2-(Chloromethyl)allyl-trimethylsilane

Base Information

• Chemical Name: 2-(Chloromethyl)allyl-trimethylsilane
• CAS No.: 18388-03-9
• Molecular Formula: C7H15ClSi
• Molecular Weight: 162.735
• European Community (EC) Number: 626-838-2
• DSSTox Substance ID: DTXSID80403333
• Nikkaji Number: J267.180H
• Wikidata: Q82206975
• Mol file: 18388-03-9.mol

Synonyms:18388-03-9;2-(Chloromethyl)allyl-trimethylsilane;2-Chloromethyl-3-trimethylsilyl-1-propene;2-(chloromethyl)prop-2-enyl-trimethylsilane;[2-(Chloromethyl)allyl]trimethylsilane;(2-(chloromethyl)allyl)trimethylsilane;[2-(chloromethyl)prop-2-en-1-yl]trimethylsilane;2-(Trimethylsilylmethyl)allyl chloride;2-(Chloromethyl)-3-trimethylsilyl-1-propene;SCHEMBL346590;DTXSID80403333;MFCD00013253;AKOS006220776;[2-(chloromethyl)allyl]trimethyl-silane;SY248950;2-(Chloromethyl)allyl-trimethylsilane, 97%;FT-0637685;J-011781

Chemical Property of 2-(Chloromethyl)allyl-trimethylsilane

Chemical Property:

• Appearance/Colour: light yellow transparent liquid
• Vapor Pressure: 0.575mmHg at 25°C
• Refractive Index: n20/D 1.453(lit.)
• Boiling Point: 162.2 °C at 760 mmHg
• Flash Point: 45 °C
• PSA: 0.00000
• Density: 0.874 g/cm³
• LogP: 3.11960
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 162.0631547
• Heavy Atom Count: 9
• Complexity: 102

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-?(Chloromethyl)?allyl-?trimethylsilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)CC(=C)CCl

Technology Process of 2-(Chloromethyl)allyl-trimethylsilane

There total 7 articles about 2-(Chloromethyl)allyl-trimethylsilane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2-(trimethylsilylmethyl)prop-2-en-1-ol (81302-80-9) → 2-chloromethyl-3-trimethylsilyl-1-propene (18388-03-9)

Guidance literature:

With pyridine; thionyl chloride; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1039/DT9860001411

Reference yield: 81.0%

2-(chloromethyl)-3-(trichlorosilyl)propene (18147-84-7) + methylmagnesium bromide (75-16-1) → 2-chloromethyl-3-trimethylsilyl-1-propene (18388-03-9)

Guidance literature:

In diethyl ether; 1.) -78 deg C, 1 h, 2.) RT, 10 h;

DOI:10.1021/jo00255a048

Reference yield: 75.0%

3-trimethylsilyl-2-(methylsulphonyloxymethyl)prop-1-ene (74532-54-0) → 2-chloromethyl-3-trimethylsilyl-1-propene (18388-03-9)

Guidance literature:

With lithium chloride; In tetrahydrofuran; at 40 ℃; for 18h;

DOI:10.1021/jo9705529

upstream raw materials:

2-(chloromethyl)-3-(trichlorosilyl)propene

methylmagnesium chloride

methylmagnesium bromide

2-(trimethylsilylmethyl)prop-2-en-1-ol

Downstream raw materials:

3-(2-chloromethylallyl)cyclohexanone

alcool dimethyl-2,5 hydroxy-3 benzylique

3-Hydroxymethyl-2-methyl-5-trimethylsilanylmethyl-phenol

2-Hydroxymethyl-3-methyl-5-trimethylsilanylmethyl-phenol

Refernces

• 1、 Williams, David R.,Claeboe, Christopher D.,Liang, Bo,Zorn, Nicolas,Chow, Nicholas S. C.. "A bidirectional SE′ strategy for 1,5- syn and 1,5- anti stereocontrol toward the synthesis of complex polyols". supporting information; experimental part. p. 3866 - 3869. Retrieved 2012/09/22.
• 2、 Trost, Barry M.,Buch, Michael,Miller, Maria L.. "Convenient Alternative Approach to 2-(Acetoxymethyl)-3-(trimethylsilyl)propene". . p. 4887 - 4888. Retrieved 2007/10/02.