107-37-9 Usage
Chemical Description
Allyltrichlorosilane is an organosilicon compound used as a reagent.
Description
ALLYLTRICHLOROSILANE is a volatile, corrosive, flammable, colorless liquid with a pungent odor. It is a chemical compound that serves as an intermediate for silicones and fiberous glass finishes. It has a boiling point of 116°C/750 Torr, a refractive index of 1.4450, and a density of 1.211. It is also known to be corrosive to metals and tissue.
Uses
Used in Silicone Industry:
ALLYLTRICHLOROSILANE is used as an intermediate for the production of silicones, which are versatile materials with a wide range of applications, including sealants, adhesives, and coatings.
Used in Fiber Glass Industry:
ALLYLTRICHLOROSILANE is used as a component in the production of fiberous glass finishes, which are used to enhance the strength and durability of fiber glass products.
Used in Chemical Synthesis:
ALLYLTRICHLOROSILANE acts as a reagent that produces homoallylic alcohols upon reaction with aldehydes in DMF (dimethylformamide). This reaction is useful in the synthesis of various organic compounds and pharmaceuticals.
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.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 107-37-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 7 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 107-37:
(5*1)+(4*0)+(3*7)+(2*3)+(1*7)=39
39 % 10 = 9
So 107-37-9 is a valid CAS Registry Number.
InChI:InChI=1/C3H5Cl3Si/c1-2-3-7(4,5)6/h2H,1,3H2
107-37-9Relevant articles and documents
Mollere et al.
, p. 89,90, 96 (1972)
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Petrov,A.D.,Vdovin,V.M.
, (1960)
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METHOD FOR THE DEHYDROGENATION OF DICHLOROSILANE
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Paragraph 0095, (2021/06/22)
Dichlorosilane and trichlorosilane are dehydrogenated at elevated temperature in the presence of an ammonium or phosphonium salt as a catalyst, and a halogenated hydrocarbon or hydrogen halide. The method may be used to synthesize organochlorosilane.
METHOD OF PREPARING ALLYLCHLOROSILANE DERIVATIVE
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Page/Page column 3, (2011/06/23)
Provided is a method of preparing allylchlorosilane, and more particularly, a method of preparing allylchlorosilane with high yield by Si—C coupling reaction of an allyl chloride derivativce with a hydrosilane derivative under specific reaction conditions without using a catalyst.
Processes for manufacturing organochlorosilanes and dipodal silanes and silanes made thereby
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Page/Page column 3; 6, (2010/02/10)
Processes are provided for producing organchlorosilanes and dipodal silanes in which an organic halide or alkene or chloralkene is reacted with a hydridochlorosilane in the presence of a quarternary phosphonium salt catalyst by providing sufficient heat to effect a dehydrohalogenative coupling reaction and/or a hydrosilylation reaction and venting the reaction to control reaction pressure and to remove gaseous byproducts from the reaction. The processes are preferably continuous using a catalyst in fluid form at reaction pressures not exceeding about 600 psi. The reactions may be carried out substantially isothermally and/or isobarically, for example in a plug flow reactor or continuous stirred tank reactor. The processes may produce novel silylated compounds including 1,2-bis(trichlorosilyl)decane or 1,2-bis(trimethoxysilyl)decane.
