2-[(Tert-butyldimethylsilyloxy)methyl]benzylalcohol

Base Information

• Chemical Name: 2-[(Tert-butyldimethylsilyloxy)methyl]benzylalcohol
• CAS No.: 81168-17-4
• Molecular Formula: C14H24O2Si
• Molecular Weight: 252.429
• DSSTox Substance ID: DTXSID60445791
• Nikkaji Number: J2.778.194B
• Mol file: 81168-17-4.mol

Synonyms:81168-17-4;2-[(tert-butyldimethylsilyloxy)methyl]benzylalcohol;2-(tert-butyldimethylsilyloxymethyl)-benzyl alcohol;Benzenemethanol, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-;SCHEMBL2750402;[2-[[tert-butyl(dimethyl)silyl]oxymethyl]phenyl]methanol;DTXSID60445791;RCLKRJCBLSQBFJ-UHFFFAOYSA-N;2-(tert-Butyldimethylsiloxymethyl)benzenemethanol;2-(tert-butyldimethylsilyloxymethyl)benzyl alcohol;A1-26266;(2-(((tert-Butyldimethylsilyl)oxy)methyl)phenyl)methanol

Chemical Property of 2-[(Tert-butyldimethylsilyloxy)methyl]benzylalcohol

Chemical Property:

• PSA: 29.46000
• LogP: 3.70070
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 252.154556538
• Heavy Atom Count: 17
• Complexity: 233

Purity/Quality:

2-(tert-Butyldimethylsilyloxymethyl)-benzylalcohol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1CO

Technology Process of 2-[(Tert-butyldimethylsilyloxy)methyl]benzylalcohol

There total 11 articles about 2-[(Tert-butyldimethylsilyloxy)methyl]benzylalcohol 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: 96.0%

tert-butyldimethylsilyl chloride (18162-48-6) + phthalyl alcohol (612-14-6) → 2-(tert-butyldimethylsiloxymethyl)benzyl alcohol (81168-17-4)

Guidance literature:

phthalyl alcohol; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 16h;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; at 20 ℃; for 1h; Further stages.;

DOI:10.1021/ja0746316

Reference yield: 90.0%

sodium hydride (7646-69-7) + tert-butyldimethylsilyl chloride (18162-48-6) + phthalyl alcohol (612-14-6) → 2-(tert-butyldimethylsiloxymethyl)benzyl alcohol (81168-17-4)

Guidance literature:

sodium hydride; phthalyl alcohol; In tetrahydrofuran; mineral oil; at 20 ℃;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 1.66667h;

DOI:10.1039/c1ob05751k

Reference yield: 43.0%

tert-butyldimethylsilyl chloride (18162-48-6) + phthalyl alcohol (612-14-6) → 2-(tert-butyldimethylsiloxymethyl)benzyl alcohol (81168-17-4) + 1,2-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-benzene

Guidance literature:

With pyridine; In dichloromethane; for 8h; Ambient temperature;

DOI:10.1021/ja00063a015

upstream raw materials:

tert-butyldimethylsilyl chloride

phthalyl alcohol

1H-imidazole

water

Downstream raw materials:

1-{2-[(tert-butyldimethylsiloxy)methyl]phenyl}prop-2-yn-1-ol

[2-(3-bromopropa-1,2-dienyl)phenyl]methanol

N-benzyl-N'-{[2-(3-bromopropa-1,2-dienyl)phenyl]methyl}sulfamide

C₂₈H₃₇O₅PSi