4-(tert-Butyldimethylsilyloxy)cyclohexanone

Base Information

• Chemical Name: 4-(tert-Butyldimethylsilyloxy)cyclohexanone
• CAS No.: 55145-45-4
• Molecular Formula: C12H24O2Si
• Molecular Weight: 228.407
• Hs Code.: 29310099
• European Community (EC) Number: 690-953-4
• DSSTox Substance ID: DTXSID90442470
• Nikkaji Number: J643.417G
• Mol file: 55145-45-4.mol

Synonyms:55145-45-4;4-(tert-Butyldimethylsilyloxy)cyclohexanone;4-((tert-Butyldimethylsilyl)oxy)cyclohexanone;4-[tert-butyl(dimethyl)silyl]oxycyclohexan-1-one;4-(tert-Butyl-dimethyl-silanyloxy)-cyclohexanone;4-(t-Butyldimethylsilyloxy)cyclohexan-1-one;4-{[tert-Butyl(dimethyl)silyl]oxy}cyclohexanone;4-((tert-Butyldimethylsilyl)oxy)cyclohexan-1-one;4-(tert-Butyldimethylsilyloxy)cyclohexanone (meso form);4-(tert-Butyldimethylsiloxy)cyclohexanone;4-(tert-Butyldimethylsilyloxy) cyclohexanone;4-(TERT-BUTYLDIMETHYLSILYLOXY)CYCLOHEXA&;4-(tert-butyl(dimethyl)silyl)oxycyclohexanone;4-[tert-butyl(dimethyl)silyl]oxycyclohexanone;4-[(TERT-BUTYLDIMETHYLSILYL)OXY]CYCLOHEXAN-1-ONE;CYCLOHEXANONE, 4-[[(1,1-DIMETHYLETHYL)DIMETHYLSILYL]OXY]-;SCHEMBL74024;DTXSID90442470;HXKBGMNGSYGPRB-UHFFFAOYSA-N;GEO-02645;MFCD06411307;AKOS015841196;AS-31466;4-(tert-butyldimethylsilanyloxy)cyclohexanone;4-(tert-butyldimethylsilyloxy)-cyclohexanone;CS-0113104;FT-0713474;4-(tert-butyl-dimethyl-silyloxy)-cyclohexanone;4-(tert-Butyldimethylsilyloxy)cyclohexanone, 97%;4-{[tert-butyl(dimethyl) silyl]oxy}cyclohexanone;A850085;J-514267;J-640449;J-800375

Chemical Property of 4-(tert-Butyldimethylsilyloxy)cyclohexanone

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Refractive Index: n20/D 1.4530(lit.)
• Boiling Point: 261.958 °C at 760 mmHg
• Flash Point: 93.337 °C
• PSA: 26.30000
• Density: 0.921 g/cm³
• 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: 231

Purity/Quality:

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

4-(tert-Butyldimethylsilyloxy)cyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC1CCC(=O)CC1

Technology Process of 4-(tert-Butyldimethylsilyloxy)cyclohexanone

There total 12 articles about 4-(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: 99.0%

4-hydroxycyclohexanone (13482-22-9) + tert-butyldimethylsilyl chloride (18162-48-6) → 4-(tert-butyldimethylsilyloxy)cyclohexanone (55145-45-4)

Guidance literature:

With 1H-imidazole;

DOI:10.1055/s-2004-837208

Reference yield: 98.0%

4-((tert-butyldimethylsilyl)oxy)cyclohexan-1-ol (126931-29-1) → 4-(tert-butyldimethylsilyloxy)cyclohexanone (55145-45-4)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1021/ol0346685

Reference yield: 95.0%

8-[(tert-butyldimethylsilyl)oxy]-1,4-dioxaspiro[4,5]decane (112906-39-5) → 4-(tert-butyldimethylsilyloxy)cyclohexanone (55145-45-4)

Guidance literature:

With iron(III) chloride hexahydrate; acetaldehyde; In dichloromethane; at 20 ℃; for 2h; chemoselective reaction;

DOI:10.1039/c6nj03439j

upstream raw materials:

4-hydroxycyclohexanone

tert-butyldimethylsilyl chloride

tert-butyl[(4,4-dimethoxycyclohexyl)oxy]dimethylsilane

tert-Butyl-[2-(4-methoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yloxy]-dimethyl-silane

Downstream raw materials:

ethyl (4-((tert-butyldimethylsilyl)oxy)cyclohexylidene)acetate

tert-butyl(dimethyl)({(1S)-4-[(trimethylsilyl)oxy]cyclohex-3-en-1-yl}oxy)silane

trifluoro-methanesulfonic acid 4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl ester

cis-1,4-dihydroxycyclohexanecarbonitrile

Refernces

• 1、 -. "BICYCLIC HETEROARYL SUBSTITUTED COMPOUNDS". Page/Page column 539; 540. . Retrieved 2018/03/25.
• 2、 Schiavo, Lucie,Jeanmart, Lo?c,Lanners, Steve,Choppin, Sabine,Hanquet, Gilles. "FeCl3·6H2O/acetaldehyde, a versatile system for the deprotection of ketals and acetals via a transacetalization process". . p. 1421 - 1424. Retrieved 2017/02/23.