-type).
Refractive index nD(20 degrees C) 1.5895 (Alpha);1.5889 (beta).
Practically insoluble in water, soluble in acids and most commonly used organic solvents.
Uses:
For the dye and pesticide industries
ice dye base, also as the diazo component of azo dyes (such as acid black, acid blue and organic lake water yellow R, etc.), and used in the preparation of pharmaceuticals, pesticides and synthetic resins.
2-Chloroaniline used as petroleum solvents.
2-Chloroaniline is used in biological studies to evaluate the mutagenicity and carcinogenicity of Salmonella typhimurium.
Used as a Intermediates for dyestuff, pigment and specialty chemicals.
2-Chloroaniline is widely used in polymer, rubber, pharmaceutical and dye industries.
Used for intermediate in pesticides, medicines, dyes and synthetic resins, and also in organic synthesis.
2-Chloroaniline is used in biological studies to evaluate the mutagenicity and carcinogenicity of Salmonella typhimurium.
Intermediate for pesticides and dyes
Intermediate for rubber chemicals and pigments
Nature
amber liquid with ammonia odor.
The color turns black when exposed to air.
The relative density was 1.21253 (Type A); 21266 (type p).
Boiling point 208.8 °c.
Melting Point:-14 °c (Type A);-1.9 °c (type p).
Refractive index 5895 (Type A);1.5889 (type B).
Practically insoluble in water, soluble in acids and most commonly used organic solvents.
2-Chloroaniline uses and applications include, Dye intermediate, standards for colorimetric apparatus, mfg. of petroleum solvents and fungicides, pharmaceuticals intermediate
Suggested storage of 2-Chloroaniline: Photosensitive; sensitive to air; keep under argon
Preparation Method
2-nitrochlorobenzene is reduced with iron powder in hydrochloric acid medium, and the product is obtained by steam distillation and vacuum distillation.
2-Chloroaniline, 98% Cas 95-51-2 - used as petroleum solvents.
2-Chloroaniline, 98% Cas 95-51-2 - used in biological studies to evaluate the mutagenicity and carcinogenicity of Salmonella typhimurium.
Used as a Intermediates for dyestuff, pigment and specialty chemicals.
Chemical Name: 2-Chloroaniline
Chemical Formula: C6H6ClN
CAS#: 95-51-2
Value Chain: Nitro Chloro Benzene
End Use: Dyes, Pigments, Speciality Chemicals
Appearance: Colorless liquid
Purity: 99.5%
Appearance: Colorless - brown, clear liquid
Boiling Point: about 210 degrees C
Flash Point: 99 degrees C (Cleveland open test)
Density: 1.210 - 1.218g/mL (20 degrees C)
Refractive Index: 1.585 - 1.590 (20 degrees C/D)
The 2-Chloroaniline, with the cas registry number 95-51-2, is a kind of clear pale yellow to brown liquid, with ammoniacal odour.
This is insoluble in water while soluble in acid and other common organic solvents.
The characteristics of this chemical are as follows:
(1)ACD/LogP: 1.91;
(2)ACD/LogD (pH 5.5): 1.91;
(3)ACD/LogD (pH 7.4): 1.91;
(4)ACD/BCF (pH 5.5): 16.62;
(5)ACD/BCF (pH 7.4): 16.64;
(6)ACD/KOC (pH 5.5): 260.11;
(7)ACD/KOC (pH 7.4): 260.48;
(8)#H bond acceptors: 1;
(9)#H bond donors: 2;
(10)#Freely Rotating Bonds: 1;
(11)Polar Surface Area: 26.02;
(12)Index of Refraction: 1.598;
(13)Molar Refractivity: 35.38 cm3;
(14)Molar Volume: 103.6 cm3;
(15)Polarizability: 14.02 ×10-24 cm3;
(16)Surface Tension: 45.3 dyne/cm;
(17)Density: 1.23 g/cm3;
(18)Flash Point: 74.8 °C;
(19)Enthalpy of Vaporization: 44.51 kJ/mol;
(20)Boiling Point: 208.8 °C at 760 mmHg;
(21)Vapour Pressure: 0.209 mmHg at 25°C.
Production method of 2-Chloroaniline is as belo,: 1-chloro-2-nitro-benzene could react to produce 2-Chloroaniline, with the following condition: solvent
ammonium formate;
reaction time: 45 m;
reaction tem.: 20 ;
yield: 90%.
Use of 2-Chloroaniline:
2-Chloroaniline reacts with maleic acid anhydride to produce N-(2-chloro-phenyl)-maleamic acid, with the following condition: solvent: benzene;
reaction time: 30 min;
yield: 92% chromat;
other condition: ambient temperature.
As to its usage, it is widely applied in many ways.
2-Chloroaniline could be used in producing acid black, acid blue, permanent bordeaux FR, ARPermanent YellowAR R, Hansa yellow HR and so on;
2-Chloroaniline could be used in producing the cross-linking agent methyldichloroaniline in pharmaceutic, pesticide and polyurethane resin;
2-Chloroaniline could be used as the intermediate of dye and pesticide.
2-Chloroaniline is an amber liquid with ammonia odor.
The color becomes black when exposed to the air.
Almost insoluble in water, soluble in acids and most common organic solvents.
Used as an intermediate in pesticides, pharmaceuticals, dyes and synthetic resins.
Additionally, the following datas could be converted into the molecular structure:
Color: Yellow
Melting Point: -2°C
Boiling Point: 209°C
UN Number: 2019
Quantity: 25mL
Formula Weight: 127.57
Physical Form: Clear Liquid at 20°C
Percent Purity: ≥98.0% (GC)
Chemical Name or Material: 2-Chloroaniline
O-chloroaniline, also known as 2-chloroaniline, is mainly used in polyurethane elastomer vulcanizing agents, reactive dyes, organic pigments, pharmaceuticals, pesticides and other fields.
Globally, the proportion of o-chloroaniline in each application area is: polyurethane elastomer vulcanizing agent 60%, organic pigment 13%, reactive dye 12%, pharmaceutical 7%, pesticide 6%, other 2%.
According to incomplete statistics, there are more than 30 downstream products of o-chloroaniline.
O-chloroaniline, 95-51-2, 2-chloroaniline, o-aminochlorobenzene
Fourth, product use
1. Used as dye intermediates, solvents, anti-mold agents and reagents. Used as an intermediate in pesticides, synthetic resins, etc.
Used to prepare ice dye dye base, ie yellow base GC.
2-Chloroaniline can also be used as a diazo component of azo dyes (such as acid black and acid blue) for the production of permanent yellow R, permanent red FR, and Hansa yellow HR.
2. Cross-linking methyl dichloroaniline for the preparation of pharmaceuticals, pesticides and polyurethane resins. ,
Can also be used for organic synthesis.
3. Used as dye intermediates, solvents, anti-mold agents and reagents.
Five, product storage
Store in a cool, ventilated warehouse.
Keep away from fire and heat. Keep the container sealed.
2-Chloroaniline should be stored separately from oxidants, acids and food chemicals, and should not be mixed.
Equipped with the appropriate variety and quantity of fire equipment.
The storage area should be equipped with leakage emergency treatment equipment and suitable containment materials.
About 2-Chloroaniline
Helpful information
2-Chloroaniline is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, for intermediate use only.
2-Chloroaniline is used at industrial sites and in manufacturing.
Consumer Uses
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. ECHA has no public registered data on the routes by which 2-Chloroaniline is most likely to be released to the environment.
Article service life
ECHA has no public registered data on the routes by which 2-Chloroaniline is most likely to be released to the environment. ECHA has no public registered data indicating whether or into which articles the substance might have been processed.
Widespread uses by professional workers
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. ECHA has no public registered data on the types of manufacture using 2-Chloroaniline. ECHA has no public registered data on the routes by which 2-Chloroaniline is most likely to be released to the environment.
Formulation or re-packing
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. ECHA has no public registered data on the routes by which 2-Chloroaniline is most likely to be released to the environment.
Uses at industrial sites
2-Chloroaniline is used in the following products: laboratory chemicals and pharmaceuticals.
2-Chloroaniline has an industrial use resulting in manufacture of another substance (use of intermediates).
2-Chloroaniline is used for the manufacture of: chemicals.
Release to the environment of 2-Chloroaniline can occur from industrial use: as an intermediate step in further manufacturing of another substance (use of intermediates) and manufacturing of the substance.
Manufacture
Release to the environment of 2-Chloroaniline can occur from industrial use: manufacturing of the substance and as an intermediate step in further manufacturing of another substance (use of intermediates).
IUPAC NAMES:
1-amino-2-chlorobenzene
2-Chloroaniline
2-chloroaniline
2-chloroaniline
o-Chloroaniline
o-Chloroaniline
o-chloroaniline
SYNONYMS:
2-CHLOROANILINE
95-51-2
o-Chloroaniline
2-Chlorobenzenamine
Benzenamine, 2-chloro-
2-Chlorophenylamine
1-Amino-2-chlorobenzene
o-Aminochlorobenzene
o-Chloroaminobenzene
Aniline, o-chloro-
o-Chloraniline
Fast Yellow GC Base
NSC 6183
UNII-G14I494T2F
2-CHLORO-ANILINE
MFCD00007656
Azoic diazo component 44, base
G14I494T2F
Benzenamine, 2-chloro-, homopolymer
Benzenamine, chloro-
2-Chloro aniline
98038-21-2
CCRIS 2880
HSDB 2045
EINECS 202-426-4
6-chloroaniline
AI3-16321
o-chloro-aniline
Codeine TMS
2-Chloro-phenylamine
(2-chlorophenyl)amine
1,2-aminochlorobenzene
(2-chlorophenyl)-amine
2-Amino-1-chlorobenzene
Benzeneamine, 2-chloro-
(2-Chlorophenylamine)radica anion
2-Chloroaniline, >=99.5% (GC)
2-Chloroaniline, technical, >=98.0% (GC)
2-Chloroaniline 100 microg/mL in Acetonitrile
2-Chloroaniline, PESTANAL(R), analytical standard
Benzenamine,2-chloro-
Benzeneamine,2-chloro-
o-Aminochlorobenzene
o-Aminochloro-benzene
o-Chloraniline
o-Chloroaminobenzene
o-chloro-anilin
AKOS BBS-00003671
1-AMINO-2-CHLOROBENZENE
2-CHLOROANILINE
2-CHLOROBENZENAMINE
2-CHLOROPHENYLAMINE
1,2-aminochlorobenzene
2-chloro-benzenamin
Aniline, o-chloro-
Azoic diazo component 44, base
Benzenamine, 2-chloro-
FAST YELLOW GC BASE
2-CHLOROANILINE, 1000MG, NEAT
2-Chloroaniline, CP,97%
ORTHO-CHLOROANILINE
O-CHLOROANILINE
OCA
2-Chloroaniline >=99.5% (GC)
2-CHLOROANILINE PESTANAL
2-CHLOROANILINE, 1X1ML, MEOH, 2000UG/ML
2-Chloroaniline,>99%
2-Chloroaniline, 98+%
2-chloroaniline solution
2-Chloroaniline 98%
2-Aminochlorobenzene
ORTHO-CHLORANILINE
2-CHLOROBENZAMINE
2-CHLOROANALINE
2-Chloranilin
2-Chloroaminobenzene
C.I.Azoic Diazo Component 44【base】
2-Chloroanline
2-Chloroaniline 5g [95-51-2]
2-Chloroaniline 10g [95-51-2]
2-Chloroaniline, 98+% 250ML
o-Chloroaniline fast yellow gc base
Trazodone impurity QZT-SM-3-Z5
2-ChloroanilineSolution,1000mg/L,1ml
2-Chloroaniline >
2-ChloroanilineSolution,2000mg/L,1ml
2-ChloroanilineSolution,100mg/L,1ml
Trazodone Impurity 23 (2-Chloroaniline)
2-Chloroaniline fandachem
2-Chloroaniline PESTANAL fandachem
2-Chloroaniline Solution in Methanol, 1000μg/mL
2-Chloroaniline ISO 9001：2015 REACH
TIANFU-CHEM CAS:95-51-2 2-Chloroaniline
o-Chloroaniline extrapure, 99%
