基本情報
- CAS
10436-39-2- 標準SMILES
ClCC(Cl)=C(Cl)Cl- InChIKey
UMGQVBVEWTXECF-UHFFFAOYSA-N- 分子式
- C3H2Cl4
- 平均分子量
- 179.9 g/mol
- 単同位体質量
- 177.89106078
概要
1st & 5th sources for unspecified isomer; RN given refers to cpd with locants as specified; structure in third source
名称と識別子
- 優先名称
- 1,1,2,3-Tetrachloro-1-propene
- IUPAC
- 1,1,2,3-tetrachloroprop-1-ene
- 現地名
- 1,1,2,3-テトラクロロ-1-プロペン
- 英語名
- Tetrachloropropene
- 分子式
- C3H2Cl4
- 分子量
- 179.86
名称と別名
名称をさらに表示
データベース識別子
- CAS
10436-39-2、60320-18-5- PubChem CID
- 25281
- DTXSID
DTXSID2051475- UNII
- 413S8C56GB
- EC Number
- 233-920-8
- Nikkaji
- J35.355H
物性
構造計算による物性
- XLogP
- 3
- 極性表面積
- 0 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 0
- 回転可能結合数
- 1
- 重原子数
- 7
- 形式電荷
- 0
- 複雑度
- 80.9
実験および物理化学的性質
Vapor Pressure
2.67 [mmHg]
Vapor pressure= 2.67 mm Hg at 25 °C /extrapolated from experimentally-derived coefficients/
Physical Description
Liquid
Liquid; [IUCLID]
物理化学的性質
- 沸点
- 141.38 °C · 141.38°C (rough estimate)
- 比重(密度)
- 1.55 · 1.5500
- 屈折率
- 1.5121 · 1.5121 (estimate)
- 貯蔵温度
- Refrigerator
- 溶解性
- クロロホルム、メタノール(微量)
- 外見
- 油
- 色
- 無色
- InChI
- InChI=1S/C3H2Cl4/c4-1-2(5)3(6)7/h1H2
- InChIKey
- UMGQVBVEWTXECF-UHFFFAOYSA-N
- SMILES
- C(/Cl)(\Cl)=C(/Cl)\CCl
- EPAの化学物質情報
- 1 · 1,1,2,3-Tetrachloropropene (10436-39-2)
安全と法規制
GHS分類
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P284, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P320, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 55 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
1-Propene, 1,1,2,3-tetrachloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Propene, 1,1,2,3-tetrachloro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Hazards Summary
No significant adverse effects observed in 13 week inhalation study with rats; No significant adverse effects observed in reproductive inhalation study with rats; Necrotic lesions of the liver were observed in rats at gavage doses of 300 mg/kg for one month; Effects in dermal LD50 study with rabbits include skin necrosis followed by eschar formation and exfoliation; Severely irritating to skin (superficial necrosis) and moderately irritating to eyes (with conjunctival redness, chemosis, and discharge) of rabbits; All eye irritation reversed within 7 days; [HSDB]
安全と保護具
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
毒性情報
TSCA Test Submissions
1,1,2,3-Tetrachloropropene (CAS# 10436-39-2) was evaluated for acute dermal toxicity. The test substance was applied to the clipped, intact skin of male and female New Zealand white rabbits (5/sex/group) for 24-hours under occlusive covering. Dosages and mortality data are as follows: 2000 mg/kg (2/5 M, 1/5 F); 2500 mg/kg (5/5 M, 4/5 F); 3000 mg/kg (5/5 M, 5/5 F); and 4000 mg/kg (5/5 M, 5/5 F). The LD50 was determined to be 2100 mg/kg (males) and 2200 mg/kg (females). Clinical signs included ataxia, hypoactivity, hypopnea, soft stool, fecal staining, ocular redness and discharge. Surviving animals had decreased food consumption on the day of dosing and most exhibited severe dermal effects at the dose site (necrosis followed by eschar formation, and exfoliation of the eschar tissue) which persisted throughout the study. Necropsy findings included white patches on the liver of 2 males in the 2000 mg/kg group.
1,1,2,3-Tetrachloropropene (CAS# 10436-39-2) was evaluated for acute oral toxicity. The test substance was administered by oral intubation to fasted CD (Sprague-Dawley derived) rats (5/sex/group). Dosage and mortality data are as follows: 100 mg/kg (0/5 M, 0/5 F); 200 mg/kg (0/5 M, 0/5 F); 300 mg/kg (0/5 M, 0/5 F); 500 mg/kg (2/5 M, 1/5 F); 750 mg/kg (3/5 M, 3/5 F); and 1000 mg/kg (5/5 M, 4/5 F). The LD50 was determined to be 620 mg/kg (males) and 700 mg/kg (females). Clinical signs included fecal staining, soft stool, and urinary staining during the first 4-hours of dosing. After 24-hours, additional adverse signs included ataxia, hypopnea, unthrifty coat, hypothermia, partially closed eyes, hypoactivity, decreased food consumption, oral, nasal and ocular discharges in the 500, 750, and 1000 mg/kg dose groups. Gross necropsy revealed changes in the lungs and gastrointestinal tract (presence of red or black fluid, and discoloration of walls) and lesions of the testes in body cavity.
1,1,2,3-Tetrachloropropene (CAS# 10436-39-2) was evaluated for primary dermal irritation. The test substance was applied at a dosage of 0.5 ml to the clipped intact skin of New Zealand white rabbits (4 males, 2 females) at a 4-hour interval (semi-occlusive) and 24-hour interval (occlusive). Irritation was severe at both sites. Tissue destruction was evident in 5 of the 6 animals at the 4-hour sites, and all 6 animals in the 24-hour sites. Damage was epidermal (superficial necrosis) and continued to exhibit irritation to study termination. The primary irritation index for the 24-hour exposure was 6.7.
1,1,2,3-Tetrachloropropene (CAS# 10436-39-2) was evaluated for eye irritation. The test substance was placed in the lower conjunctival sac of the right eye of each New Zealand white rabbits (3 males, 3 females) at a dosage level of 0.1 ml (unwashed). Eye irritation consisted of mild to moderate, reversible ocular irritation. All animals exhibited moderate to severe conjunctival irritation (redness, chemosis, discharge); two animals exhibited corneal opacity and/or ulceration; and three animals had iridial damage. All animals were free of ocular irritation within 7-days.
For more TSCA Test Submissions (Complete) data for 1,1,2,3-TETRACHLOROPROPENE (12 total), please visit the HSDB record page.
Non-Human Toxicity Excerpts
1,1,2,3-Tetrachloropropene /was tested externally on the eyes of rabbits, and according to the degree of injury observed after 24 hr, rated on a scale of 1 to 10, the most severly injurious substances have been rated 10/. 1,1,2,3-Tetrachloropropene rated 9 on rabbit eyes.
Groups of 15 male and 15 female Sprague-Dawley rats were exposed to 1 of 3 chloropropene (2,3-Di = DCP; 1,2,3-Tri = TRCP; and 1,1,2,3-Tetra = TECP) vapors to provide information on repeated exposures and the potential for reproductive impairment by the most likely route of occupational exposure. Target exposure concentrations were 0, 1, 5, and 15 ppm, 6 hr/day, 5 days/wk for 13 wk. The following parameters were evaluated: pharmacotoxic signs, survival, body weights, hematology, clinical blood chemistry, urine analysis, gross and histopathology (over 40 tissues/rat), organ weights, and selected weight ratios. Signs of nasal irritation were noted in rats exposed to 15 ppm of either DCP or TRCP but not TECP. Small decr in overall body weight were observed in female rats exposed to 15 ppm TCP. An incr (15%) in spleen weight, with no corresponding histopathological or clinical findings, was observed in 15 ppm DCP treated male rats. No other effects considered related to treatment were observed following exposure to any of the three chlorinated propenes. Additional groups of 10 male and 20 female Sprague-Dawley rats were exposed to DCP, TRCP, or TECP vapors at target concn of 0, 1, or 5 ppm for 6 hr/day, 5 days/wk for a 10-wk premating period, a mating period, and the first 14 d (females only) of gestation. Females were allowed to deliver litters and the offspring were evaluated during a 21 day lactation period. Mating, pregnancy, and fertility indices were generally comparable among all test groups, although female mating and pregnancy indices of both DCP treated females were lower than expected in the regular and postrecovery reproduction phase. No effects were seen on pup survival, sex distribution, body weights, organ weights, and ratios. A modest reduction in pup body weights was observed following TECP exposure but was attributed to large litter size. No treatment related effects were seen following necropsy of adults or weanlings, nor were such effects noted following microscopic evaluation of gonads from parental animals.
The comparative toxicity of two chlorinated propene isomers, 1,2,3-trichloropropene (TRCP) and 1,1,2,3-tetrachloropropene (TECP), was investigated via subchronic oral admin to rats for 4 weeks. Test groups, each consisting of 5 male and 5 female rats, were exposed to 0, 3, 10, 30, 100 or 300 mg/kg/day TRCP or TECP by gavage. A separate corn oil control group was used for each chloropropene. While all rats of both sexes given 300 mg/kg/day TRCP died, only 1 female exposed to 300 mg/kg TECP died. Mean body weights were reduced in male rats given 100 mg/kg/day TRCP. With TECP, dose related reductions in mean body weight and food consumption were seen at 100 and 300 mg/kg/day. Moderate fatty changes in the livers of high dose TRCP treated rats which died during the first study week were probably related to chloropropene exposure. Treatment related necrotic/degenerative lesions of the liver were seen in both male and female rats admin 300 mg/kg/day TECP.
安全データ
- tsca
- TSCA listed
- hs_code
- 2903290000
- 有毒物質データの
- 10436-39-2(Hazardous Substances Data)
化学と産業
薬理情報
Mechanism of Action
In the presence of S9 mix all allylic chloropropenes tested exert considerable indirect mutagenic activity which is most pronounced for 1,2,3-trichloropropene. Lower as well as higher chlorinated derivatives are clearly less mutagenic. Longer than standard incubation time (120 min instead of 20 min) at 37 °C always leads to an incr in mutagenic activity. An incr in concn of rat liver homogenate fraction (S9) in the metabolizing system (S9 mix) enhances mutagenicity only for 1,3-dichloropropene, 2,3-dichloro-1-propene and for the cis isomer of 1,1,2,3-tetrachloro-2-propene. According to the effects of the enzyme inhibitors SKF525, 1,1,1-trichloropropene-2,3-oxide and cyanamide the allylic chloropropenes fall into 3 groups distinguished by their mode of metabolic activation by S9 mix: (a) allyl chloride and 1,3-dichloropropene are hydrolyzed to the corresponding allylic alcohols which can be oxidized to the respective acroleins (hydrolytic-oxidative pathway); (b) 2,3-dichloro-1-propene, 1,1,2,3-tetrachloro-2-propene and hexachloropropene are epoxidized in the C=C double bond, giving rise to reactive epoxides (epoxidative pathway); (c) only 1,2,3-trichloropropene is obviously activated by both these alternative metabolic pathways. Structural parameters like chloro substitution of the central C atom of the C=C-C sequence and substituent induced polarization of the C=C double bond as well as cis/trans isomerism might be responsible for different substrate properties for the enzymes involved in allylic chloropropene metabolism, thus determining different degrees of activation by either one or both pathways.
用途と製造
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
1-Propene, 1,1,2,3-tetrachloro-: ACTIVE
応用分野
使用1,1,2,3-Tetrachloropropene is used in producing 2,3,3,3-Tetrachloropropene. 2,3,3,3-Tetrachloropropene may be useful as heat transfer compns., aerosol propellants, foaming agents, blowing agents, solvents, cleaning agents, carrier fluids, displacement drying agents, buffing abrasion agents, polymn.
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