ALLYLTRICHLOROSILANE Property

Melting point:

35℃

Boiling point:

116 °C750 mm Hg(lit.)

Density 

1.211 g/mL at 25 °C(lit.)

vapor density 

>1 (vs air)

vapor pressure 

10 mm Hg ( 16.1 °C)

refractive index 

n20/D 1.443(lit.)

Flash point:

88 °F

storage temp. 

Flammables area

solubility 

soluble in MeCN, THF, CH2Cl2, toluene, benzene, etc.; not compatible with protic solvents, acetone, and other ketones. Dipolar aprotic solvents (DMF, DMSO, HMPA, etc.) coordinate Si, thereby increasing the reactivity of C3H5SiCl3 with electrophiles.

form 

Liquid

Specific Gravity

1.211

color 

Clear colorless to slightly yellow

Water Solubility 

Soluble in THF, toluene, benzene. Reacts with water.

Hydrolytic Sensitivity

8: reacts rapidly with moisture, water, protic solvents

Sensitive 

Moisture Sensitive

BRN 

1743449

CAS DataBase Reference

107-37-9(CAS DataBase Reference)

EPA Substance Registry System

Silane, trichloro-2-propen-1-yl- (107-37-9)

Safety

Hazard Codes 

F,C

Risk Statements 

11-34

Safety Statements 

16-26-33-36/37/39-43-45

RIDADR 

UN 1724 8/PG 2

WGK Germany 

1

RTECS 

VV1530000

F 

10-21

TSCA 

Yes

HazardClass 

8

PackingGroup 

II

HS Code 

29319090

Hazardous Substances Data

107-37-9(Hazardous Substances Data)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H314Causes severe skin burns and eye damage

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

ALLYLTRICHLOROSILANE Chemical Properties,Usage,Production

Chemical Properties

Clear colorless to slightly yellow liquid

Chemical Properties

Allyl trichhlorosilane is a volatile, corrosive, flammable, colorless liquid. Irritating odor.

Physical properties

bp 116°C/750 Torr; nD 1.4450; d 1.211.

Uses

Intermediate for silicones, fiberous glass finishes.

Uses

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.

Preparation

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°Cor?78°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.

General Description

A colorless liquid with a pungent odor. Flash point of 95°F. Corrosive to metals and tissue.

Reactivity Profile

Chlorosilanes, such as ALLYLTRICHLOROSILANE, are compounds in which silicon is bonded to from one to four chlorine atoms with other bonds to hydrogen and/or alkyl groups. Chlorosilanes react with water, moist air, or steam to produce heat and toxic, corrosive fumes of hydrogen chloride. They may also produce flammable gaseous H2. They can serve as chlorination agents. Chlorosilanes react vigorously with both organic and inorganic acids and with bases to generate toxic or flammable gases.

Health Hazard

Inhalation of vapor irritates mucous membranes. Liquid causes severe burns of eyes and skin and severe internal burns if ingested.

Safety Profile

Poison by intravenous route. Corrosive. See ALLYL COMPOUNDS. When heated to decomposition it emits toxic Cl-. A dangerous fire hazard. To fight fire, use foam, mist, spray, dry chemical.

Potential Exposure

Used to make silicones and glass fiber finishes.

Shipping

UN1724 Allyltrichlorosilane, stabilized, Hazard class: 8; Labels: 8-Corrosive material, 3-Flammable liquid

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Chlorosilanes react vigorously with bases and both organic and inorganic acids generating toxic and/or flammable gases. Chlorosilanes react with water, moist air, or steam to produce heat and toxic, corrosive fumes of hydrogen chloride gas. They may also produce flammable gaseous hydrogen. Attacks metals in the presence of moisture. Avoid all sources of ignition.