염화알릴

염화알릴 속성

염화알릴 C화학적 특성, 용도, 생산

화학적 성질

Allyl chloride is a colorless liquid, insoluble in water but soluble in common organic solvents. Allyl chloride is prepared by the reaction of propylene with chlorine. It is a common alkylating agent relevant to the manufacture of pharmaceuticals and pesticides. It is also a component in some thermo-setting resins. Allyl chloride has been produced commercially since 1945 and is used almost exclusively as a chemical intermediate, principally in the production of epichlorohydrin or as a raw material for epichlorohydrin. It is also used as a chemical intermediate in the preparation of glycerin, glycerol chlorohydrins, glycidyl ethers, allylamines, and allyl ethers of trimethylpropane, sodium allyl sulfonate, a series of allyl amines and quaternary ammonium salts, allyl ethers, and a variety of alcohols, phenols, and polyols. It is also used in pharmaceuticals as a raw material for the production of allyl isothiocyanate (synthetic mustard oil), allyl substituted barbiturates (sedatives), and cyclopropane (anesthetic); in the manufacture of specialty resins for water treatment and to produce babiturate and hypnotic agents such as aprobarbital, butalbital, methohexital sodium, secobarbital, talbutal, and thiamyl sodium.

물리적 성질

Colorless to light brown to reddish-brown liquid with a pungent, unpleasant, garlic-like odor. An experimentally determined odor threshold concentration of 470 ppb_v was reported by Leonardos et al. (1969).

역사

Allyl chloride, the only chloropropene of industrial importance, was first produced in 1857 by A. CAHOURS and A. W. HOFMANN by reacting phosphorus chloride with allyl alcohol. The name allyl is derived from the latin allium, meaning garlic. Inhalation of even small amounts of allyl chloride produces, after a short time, the characteristic odor of garlic on the breath. At the end of the 1930s, IG Farbenindustrie and the Shell Development Co. developed the high-temperature chlorination of propene, permitting large-scale production of allyl chloride with good yields. A significant part of the development was done by the Shell Chemical Co. when erecting a commercial plant in 1945. Dow, Solvay, and Asahi-Kashima developed their own processes.

용도

Allyl chloride (3-chloropropene; 1-chloro-2-propene) is a chemical intermediate used in the synthesis of allyl compounds found in varnish, resins, polymers, pesticides, and pharmaceuticals (O’Neil, 2001).

생산 방법

Allyl chloride can be synthesized by reaction of allyl alcohol with HCl or by treatment of allyl formate with HCl in the presence of a catalyst (ZnCl2).

일반 설명

A clear colorless liquid with an unpleasant pungent odor. Flash point -20°F. Boiling point 113°F. Less dense than water (7.8 lb / gal) and insoluble in water. Hence floats on water. Vapor irritates skin, eyes and mucous membranes. Vapors are heavier than air. Long exposure to low concentrations or short exposure to high concentrations may have adverse health effects from inhalation or skin absorption.

공기와 물의 반응

Highly flammable. Insoluble in water.

반응 프로필

Allyl chloride presents a serious fire and explosion hazard when exposed to heat, flame or oxidizing agents. Polymerizes violently and exothermically with Lewis acids (aluminum chloride, boron trifluoride, sulfuric acid) or metals (aluminum, magnesium, zinc, or galvanized metal) [MCA SD-99, 1973]. Incompatible with acids (nitric acid, chlorosulfonic acid, oleum), with strong bases (sodium hydroxide, potassium hydroxide), with ethyleneimine and ethylenediamine [Lewis, 3rd ed., 1993, p. 36]. Attempts to alkylate benzene or toluene using Allyl chloride in the presence of ethylaluminum chlorides have led to explosions.

위험도

Skin and eye irritant. Upper respiratory tract irritant, liver and kidney damage. Question- able carcinogen.

건강위험

Allyl chloride is toxic and flammable. Exposures to allyl chloride cause a cough, sore throat, headache, dizziness, weakness, respiratory distress, abdominal pain, burning sensation, vomiting, and loss of consciousness. After acute inhalation exposures to high levels of allyl chloride, workers developed irritation of the eyes and respiratory passages, loss of consciousness, and fatal injury. Prolonged and intense exposure produced conjunctivitis, reddening of eyelids, and corneal burn, damage to the CNS, causing motor and sensory neurotoxic damage, and the heart and respiratory system, causing the onset of pulmonary edema in humans. Laboratory rabbits exposed to allyl chloride through inhalation developed degenerative changes that included dilation of sinusoids and vacuolar degeneration in the liver, congestion or cloudy swelling and fatty degeneration of the epithelium of the renal convoluted tubules, and thickening of the alveolar septa in the lungs. The exposed cat exhibited only muscle weakness and unsteady gait toward the end of the exposure period.

화재위험

Special Hazards of Combustion Products: Releases irritating hydrogen chloride gas on combustion

Toxicology

Acute and Subacute Toxicity: LD50=460 mg/kg (rat, oral); LD50= 3.7 mg/kg (rabbit, percutaneous); LC50= 11 mg/L (rat, inhalation, 2 h). The inhalation of 3 ppm allyl chloride during 7 h/d on 5 days a week was tolerated by a group of rats, guinea pigs, and rabbits for 180 days without irreversible damage occurring. An analogous test using 8 ppm over a period of 35 days led to damage of the liver and kidneys. Further experiments demonstrate a neurotoxic effect of allyl chloride, in particular to the peripheral nerves of cats and rabbits.

잠재적 노출

Allyl chloride is used as a chemical intermediate and in making allyl compounds, epichlorohydrin, and glycerol.

Carcinogenicity

The IARC found that it could not classify AC as a human carcinogen on the basis of available data. In contrast, EPA considers AC to be a possible human carcinogen and has ranked it in EPA’s Group C. This classification was based on a low incidence of forestomach tumors in female mice and positive results in a variety of genetic toxicity tests. However, the forestomach tumor data were not used for quantitative cancer risk assessment. AC is a strong alkylating agent and is structurally similar to other forestomach carcinogens, such as propylene oxide and epichlorohydrin, which cause tumors at the site of exposure.
Olsen reported on a cohort of 1064 men employed at a Texas plant in epoxy resin, glycerin, andAC/epichlorohydrin production between 1957 and 1986 and followed up through 1989. There were 66 total deaths [standardized mortality ratio (SMR)=0.8; 95% CI 0.6–1.0] and 10 cancers (SMR=0.5; CI 0.2–0.9).However, the authors noted that the cohort was limited due to sample size, duration of follow-up, small numbers of deaths both expected and found, and the limited exposure potential.

환경귀착

Biological. Bridié et al. (1979) reported BOD and COD values of 0.23 and 0.86 g/g using filtered effluent from a biological sanitary waste treatment plant. These values were determined using a standard dilution method at 20 °C and stirred for a period of 5 d. When a sewage seed was used in a separate screening test, a BOD value of 0.42 g/g was obtained. The ThOD for allyl chloride is 1.67 g/g.
Photolytic. Anticipated products from the reaction of allyl chloride with ozone or OH radicals in the atmosphere are formaldehyde, formic acid, chloroacetaldehyde, chloroacetic acid, and chlorinated hydroxy carbonyls (Cupitt, 1980).
Chemical/Physical. Hydrolysis under alkaline conditions will yield allyl alcohol (Hawley, 1981). The estimated hydrolysis half-life in water at 25 °C and pH 7 is 2.0 yr (Mabey and Mill, 1978).

운송 방법

UN1100 Allyl chloride, Hazard Class: 3; Labels: 3-Flammable liquid, 6.1-Poisonous materials

Purification Methods

Likely impurities include 2-chloropropene, propyl chloride, iso-propyl chloride, 3,3-dichloropropane, 1,2-dichloropropane and 1,3-dichloropropane. Purify it by washing with conc HCl, then with Na2CO3 solution, dry it with CaCl2, and distil it through an efficient column [Oae & Vanderwerf J Am Chem Soc 75 2724 1953]. [Beilstein 1 IV 738.] LACHRYMATORY, TOXIC.

비 호환성

Contact with water forms hydrochloric acid. Keep away from strong oxidizers, acids, aluminum, amines, peroxides, chlorides of iron and aluminum; magnesium, zinc.

폐기물 처리

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal. Controlled incineration at a temperature of 982 C for 2 seconds minimum.

염화알릴 준비 용품 및 원자재

원자재

준비 용품

염화알릴 공급 업체

공급자	전화	이메일	국가	제품 수	이점
Zouping mingyuan import & export trading co., ltd	+86-0543-2240078 +8618364991597	myzhao793@163.com	China	994	58
Hebei Mojin Biotechnology Co., Ltd	+8613288715578	sales@hbmojin.com	China	12456	58
Hebei Yanxi Chemical Co., Ltd.	+8617531190177	peter@yan-xi.com	China	5993	58
Henan Fengda Chemical Co., Ltd	+86-371-86557731 +86-13613820652	info@fdachem.com	China	7845	58
Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	sales@capotchem.com	China	29797	60
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21691	55
Hefei TNJ Chemical Industry Co.,Ltd.	+86-0551-65418679 +86-18949832763	info@tnjchem.com	China	2989	55
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28180	58
Jinan Finer Chemical Co., Ltd	+86-531-88989536 +86-15508631887	sales@finerchem.com	China	2967	58
Hebei Guanlang Biotechnology Co., Ltd.	+86-19930503282	alice@crovellbio.com	China	8823	58

염화알릴 관련 검색: