アリルトリクロロシラン

Trichloro-2-propen-1-ylsilane

HCID 7867CAS 107-37-9

基本情報

標準SMILES
C=CC[Si](Cl)(Cl)Cl
InChIKey
HKFSBKQQYCMCKO-UHFFFAOYSA-N
分子式
C3H5Cl3Si
平均分子量
175.51 g/mol
単同位体質量
173.92261

名称と識別子

優先名称
Trichloro-2-propen-1-ylsilane
IUPAC
trichloro(prop-2-enyl)silane
現地名
アリルトリクロロシラン
英語名
Allyltrichlorosilane
分子式
C3H5Cl3Si
分子量
175.52

名称と別名

ALLYLTRICHLOROSILANE107-37-9Silane, allyltrichloro-Silane, trichloroallyl-Propen-3-yltrichlorosilaneAllylsilicone trichlorideSilane, trichloro-2-propen-1-yl-UB3N98803NNSC-20940DTXSID3059347RefChem:899203Trichloro-2-propen-1-ylsilane
名称をさらに表示
アリルトリクロロシラントリクロロ(2-プロペニル)シラン3-(トリクロロシリル)-1-プロペントリクロロアリルシランDK034NSC 20940allylsiliconeallyltrichloro-silanTRICHLOROALLYLSILANEtrichloroallyl-silan3-TRICHLOROSILYLPROPENE
DTXCID6033039203-485-9Silane, trichloro-2-propenyl-Allyl trichlorosilanetrichloro(prop-2-enyl)silaneMFCD00000486allytrichlorosilaneS00350

データベース識別子

CAS
107-37-9
PubChem CID
7867
DTXSID
DTXSID3059347
UNII
UB3N98803N
EC Number
203-485-9
Nikkaji
J54.318G

物性

構造計算による物性

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

実験および物理化学的性質

OdorPungent, irritating odor
Density · 4 件

1.215 at 68 °F (USCG, 1999) - Denser than water; will sink

1.2011 g/cu cm at 20 °C

Density: 1.217 at 27 °C

1.348 @25 °C

Color/FormColorless liquid
Corrosivity · 2 件

Corrosive

Corrodes metals because of hydrochloric acid formed

Flash Point · 3 件

95 °F (USCG, 1999)

35 °C

95 °F (35 °C) (open cup)

Boiling Point · 3 件

241 °F at 760 mmHg (USCG, 1999)

117.5 °C

117.5 °C @760 [mm Hg]

物理化学的性質

融点
35 ℃ · 35℃
沸点
116 °C750 · 116 °C750 mm Hg(lit.)
比重(密度)
1.211 g/mL · 1.211 g/mL at 25 °C(lit.)
蒸気密度
1 · >1 (vs air)
蒸気圧
10 mm · 10 mm Hg ( 16.1 °C)
屈折率
20 · n20/D 1.443(lit.)

化学的性質

化学的特性Clear colorless to slightly yellow liquid

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H225 (97.7%): Highly Flammable liquid and vapor [Danger Flammable liquids];H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Hazards IdentificationWater-reactive material (WR)
Regulatory Information · 2 件

Chemical: Silane, trichloro-2-propenyl-

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.)

DOT LabelCorrosive Flammable Liquid
Fire Hazards · 2 件

Special Hazards of Combustion Products: Irritating vapors of hydrogen chloride and phosgene may form.;Behavior in Fire: Difficult to extinguish. Re-ignition may occur. (USCG, 1999)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.;· Vapors form explosive mixtures with air: indoors, outdoors and sewers explosion hazards.;· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).;· Vapors may travel to source of ignition and flash back.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff.;· Corrosives in contact with metals may evolve flammable hydrogen gas.;· Containers may explode when heated or if contaminated with water.

Fire Potential · 3 件

Fire hazard.

Self-ignites in air. With a little ammonia, it forms a self-igniting product. /Chlorosilanes/

Certain strong corrosives may, on contact with organic matter or other chemicals, cause fire ... /Corrosive substances/

Health Hazards · 2 件

Inhalation of vapor irritates mucous membranes. Liquid causes severe burns of eyes and skin and severe internal burns if ingested. (USCG, 1999)

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.;· Bromoacetates and chloroacetates are extremely irritating/lachrymators (cause eye irritation and flow of tears).;· Reaction with water or moist air may release toxic, corrosive or flammable gases.;· Reaction with water may generate much heat that will increase the concentration of fumes in the air.;· Fire will produce irritating, corrosive and/or toxic gases.;· Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination.

安全と保護具

Fire Fighting · 1 件

Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:;Note: Most foams will react with the material and release corrosive/toxic gases. CAUTION: For Acetyl chloride (UN1717), use CO2 or dry chemical only.;SMALL FIRE: CO2, dry chemical, dry sand, alcohol-resistant foam.;LARGE FIRE: Water spray, fog or alcohol-resistant foam. FOR CHLOROSILANES, DO NOT USE WATER; use alcohol-resistant foam. If it can be done safely, move undamaged containers away from the area around the fire. Avoid aiming straight or solid streams directly onto the product.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. (ERG, 2024)

Accidental Release Measures · 2 件

· 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.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.;· Stop leak if you can do it without risk.;· A vapor-suppressing foam may be used to reduce vapors.;· FOR CHLOROSILANES, use alcohol-resistant foam to reduce vapors.;· DO NOT GET WATER on spilled substance or inside containers.;· Use water spray to reduce vapors or divert vapor cloud drift. Avoid allowing water runoff to contact spilled material.;· Prevent entry into waterways, sewers, basements or confined areas.;Small Spill;· Cover with DRY earth, DRY sand or other non-combustible material followed with plastic sheet to minimize spreading or contact with rain.;· Use clean, non-sparking tools to collect material and place it into loosely covered plastic containers for later disposal.

First Aid · 2 件

Get medical attention after all exposures to this compound.;INHALATION: remove from exposure; support respiration.;EYES: flush with water 15 min.;SKIN: flush with water.;INGESTION: do NOT induce vomiting; give water. (USCG, 1999)

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.

Firefighting HazardsDifficult to extinguish. Re-ignition may occur.
Exposure Control and Personal Protection · 2 件

· Wear positive pressure self-contained breathing apparatus (SCBA).;· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.

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].

Fire Fighting Procedures · 3 件

DO NOT use water. Use dry chemical, CO2, or foam extinguishers. Low or medium expansion AFFF foam or dry chemical if available in sufficient amounts (FEMA). Vapors are heavier than air and will collect in low areas. Vapors may travel long distances to ignition sources and flashback. Vapors in confined areas may explode when exposed to fire. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Notify local health and fire officials and pollution control agencies. From a secure, explosion-proof location, use water spray to cool exposed containers. If cooling streams are ineffective (venting sound increases in volume and pitch, tank discolors or shows any signs of deforming), withdraw immediately to a secure position.

Wear positive pressure self-contained breathing apparatus ... Wear appropriate chemical protective gloves, goots, and goggles. /Allyltrichlorosilane, stabilized/

Water may be ineffective.

毒性情報

Adverse EffectsDermatotoxin - Skin burns.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.
Human Toxicity Excerpts · 5 件

/SIGNS AND SYMPTOMS/ Acute inhalation exposure may result in sneezing, choking, laryngitis, dyspnea (shortness of breath), respiratory tract irritation, and chest pain. Higher exposure can cause pulmonary edema, a medical emergency that can be delayed for several hours. This can cause death. Bleeding of nose and gums, ulceration of the nasal and oral mucosa, pulmonary edema, chronic bronchitis, and pneumonia may also occur. If the eyes have come in contact with dimethyldichlorosilane, irritation, pain, swelling, corneal erosion, and blindness may result. Dermatitis (red, inflamed skin), severe burns, pain, and shock generally follow dermal exposure. Inhalation irritates mucous membranes. Severe gastrointestinal damage may occur. Vapors cause severe eye and lung injury. Upon short contact, second and third degree burns may occur. Signs and symptoms of acute ingestion of dimethyldichlorosilane may be severe and include increased salivation, intense thirst, difficulty swallowing, chills, pain, and shock. Oral, esophageal, and stomach burns are common. /Dimethyldichlorosilane/

/SIGNS AND SYMPTOMS/ Inhalation irritates mucous membranes. Contact with liq causes severe burns of eyes and skin ... Vapors cause severe irritation of eyes and throat and can cause eye and lung injury. They cannot be tolerated even at low concn. Causes second- and third-degree burns on short contact ...

/SIGNS AND SYMPTOMS/ Causes severe eye and skin burns. Serious health hazard. May be harmful if inhaled. Irritating to eye, skin, and respiratory system. /Dimethylchlorosilane/

/SIGNS AND SYMPTOMS/ Short Term Exposure: allyltrichlorosilane is corrosive and contact can cause severe eye and skin burns. Exposure can irritate the eyes, nose, and respiratory tract. Higher levels can irritate the lungs causing coughing and shortness of breath; still higher exposures can cause pulmonary edema, a medical emergency. This can cause death. Long Term Exposure: corrosives may cause long-term lung problems, although it is not known at this time that this chemical causes lung damage.

For more Human Toxicity Excerpts (Complete) data for Allyltrichlorosilane (6 total), please visit the HSDB record page.

Artificial Pollution SourcesIntermediate for silicones; fibrous glass finishes
Non-Human Toxicity Excerpts · 5 件

/LABORATORY ANIMALS: Acute Exposure /Via inhalation/ they have a corrosive action when brought into contact with mucous membranes. /Chlorosilanes/

/LABORATORY ANIMALS: Acute Exposure/ /When instilled/...into eye of rabbit all these compounds /methyl and ethyl chlorosilanes/, even at very low doses (0.05 mL), caused severe burns of cornea and eyelids ... /When applied/ to skin of rabbit the region attacked by chlorosilanes blanches and blisters appear; action is more marked the damper the surface of the skin. /Chlorosilanes/

/OTHER TOXICITY INFORMATION/ Hydrogen chloride AEGL values were adopted as AEGL values for monochlorosilanes, AEGL values for dichlorosilanes were derived by dividing the hydrogen chloride AEGL values by a molar adjustment factor of two, AEGL values for the title trichlorosilanes were derived by dividing the hydrogen chloride AEGL values by a molar adjustment factor of three, and AEGL values for tetrachlorosilane were derived by dividing the hydrogen chloride AEGL values by a molar adjustment factor of four.

/OTHER TOXICITY INFORMATION/ All these compounds, even in very low doses ... caused severe burns of cornea and eyelids ... /After/ application to the skin of the rabbit the region attacked by chlorosilanes blanches and then blisters appear ... /Chlorosilanes/

/OTHER TOXICITY INFORMATION/ Although chemical-specific data are not available for many of the ... chlorosilanes, acute inhalation data from rat studies are available for structurally-similar chlorosilanes (n-propyltrichlorosilane, methyltrichlorosilane, vinyltrichlorosilane, ethyltrichlorosilane, methylvinyldichlorosilane, methyldichlorosilane, dimethyldichlorosilane, dimethylchlorosilane, trimethylchlorosilane, and tetrachlorosilane). These data suggest that the acute toxicity of chlorosilanes is due to the hydrogen chloride hydrolysis product; acute toxicity of the chlorosilanes is both qualitatively (based on clinical signs) and quantitatively (based on molar equivalents of hydrogen chloride) similar to that of HCl. Complete hydrolysis of one mole of a monochlorosilane would yield a maximum of one mole of hydrogen chloride. Complete hydrolysis of a dichlorosilane would yield a maximum of two moles of hydrogen chloride, complete hydrolysis of a trichlorosilane would yield a maximum of three moles of hydrogen chloride, and complete hydrolysis of tetrachlorosilane would yield a maximum of four moles of hydrogen chloride. /Chorosilanes/

Environmental Abiotic Degradation · 1 件

Silane compounds decompose upon contact with water or steam to produce heat and toxic and corrosive fumes of hydrogen chloride. Silane ignites spontaneously in air(1,2). With a little ammonia, it forms a self-igniting product(1). /Chlorosilanes/

Environmental Fate/Exposure Summary · 1 件

Chlorosilane compounds' production and use as intermediates for silicone products may result in their release to the environment through various waste streams. However, these compounds decompose to release hydrogen chloride upon contact with water or steam. Therefore, volatilization, biodegradation, and bioconcentration are not expected to be important environmental fate processes. /Chlorosilanes/ (SRC)

法規制情報

Regulatory Information · 2 件

Chemical: Silane, trichloro-2-propenyl-

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.)

RCRA RequirementsD003; A solid waste containing allyltrichlorosilane may become characterized as a hazardous waste when subjected to testing for reactivity as stipulated in 40 CFR 261.23, and if so characterized, must be managed as a hazardous waste.
DHS Chemicals of Interest (COI) · 4 件

Allyltrichlorosilane, stabilized

A Commercial Grade

A Placarded Amount

Chemical or material that can be mixed with readily available materials.

安全データ

F
10-21
wgk
1
tsca
TSCA listed
rtecs
VV1530000
ridadr
UN 1724
hs_code
29319090

化学と産業

薬理情報

Metabolism/Metabolites... Chlorosilanes will be rapidly hydrolyzed upon contact with tissue fluids to release hydrochloric acid. /Chlorosilanes/

用途と製造

Uses · 3 件

Used as an intermediate for silicones and in finishes for glass fibers; [Hawley]

Toxic Gas from Spilling Chemical in Water [Category: Other]

Intermediate for silicones; fibrous glass finishes

U.S. ProductionProduction volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#4155]
Methods of ManufacturingReaction of allyl chloride with silicon (copper catalyst).
Formulations/PreparationsGrades or Purity: Commercial
General Manufacturing InformationSilane, trichloro-2-propen-1-yl-: ACTIVE

応用分野

使用Allyltrichlorosilane acts as a reagent that produces homoallylic alcohols upon reaction with aldehydes in DMF. It is used to make silicones and glass fiber fininshes.

一般的な説明A colorless liquid with a pungent odor. Flash point of 95°F. Corrosive to metals and tissue.

調製方法 · 1 件

製造方法allyl trichlorosilane is conveniently prepared from allyl chloride, Cl3SiH, CuCl, and (i-Pr)2EtN (or Et3N) in ether at 20°C,or from allyl chloride and coppersilicon powder at 250°C.Other methods include the reaction of allyl chloride with SiCl4 in the presence of CuCl and Et3N7 or in the presence of Cp2Ni and HMPA at 90°C,the flash pyrolysis of allyl chloride with Si2Cl2 in PhCl at 500°C,the reaction of allylMgBr with SiCl4,coupling of allene with Cl3SiH, catalyzed by (Ph3P)4Pd (120°C, 5 h),11 and the elimination of HCl from Cl(CH2)3SiCl3 using, e.g., quinoline as base.The analogous (E)-crotyl trichlorosilane can be synthesized from (E)-crotyl chloride, Cl3SiH, CuCl, and (i-Pr)2EtN in ether at 20°C,or from (E)-crotyl chloride, SiCl4, and Cp2Ni in HMPA at 90°C.The reaction of (E)-crotyl chloride with Cl3SiH and Bu4PCl at 150°C has also been reported. (Z)-crotyl trichlorosilane, on the other hand, was prepared via the 1,4-addition of Cl3SiH to butadiene, catalyzed by (Ph4P)4Pd (at 20°Cor78°C)or by (PhCN)2PdCl2;this hydrosilylation can also be catalyzed by Nior proceed uncatalyzed at 500–600°C.Analogous trifluoro and tribromo derivatives C3H5SiX3 (X = F and Br) have also been described.

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