基本情報
- 標準SMILES
ClSC(Cl)(Cl)Cl- InChIKey
RYFZYYUIAZYQLC-UHFFFAOYSA-N- 分子式
- CCl4S
- 平均分子量
- 185.9 g/mol
- 単同位体質量
- 183.84748172
概要
Perchloromethyl mercaptan appears as a yellow oily liquid with an offensive odor. Insoluble in water. Density 1.72 g / cm3. Hence sinks in water. Nonflammable but supports combustion. Very toxic by inhalation or skin absorption.
名称と識別子
- 優先名称
- Trichloromethanesulfenyl chloride
- IUPAC
- trichloromethyl thiohypochlorite
- 現地名
- ペルクロロメチルメルカプタン
- 英語名
- Perchloromethylmercaptan
- 分子式
- CCl4S
- 分子量
- 185.89
名称と別名
名称をさらに表示
データベース識別子
- CAS
594-42-3- PubChem CID
- 11666
- DTXSID
DTXSID6025854- ChEMBL
CHEMBL3188766- UNII
- KK489OII9M
- EC Number
- 209-840-4
- Nikkaji
- J6.775J
物性
構造計算による物性
- XLogP
- 3.2
- 極性表面積
- 25.3 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 1
- 回転可能結合数
- 0
- 重原子数
- 6
- 形式電荷
- 0
- 複雑度
- 37.3
実験および物理化学的性質
Odor
STRONG UNPLEASANT
Unbearable, acrid odor.
Density
1.6947 at 68 °F (EPA, 1998) - Denser than water; will sink
Sp gr: 1.7 at 20 °C
Relative density (water = 1): 1.7
1.69
1.6947 @ 20°C
1.69
Color/Form
OILY, YELLOW LIQUID
YELLOW TO ORANGE-RED
Pale-yellow, oily liquid.
Solubility
less than 1 mg/mL at 70 °F (NTP, 1992)
SOL IN ETHER; INSOL IN WATER
Solubility in water: none
Insoluble
Boiling Point
297 to 298 °F at 760 mmHg (EPA, 1998)
147-148 °C @ 760 MM HG, 51 °C @ 25 MM HG
147-148 °C
297 °F
149 °C @760 [mm Hg]
297 °F (Decomposes)
Vapor Density
6.414 (EPA, 1998) - Heavier than air; will sink (Relative to Air)
6.414 (AIR= 1)
Relative vapor density (air = 1): 6.4
6.414
Vapor Pressure
25 mmHg at 123.8 °F (EPA, 1998)
3.0 [mmHg]
Vapor pressure of 65 torr at 70 °C
3 mm Hg at 20 °C.
Vapor pressure, kPa at 20 °C: 0.4
3 mmHg
物理化学的性質
- 沸点
- 146 · 146-148 °C(lit.)
- 比重(密度)
- 1.7 g/mL · 1.7 g/mL at 25 °C(lit.)
- 蒸気密度
- 6.41 · 6.41 (vs air)
- 蒸気圧
- 2.02 psi · 2.02 psi ( 20 °C)
- 屈折率
- 20 · n20/D 1.537(lit.)
- 貯蔵温度
- -20 °C · -20°C Freezer
- 溶解性
- クロロホルム、酢酸エチル
- 外見
- 液体
- 色
- クリアイエロー
- Henry's Law Constant
- 4.1 · 4.1×10-2 mol/(m3Pa) at 25℃, Zhang et al. (2010)
- InChI
- 1S/CCl4S/c2-1(3,4)6-5
- InChIKey
- RYFZYYUIAZYQLC-UHFFFAOYSA-N
- SMILES
- ClSC(Cl)(Cl)Cl
- CAS データベース
- 594 · 594-42-3(CAS DataBase Reference)
- NISTの化学物質情報
- Methanesulfenyl chloride, trichloro-(594-42-3)
- EPAの化学物質情報
- Perchloromethyl mercaptan (594-42-3)
化学的性質
化学的特性CLEAR YELLOW LIQUID
安全と法規制
GHS分類
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P260, P261, P262, P264, P270, P271, P280, P284, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P320, P321, P330, P361+P364, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 79 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H301: Toxic if swallowed [Danger Acute toxicity, oral]
危険有害性情報
Regulatory Information
T - indicates a substance that is the subject of a final TSCA section 4 test rule.
Status: No longer Valid Update: 24-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/6687
Perchloromethyl mercaptan: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Fire Hazards
Very irritating vapors formed from hot material; may form phosgene gas, hydrogen chloride, and sulfur dioxide. At high temperatures this compound will decompose to carbon tetrachloride, sulfur chloride, heavy oil polymers, phosgene gas, hydrogen chloride, and sulfur dioxide. Reacts with iron or steel, evolving carbon tetrachloride. Corrosive to most metals. Reacts with water only when hot to give carbon dioxide, hydrochloric acid, and sulfur. Hazardous polymerization may not occur. (EPA, 1998)
· Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes.
Not combustible. Gives off irritating or toxic fumes (or gases) in a fire.
Health Hazards
May cause death or permanent injury after short exposure to small quantities, strong irritant to eyes and skin. Inhalation may cause severe irritation of the upper respiratory tract. It also is a strong irritant to the eyes and skin. Brief exposure to lower concentrations may produce central nervous system depression and lung, liver, and heart congestion. Severe exposures may be fatal. Exposure of eyes may lead to severe conjunctivitis or corneal damage. The liquid is irritating to the skin, and may be absorbed through the skin in quantities sufficient to cause general toxic effects. Ingestion may cause damage to mucous membranes and result in pain and burning of the mouth and throat, nausea, vomiting, cramps, and diarrhea. In severe cases, tissue ulceration and CNS depression may occur. (EPA, 1998)
· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.
Hazards Summary
Exposure to high concentrations may cause pulmonary edema and death. [ACGIH] A severe skin, eye, and respiratory tract irritant; Inhalation of high concentrations can cause pulmonary edema; [ICSC] Perchloromethyl mercaptan is a lachrymator and has tear gas properties. [CHEMINFO] Liquid may cause severe corneal burns if not rinsed out promptly; [CHRIS]
DOT ID and Guide
1670 157
1670 157
Reactivity Profile
PERCHLOROMETHYL MERCAPTAN is incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Reacts readily with oxidizing agents.
安全と保護具
Fire Fighting
Fight fire from maximum distance. Dike fire control water for later disposal; do not scatter the material. Positive pressure breathing apparatus and special protective clothing should be worn.
In case of fire in the surroundings, use appropriate extinguishing media.
First Aid Measures
Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.
Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Rinse mouth. Do NOT induce vomiting. Give one or two glasses of water to drink. Refer for medical attention .
Accidental Release Measures
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
First Aid
Signs and Symptoms of Acute Perchloromethylmercaptan Exposure: Signs and symptoms of acute exposure to perchloromethylmercaptan may lead to liver, heart, and kidney damage. Respiratory effects include coughing, dyspnea (shortness of breath), painful breathing, and lung congestion. Tachycardia (rapid heart rate) is often observed. Nausea, vomiting, abdominal cramping, and diarrhea may also occur. Contact with perchloromethylmercaptan may result in severe dermatitis (red, inflamed skin), conjunctivitis (red, inflamed eyes), and burns with ulceration and severe pain.
General First Aid:
(General first aid procedures)
Exposure Control and Personal Protection
· Wear positive pressure self-contained breathing apparatus (SCBA).
TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].
Disposal Methods
1. BY ABSORBING IT IN VERMICULITE, DRY SAND, EARTH OR SIMILAR MATERIAL & DISPOSING IN SECURED SANITARY LANDFILL. 2. BY DISSOLVING IN COMBUSTIBLE SOLVENT, SUCH AS ALC, & BURNING IN SUITABLE COMBUSTION CHAMBER EQUIPPED WITH APPROPRIATE EFFLUENT GAS CLEANING DEVICE.
Spillage Disposal
Evacuate danger area! Consult an expert! Personal protection: chemical protection suit including self-contained breathing apparatus. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
Preventive Measures
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
The worker should immediately wash the skin when it becomes contaminated.
Work clothing that becomes wet or significantly contaminated should be removed and replaced.
Isolation and Evacuation
Excerpt from ERG Guide 157 [Substances - Toxic and/or Corrosive (Non-Combustible / Water-Sensitive)]:
Immediate precautionary measure
Small spill:
Small spill:
毒性情報
Environmental Fate
TERRESTRIAL FATE: If trichloromethanesulfenyl chloride is released to soil, it will be expected to slowly hydrolyze(1). No data were located and no estimations could be made concerning biodegradation in, adsorption to or volatilization from soil(SRC). Based upon a measured vapor pressure of 3 mm Hg at 20 °C(2), volatilization from dry near-surface soil or surfaces may be significant processes(SRC).
AQUATIC FATE: If trichloromethanesulfenyl chloride is released to water, it will be expected to slowly hydrolyze(1). No data were located and no estimations could be made concerning bioconcentration, biodegradation, volatilization, and adsorption to sediment and suspended solids(SRC).
ATMOSPHERIC FATE: If trichloromethanesulfenyl chloride is released to the atmosphere, it will be expected to exist almost entirely in the vapor phase(1) based upon a reported vapor pressure of 3 mm Hg at 20 °C(2). It will be susceptible to photooxidation via vapor phase reaction with photochemically produced hydroxyl radicals. An atmospheric half-life of 8 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm has been calculated for this process based upon an estimated rate constant(3,SRC).
Exposure Routes
The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.
inhalation, skin absorption, ingestion, skin and/or eye contact
Signs and Symptoms
Cough. Sore throat. Laboured breathing. Nausea. Vomiting. Convulsions.
Redness. Pain.
Redness. Pain.
Abdominal cramps. Further see Inhalation.
irritation eyes, skin, nose, throat; lacrimation (discharge of tears); cough, dyspnea (breathing difficulty), deep breath pain, coarse rales; vomiting; pallor, tachycardia; acidosis; anuria; liver, kidney damage
Human Toxicity Excerpts
MEN EXPOSED AT LOWER CONCENTRATIONS /BELOW 45 PPM/ NOTED STRONG EYE, THROAT AND CHEST IRRITATION. NAUSEA ALSO RESULTED FROM EXPOSURE.
... BRIEF EXPOSURE TO LOW CONCN MAY PRODUCE CNS DEPRESSION & LUNG, LIVER, & HEART CONGESTION.
TOXIC BY INGESTION & INHALATION, STRONG IRRITANT TO EYES & SKIN.
... /LIQ/ ... MAY BE ABSORBED THROUGH SKIN IN QUANTITIES TO PRODUCE SYSTEMIC POISONING.
Trichloromethanethiol (perchloromethyl mercaptan) is ... irritating to the respiratory tract.
Artificial Pollution Sources
Trichloromethanesulfenyl chloride may be released to the environment as a result of its manufacture and use as an intermediate principally in the production of fungicides, including captan and folpet(1). It is also used as an intermediate in other organic syntheses including the production of dyes(2).
Environmental Biodegradation
No data were located concerning the biodegradation of trichloromethanesulfenyl chloride either in natural systems or in laboratory studies(SRC). Since trichloromethanesulfenyl chloride slowly hydrolyzes in water(1,2), biodegradation may not be significant relative to hydrolysis(SRC).
Volatilization from Water/Soil
Due to a lack of data, it is not possible to estimate half-lives for volatilization from water and soil for trichloromethanesulfenyl chloride(SRC). Based upon a measured vapor pressure of 3 mm Hg at 20 °C(1), volatilization of trichloromethanesulfenyl chloride from surfaces and near-surface dry soil may be significant processes(SRC).
法規制情報
Atmospheric Standards
This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Perchloromethyl mercaptan is produced, as an intermediate or final product, by process units covered under this subpart.
CERCLA Reportable Quantities
Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).
Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Perchloromethylmercaptan is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500 lbs.
DHS Chemicals of Interest (COI)
Perchloromethylmercaptan
1.00
10,000
Toxic chemical that can be released at a facility.
安全データ
- F
- 13-21
- OEB
- C
- OEL
- TWA: 0.1 ppm (0.8 mg/m3)
- wgk
- 3
- IDLA
- 10 ppm
- tsca
- TSCA listed
- rtecs
- PB0370000
- ridadr
- UN 1670
- hs_code
- 29309099
- risk_code
- 23/24/25-34-26-25-21-52/53
- 化審法
- (9)-917
- hazard_code
- T,T+,N
- safety_code
- 26-36/37/39-45-7/9-28A-25-61
- hazard_class
- 6.1
- packing_group
- I
- Hazard Classifications
- Acute Tox. 1 InhalationAcute Tox. 3 OralAcute Tox. 4 DermalEye Dam. 1Skin Corr. 1B
- ストレージクラス
- 6.1B - Non-combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- 有毒物質データの
- 594-42-3(Hazardous Substances Data)
化学と産業
用途と製造
Uses
Used in the production of dyes and fungicides; [ACGIH]
Used as an intermediate for the synthesis of dyes & fungicides (Captan, Folpet).
... Has tear gas properties that have been of military interest.
Methods of Manufacturing
CHLORINATION OF CARBON DISULFIDE, THIOPHOSGENE, OR METHYL THIOCYANATE.
The chlorination of carbon disulfide on a granular-charcoal column in the presence of difunctional carbonyl compounds, phosphonates, phosphorites, phosphites, phosphates or lead acetate.
応用分野
用途染料及び農薬の原料
使用Organic synthesis, dye intermediate, fumigant.
一般的な説明A yellow oily liquid with an offensive odor. Insoluble in water. Density 1.72 g / cm3. Hence sinks in water. Nonflammable but supports combustion. Very toxic by inhalation or skin absorption.
上流・下流製品情報
上流原料
下流製品
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