1778 Allyl bromide Allyl bromide (3-bromopropene) is an alkyl bromide. It is primarily used as a starting material/chemical intermediate in organic synthesis and as an intermediate in the manufacture of polymers/resins, synthetic perfumes, pharmaceuticals, agricultural chemicals, and other allyl compounds. It has been described as an insecticidal fumigant used in crop protection. Physically, allyl bromide is a clear liquid with an intense, acrid, and persistent smell. It is highly flammable. 106-95-6 7841 C3H5Br 119.957460 Colorless liquid. -119°C 71°C 3.83 mg/mL at 25°C [YALKOWSKY,SH & DANNENFELSER,RM (1992)] Oral (L626) ; inhalation (L626) ; dermal (L626) Organobromide compounds such as allylbromide are strong alkylating agents. Consequently they can readily modify free thiols (cysteines) and methionine residues of the surfaces of proteins leading to the disruption of enzyme, transporter or membrane functions. One of the most probable protein targets is the TRPA1 ion channel that is expressed in sensory nerves (trigeminal nerve) of the eyes, nose, mouth and lungs. Allyl bromide appears to target the stomach and lining of the stomach as animals given chronically high doses exhibit lesions of the forestomach, including hyperplasia, inflammation, degeneration, and hyperkeratosis. Alkylation of DNA by alkylbromides may also lead to mutations or a reduced ability of cells to divide. Allyl bromide is metabolized into allylmercapturic acid, S-allylcysteine, and S-allylcysteine S-oxide and secreted in the urine. 3-Hydroxypropylmercapturic acid is also a metabolite. LD50: 30 mg/kg (Oral, Guinea pig) (T14) LD50: 108 mg/kg (Intraperitoneal, Mouse) (T14) LC50: 10 000 mg/kg (Inhalation, Rat) (T14) No indication of carcinogenicity (not listed by IARC). (L135) Allyl bromide is an industrial and laboratory chemical. Occupational exposure to Allyl bromide may occur through inhalation and dermal contact with this compound at workplaces where Allyl bromide is produced or used. Acute poisoning of laboratory animals is accompanied by a transient motor agitation followed by depression and loss of balance. Death occurs within 24 hours. Allyl bromide is considered as one of the most toxic of the halogenated hydrocarbons, causing deaths in experimental animals exposed for 4 hr to concentrations as low as 1 mg/L. It is mutagenic but there is no evidence that it is carcinogenic. Target organs are gastrointestinal system, eyes, skin, respiratory system. Causes severe eye and skin burns. Irritating to eyes, skin, and respiratory system. Causes gastrointestinal burns. EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration. 2009-06-22T16:08:35Z 2014-12-24T20:24:37Z PROPENE C050431 Allyl bromide 7068 true BrCC=C C3H5Br InChI=1S/C3H5Br/c1-2-3-4/h2H,1,3H2 InChIKey=BHELZAPQIKSEDF-UHFFFAOYSA-N 120.976 119.957462807 Exogenous Liquid CHEMBL1429506 7553