2-(tert-Butyldimethylsilyloxy)cyclohexanone

Base Information

• Chemical Name: 2-(tert-Butyldimethylsilyloxy)cyclohexanone
• CAS No.: 74173-08-3
• Molecular Formula: C12H24 O2 Si
• Molecular Weight: 228.407
• DSSTox Substance ID: DTXSID20458367
• Nikkaji Number: J1.839.892C
• Mol file: 74173-08-3.mol

Synonyms:74173-08-3;2-(tert-Butyldimethylsilyloxy)cyclohexanone;2-(t-Butyldimethylsiloxy)cyclohexanone;2-[tert-butyl(dimethyl)silyl]oxycyclohexan-1-one;2-((tert-butyldimethylsilyl)oxy)cyclohexan-1-one;2-[(TERT-BUTYLDIMETHYLSILYL)OXY]CYCLOHEXAN-1-ONE;SCHEMBL1407014;DTXSID20458367;HOZXDUOXGSOLJB-UHFFFAOYSA-N;MFCD06798094;AKOS015912873;tert-butyldimethylsilyloxy-cyclohexanone;2-(tert-Butyldimethylsiloxy)cyclohexanone;2-(tert.-butyldimethylsiloxy)cyclohexanone;2-((tert-Butyldimethylsilyl)oxy)cyclohexanone;2-(tert-Butyldimethylsilyloxy)cyclohexanone, 97%

Chemical Property of 2-(tert-Butyldimethylsilyloxy)cyclohexanone

Chemical Property:

• Vapor Pressure: 0.0112mmHg at 25°C
• Refractive Index: n20/D 1.454(lit.)
• Boiling Point: 55-59 °C0.05 mm Hg(lit.)
• Flash Point: 200 °F
• PSA: 26.30000
• Density: 1.969 g/mL at 25 °C(lit.)
• LogP: 3.51990
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 228.154556538
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

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

2-(tert-Butyldimethylsilyloxy)cyclohexanone 97% ^*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)OC1CCCCC1=O

Technology Process of 2-(tert-Butyldimethylsilyloxy)cyclohexanone

There total 11 articles about 2-(tert-Butyldimethylsilyloxy)cyclohexanone 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: 100.0%

3-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohexanecarboxylic acid methyl ester (362480-55-5) → 2-(tert-Butyldimethylsilyloxy)-1-cyclohexanon (74173-08-3)

Guidance literature:

With sodium chloride; In water; dimethyl sulfoxide; at 130 ℃; for 0.5h;

DOI:10.1002/1521-3773(20010618)40:12<2311::AID-ANIE2311>3.0.CO;2-T

Reference yield: 99.0%

tert-butyl-(2,2-dimethoxy-cyclohexyloxy)-dimethyl-silane → 2-(tert-Butyldimethylsilyloxy)-1-cyclohexanon (74173-08-3)

Guidance literature:

With erbium(III) triflate; In nitromethane; at 20 ℃; for 2h;

DOI:10.1055/s-2004-815941

Reference yield: 98.0%

tert-butyldimethylsilyl chloride (18162-48-6) + cyclohexanone-2-ol (533-60-8) → 2-(tert-Butyldimethylsilyloxy)-1-cyclohexanon (74173-08-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 15h;

DOI:10.1016/j.bmcl.2006.03.024

upstream raw materials:

tert-butyl(cyclohex-1-en-1-yloxy)dimethylsilane

3-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohexanecarboxylic acid methyl ester

tert-butyldimethylsilyl chloride

cyclohexanone-2-ol

Downstream raw materials:

[2-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-(Z)-ylidene]-acetonitrile

[2-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-(E)-ylidene]-acetonitrile

(Z) ethyl 2-(tert-butyldimethylsilyloxy)cyclohexylidene carboxylate

(E)-2-(tert-butyldimethylsiloxy)<(1-carboethoxy)methylidene>cyclohexane