Silane, (1-cyclohexen-1-ylmethyl)trimethyl-

Base Information

• Chemical Name: Silane, (1-cyclohexen-1-ylmethyl)trimethyl-
• CAS No.: 58541-14-3
• Molecular Formula: C10H20Si
• Molecular Weight: 168.354
• DSSTox Substance ID: DTXSID20450003
• Nikkaji Number: J331.739K
• Wikidata: Q82269563
• Mol file: 58541-14-3.mol

Synonyms:58541-14-3;Silane, (1-cyclohexen-1-ylmethyl)trimethyl-;cyclohexen-1-ylmethyl(trimethyl)silane;[(cyclohex-1-en-1-yl)methyl]trimethylsilane;DTXSID20450003;(1-Cyclohexenylmethyl)trimethylsilane

Chemical Property of Silane, (1-cyclohexen-1-ylmethyl)trimethyl-

Chemical Property:

• PSA: 0.00000
• LogP: 3.82500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 168.133427172
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)CC1=CCCCC1

Technology Process of Silane, (1-cyclohexen-1-ylmethyl)trimethyl-

There total 7 articles about Silane, (1-cyclohexen-1-ylmethyl)trimethyl- 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: 81.0%

diethylcyclohexenylphosphate (4452-32-8) + (trimethylsilyl)methylmagnesium chloride (13170-43-9) → cyclohex-1-enylmethyltrimethylsilane (58541-14-3)

Guidance literature:

bis(acetylacetonate)nickel(II); In diethyl ether; for 15h; Ambient temperature;

DOI:10.1055/s-1981-29680

Reference yield: 73.0%

1-(Trimethylsilyloxy)cyclohexene (6651-36-1) + (trimethylsilyl)methylmagnesium chloride (13170-43-9) → cyclohex-1-enylmethyltrimethylsilane (58541-14-3)

Guidance literature:

With bis(acetylacetonate)nickel(II); Inert atmosphere;

DOI:10.1021/jacs.9b05556

Reference yield: 71.0%

(ethoxydimethylsilyl)(trimethylsilyl)methane (17883-02-2) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → cyclohex-1-enylmethyltrimethylsilane (58541-14-3) + Cyclohexylidene(trimethylsilyl)methane (38329-94-1)

Guidance literature:

(ethoxydimethylsilyl)(trimethylsilyl)methane; With tert.-butyl lithium; In pentane; at 20 ℃; for 2h;

cyclohexanone; In pentane; at -78 - 20 ℃;

DOI:10.1016/S0022-328X(00)00803-2

upstream raw materials:

Phenyl-carbamic acid 1-trimethylsilanylmethyl-cyclohexyl ester

1-(Trimethylsilyloxy)cyclohexene

(trimethylsilyl)methylmagnesium chloride

diethylcyclohexenylphosphate

Downstream raw materials:

2-(hydroxymethyl)-1-methylenecyclohexane

1-methylene-2-((E,Z)-1-propenyl)cyclohexane

(1'R,2S,3R)-2-(2'-methylenecyclohexyl)-5-oxotetrahydrofuran-3-carbaldehyde

Refernces

• 1、 Bendelsmith, Andrew J.,Kim, Seohyun Chris,Wasa, Masayuki,Roche, Stéphane P.,Jacobsen, Eric N.. "Enantioselective Synthesis of α-Allyl Amino Esters via Hydrogen-Bond-Donor Catalysis". supporting information. p. 11414 - 11419. Retrieved 2019/08/20.
• 2、 Hayashi, Tamio,Fujiwa, Takaaki,Okamoto, Yasuo,Katsuro, Yoshio,Kumada, Makoto. "Cross-Coupling of Enol Phosphates with Trimethylsilylmethylmagnesium Halides Catalyzed by Nickel or Palladium Complexes; A Selective Synthesis of Allylsilanes". . p. 1001 - 1003. Retrieved 2007/10/02.