2-(Dimethylphenylsilyl)benzyl alcohol

Base Information

• Chemical Name: 2-(Dimethylphenylsilyl)benzyl alcohol
• CAS No.: 853955-69-8
• Molecular Formula: C15H18OSi
• Molecular Weight: 242.393
• European Community (EC) Number: 677-062-6
• DSSTox Substance ID: DTXSID40475298
• Nikkaji Number: J2.318.712D
• Mol file: 853955-69-8.mol

Synonyms:853955-69-8;2-(DIMETHYLPHENYLSILYL)BENZYL ALCOHOL;[2-(Dimethyl-phenyl-silanyl)-phenyl]-methanol;[2-[dimethyl(phenyl)silyl]phenyl]methanol;{2-[Dimethyl(phenyl)silyl]phenyl}methanol;2-(DIMETHYLPHENYLSILYL)BENZYLALCOHOL;SCHEMBL2006522;DTXSID40475298;MFCD11870725;BS-42325;A914826

Chemical Property of 2-(Dimethylphenylsilyl)benzyl alcohol

Chemical Property:

• PSA: 20.23000
• LogP: 2.00150
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 242.112691728
• Heavy Atom Count: 17
• Complexity: 233

Purity/Quality:

97% ^*data from raw suppliers

2-(Dimethylphenylsilyl)benzylAlcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C1=CC=CC=C1)C2=CC=CC=C2CO

Technology Process of 2-(Dimethylphenylsilyl)benzyl alcohol

There total 8 articles about 2-(Dimethylphenylsilyl)benzyl alcohol 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: 97.0%

C15H17BrOSi (1352196-85-0) → [2-(hydroxymethyl)phenyl]dimethyl(phenyl)silane (853955-69-8)

Guidance literature:

C₁₅H₁₇BrOSi; With lithium; In diethyl ether; at 20 ℃; for 2h; Inert atmosphere;

With water; sodium hydrogencarbonate; In diethyl ether; Inert atmosphere; Saturated solution;

DOI:10.1016/j.tet.2011.09.127

Reference yield: 95.0%

phenylmagnesium bromide (100-58-3) + 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole (321903-29-1) → [2-(hydroxymethyl)phenyl]dimethyl(phenyl)silane (853955-69-8)

Guidance literature:

phenylmagnesium bromide; 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃;

With water; ammonium chloride; In tetrahydrofuran; diethyl ether; at 0 ℃; Product distribution / selectivity;

Reference yield: 95.0%

phenylmagnesium bromide + 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole (321903-29-1) → [2-(hydroxymethyl)phenyl]dimethyl(phenyl)silane (853955-69-8)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 - 20 ℃;

DOI:10.1021/ja051281j

upstream raw materials:

1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole

dimethyl(2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)phenyl)silane

2-(tetrahydropyranyloxy)methylbromobenzene

o-bromobenzyl alcohol

Downstream raw materials:

4-methoxylbiphenyl

(1E)-1,3-diphenylpropene

3-phenyl-1-cyclohexene

p-benzylanizole

Refernces

• 1、 Marcuccio, Sebastian M.,Epa, Ruwan,Moslmani, Maisa,Hughes, Andrew B.. "Improved Hiyama cross-coupling reactions using HOMSi". . p. 7178 - 7181. Retrieved 2012/01/14.
• 2、 -. "Silicon-Based Cross-Coupling Reagent and Production Method of Organic Compound Using the Same". Page/Page column 15. . Retrieved 2009/04/24.