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DESCRIPTION:
3-iodo-2-propynyl butylcarbamate (IPBC) is an off-white solid.
3-iodoprop-2-yn-1-yl butylcarbamate is a carbamate ester that is carbamic acid in which the nitrogen has been substituted by a butyl group and in which the hydrogen of the carboxy group is replaced by a 1-iodoprop-2-yn-3-yl group.
CAS: 55406-53-6
EC: 259-627-5
SYNONYMS
3-iodo-2-propynylbutylcarbamate , Iodopropyl butylcarbamate; 3-iodo-2-propynylbutylcarbamate; IPBC, 3-iodo-2-propynyl-butylcarbamate,3-iodo-2-propynylbutylcarbamate,3-IPBC,iodopropynyl butylcarbamate,55406-53-6,Iodopropynyl butylcarbamate,3-iodoprop-2-yn-1-yl butylcarbamate,Iodocarb,3-Iodo-2-propynyl butylcarbamate,Ipbc,Woodlife,3-Iodo-2-propynyl N-butylcarbamate,Troysan KK-108A,3-iodoprop-2-ynyl N-butylcarbamate,Carbamic acid, butyl-, 3-iodo-2-propynyl ester,1-Iodoprop-1-yn-3-yl N-n-butylcarbamate,3-IODO-2-PROPYNYLBUTYLCARBAMATE,3-Iodo-2-propynyl-N-butylcarbamate,Butyl-3-iodo-2-propynylcarbamate,MFCD00072438,3-iodoprop-2-yn-1-yl N-butylcarbamate,3-IODO-2-PROPYNYLBUTYL CARBAMATE,603P14DHEB,DTXSID0028038,CHEBI:83279,3-iodoprop-2-ynyl butylcarbamate,85045-09-6,DTXCID908038,Caswell No. 501A,CAS-55406-53-6,3-Iodo-2-propynyl N-Butylcarbamate-d9,HSDB 7314,3-Iodo-2-propynyl butyl carbamate,EINECS 259-627-5,EPA Pesticide Chemical Code 107801,BRN 2248232,iodocarbe,UNII-603P14DHEB,C8H12INO2,3-iodo-2-propynyl-N-butyl carbamate,1246815-08-6,3-iodo-2-propyn-1-yl N-butylcarbamate,Iodocarb 100 microg/mL in Acetonitrile,Carbamic acid, butyl-3-iodo-2-propynyl ester,IPBC [MI],SCHEMBL114369,CHEMBL1893913,3-Iodo-2-propynyl butylcarbamate #,3-iodoprop-2-yn-1-ylbutylcarbamate,Tox21_201864,Tox21_301117,AKOS015905567,CS-W010051,GS-3240,NCGC00164376-01,NCGC00164376-02,NCGC00164376-03,NCGC00164376-04,NCGC00164376-05,NCGC00255017-01,NCGC00259413-01,SY052464,3-Iodo-2-propynyl N-butylcarbamate, 97%,IODOPROPYNYL BUTYLCARBAMATE [VANDF],3-IODO-2-PROPYNYL BUTYL CARBBAMATE,DB-262370,I0666,IODOPROPYNYL BUTYL CARBAMATE [MART.],NS00000275,N-Butylcarbamic Acid 3-Iodo-2-propynyl Ester,3-IODO-2-PROPYNYLBUTYLCARBAMATE [HSDB],Q2928998,W-105563,Carbamic acid, N-butyl-, 3-iodo-2-propyn-1-yl ester,3-Iodo-2-propynyl N-butylcarbamate, analytical standard
A fungicide, it is used as a preservative and sapstain control chemical in wood products and as a preservative in adhesives, paints, latex paper coating, plastic, water-based inks, metal working fluids, textiles, and numerous consumer products.
3-iodo-2-propynyl butylcarbamate (IPBC) has a role as a xenobiotic, an environmental contaminant and an antifungal agrochemical.
3-iodo-2-propynyl butylcarbamate (IPBC) is a carbamate ester, an organoiodine compound, an acetylenic compound and a carbamate fungicide.
3-Iodo-2-propynyl butyl carbamate is a carbamate pesticide.
Carbamate pesticides are derived from carbamic acid and kill insects in a similar fashion as organophosphate insecticides.
They are widely used in homes, gardens and agriculture.
The first carbamate, carbaryl, was introduced in 1956 and more of it has been used throughout the world than all other carbamates combined.
Because of carbaryl's relatively low mammalian oral and dermal toxicity and broad control spectrum, it has had wide use in lawn and garden settings.
Most of the carbamates are extremely toxic to Hymenoptera, and precautions must be taken to avoid exposure to foraging bees or parasitic wasps.
Some of the carbamates are translocated within plants, making them an effective systemic treatment. (L795)
Iodopropynyl Butyl Carbamate (IPBC) is a water-soluble preservative used globally in the paints & coatings, wood preservatives, personal care, and cosmetics industries. IPBC is a member of the carbamate family of biocides.[1]
IPBC was invented in the 1970s and has a long history of effective use as an antifungal technology.
HISTORY
IPBC was initially developed for use in the paint & coatings industry as a dry-film preservative to protect interior and exterior coatings from mold, mildew, and fungal growth, while also offering cost performance and sustainability benefits.
IPBC exhibits efficacy against a broad spectrum of fungal species, typically at very low use levels.
IPBC today is incorporated into a wide variety of interior and exterior paint formulations around the world.
Use is restricted in some countries due to its toxicity, especially acute inhalation toxicity.
IPBC is also becoming recognized as a contact allergen.[2]
USES
3-iodo-2-propynyl butylcarbamate (IPBC) is an effective fungicide at very low concentrations in cosmetic and other products, and has shown very low sensitivity in humans tested with this preservative.
3-iodo-2-propynyl butylcarbamate (IPBC) was approved in 1996 for use up to 0.1% concentrations in topical products and cosmetics.
However, this preservative is mostly found in cosmetics at about one-eighth that level [Maier et al., 2009].
IPBC Toxicity and Safety Tests show it to be generally safe:
When used properly in leave-on skin products, IPBC is extremely safe [Steinberg, 2002].
Previous to being approved for cosmetic use in 1996, extensive safety and toxicity tests were conducted on IPBC and their results were gathered along with earlier studies in a report of the Safety Assessment of IPBC by the Cosmetic Ingredient Review [CIR Final Report, Lanigan 1998].
This final report found IPBC to be a non-carcinogen with no genotoxicity and in reproductive and developmental toxicity studies using rats and mice, IPBC had no significant effect on fertility, reproductive performance, or on the incidence of fetal malformation
CHEMICAL AND PHYSICAL PROPERTIES OF 3-IODO-2-PROPYNYL BUTYLCARBAMATE (IPBC):
Molecular Weight
281.09 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
XLogP3-AA
2.1
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Hydrogen Bond Donor Count
1
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Hydrogen Bond Acceptor Count
2
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Rotatable Bond Count
5
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Exact Mass
280.99128 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Monoisotopic Mass
280.99128 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Topological Polar Surface Area
38.3Ų
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Heavy Atom Count
12
Computed by PubChem
Formal Charge
0
Computed by PubChem
Complexity
192
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Isotope Atom Count
0
Computed by PubChem
Defined Atom Stereocenter Count
0
Computed by PubChem
Undefined Atom Stereocenter Count
0
Computed by PubChem
Defined Bond Stereocenter Count
0
Computed by PubChem
Undefined Bond Stereocenter Count
0
Computed by PubChem
Covalently-Bonded Unit Count
1
Computed by PubChem
Compound Is Canonicalized
Yes
SAFETY INFORMATION ABOUT 3-IODO-2-PROPYNYL BUTYLCARBAMATE (IPBC)
First aid measures:
Description of first aid measures:
General advice:
Consult a physician.
Show this safety data sheet to the doctor in attendance.
Move out of dangerous area:
If inhaled:
If breathed in, move person into fresh air.
If not breathing, give artificial respiration.
Consult a physician.
In case of skin contact:
Take off contaminated clothing and shoes immediately.
Wash off with soap and plenty of water.
Consult a physician.
In case of eye contact:
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
Continue rinsing eyes during transport to hospital.
If swallowed:
Do NOT induce vomiting.
Never give anything by mouth to an unconscious person.
Rinse mouth with water.
Consult a physician.
Firefighting measures:
Extinguishing media:
Suitable extinguishing media:
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, Nitrogen oxides (NOx), Hydrogen chloride gas
Advice for firefighters:
Wear self-contained breathing apparatus for firefighting if necessary.
Accidental release measures:
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment.
Avoid breathing vapours, mist or gas.
Evacuate personnel to safe areas.
Environmental precautions:
Prevent further leakage or spillage if safe to do so.
Do not let product enter drains.
Discharge into the environment must be avoided.
Methods and materials for containment and cleaning up:
Soak up with inert absorbent material and dispose of as hazardous waste.
Keep in suitable, closed containers for disposal.
Handling and storage:
Precautions for safe handling:
Avoid inhalation of vapour or mist.
Conditions for safe storage, including any incompatibilities:
Keep container tightly closed in a dry and well-ventilated place.
Containers which are opened must be carefully resealed and kept upright to prevent leakage.
Storage class (TRGS 510): 8A: Combustible, corrosive hazardous materials
Exposure controls/personal protection:
Control parameters:
Components with workplace control parameters
Contains no substances with occupational exposure limit values.
Exposure controls:
Appropriate engineering controls:
Handle in accordance with good industrial hygiene and safety practice.
Wash hands before breaks and at the end of workday.
Personal protective equipment:
Eye/face protection:
Tightly fitting safety goggles.
Faceshield (8-inch minimum).
Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection:
Handle with gloves.
Gloves must be inspected prior to use.
Use proper glove
removal technique (without touching glove's outer surface) to avoid skin contact with this product.
Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
Full contact:
Material: Nitrile rubber
Minimum layer thickness: 0.11 mm
Break through time: 480 min
Material tested:Dermatril (KCL 740 / Aldrich Z677272, Size M)
Splash contact
Material: Nitrile rubber
Minimum layer thickness: 0.11 mm
Break through time: 480 min
Material tested:Dermatril (KCL 740 / Aldrich Z677272, Size M)
It should not be construed as offering an approval for any specific use scenario.
Body Protection:
Complete suit protecting against chemicals, The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection:
Where risk assessment shows air-purifying respirators are appropriate use a fullface respirator with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls.
If the respirator is the sole means of protection, use a full-face supplied air respirator.
Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so.
Do not let product enter drains.
Discharge into the environment must be avoided.
Stability and reactivity:
Chemical stability:
Stable under recommended storage conditions.
Incompatible materials:
Strong oxidizing agents:
Hazardous decomposition products:
Hazardous decomposition products formed under fire conditions.
Carbon oxides, Nitrogen oxides (NOx), Hydrogen chloride gas.
Disposal considerations:
Waste treatment methods:
Product:
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contact a licensed professional waste disposal service to dispose of this material.
Contaminated packaging:
Dispose of as unused product.
