trans-4-tert-Butylcyclohexylmethyl acetate

Base Information

• Chemical Name: trans-4-tert-Butylcyclohexylmethyl acetate
• CAS No.: 85204-31-5
• Molecular Formula: C13H24 O2
• Molecular Weight: 212.332
• European Community (EC) Number: 243-082-5,243-083-0,286-327-1
• DSSTox Substance ID: DTXSID60919861,DTXSID901184060,DTXSID701191754
• Nikkaji Number: J242.824E,J247.673H,J333.826F
• Mol file: 85204-31-5.mol

Synonyms:(4-tert-butylcyclohexyl)methyl acetate;trans-4-tert-Butylcyclohexylmethyl acetate;19461-34-8;19461-35-9;cis-4-tert-Butylcyclohexylmethyl acetate;85204-31-5;EINECS 243-082-5;EINECS 243-083-0;EINECS 286-327-1;4-(1,1-Dimethylethyl)cyclohexylmethyl acetate;Cyclohexanemethanol, 4-(1,1-dimethylethyl)-, acetate, cis-;Cyclohexanemethanol, 4-(1,1-dimethylethyl)-, acetate, trans-;SCHEMBL15712947;DTXSID60919861;DTXSID701191754;DTXSID901184060;Acetic acid (4-tert-butylcyclohexyl)methyl ester;4beta-tert-Butylcyclohexane-1beta-methanol acetate;Cyclohexanemethanol, 4-tert-butyl-, acetate, cis-;4alpha-tert-Butylcyclohexane-1beta-methanol acetate;Cyclohexanemethanol, 4-tert-butyl-, acetate, trans-

Chemical Property of trans-4-tert-Butylcyclohexylmethyl acetate

Chemical Property:

• PSA: 26.30000
• LogP: 3.40200
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 212.177630004
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OCC1CCC(CC1)C(C)(C)C

Technology Process of trans-4-tert-Butylcyclohexylmethyl acetate

There total 3 articles about trans-4-tert-Butylcyclohexylmethyl acetate 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: 80.0%

(4-(tert-butyl)cyclohexyl)methanol (20691-53-6) + acetic anhydride (108-24-7) → 4-(tert-butyl)cyclohexylmethyl acetate (85204-31-5)

Guidance literature:

With triethylamine; In dichloromethane; Ambient temperature;

DOI:10.1055/s-1995-3931

Reference yield:

trans-4-(tert-butyl)-1-nitrocyclohexylmethyl acetate (89023-71-2) → 4-(tert-butyl)cyclohexylmethyl acetate (85204-31-5)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 7h; Yield given;

DOI:10.1002/hlca.19830660733

Reference yield:

4-t-butyl-1-nitrocyclohexane (31970-06-6) → 4-(tert-butyl)cyclohexylmethyl acetate (85204-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) K₂CO₃; 2) pyridine / 1) methanol, 45 min, r.t.; 2) 0 deg C

2: Bu₃SnH, AIBN / benzene / 7 h

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium carbonate; In benzene;

DOI:10.1002/hlca.19830660733

upstream raw materials:

trans-4-(tert-butyl)-1-nitrocyclohexylmethyl acetate

(4-(tert-butyl)cyclohexyl)methanol

acetic anhydride

4-t-butyl-1-nitrocyclohexane

Downstream raw materials:

cis-(4-tert-butylcyclohexyl)methanol

trans-(4-tert-butyl-cyclohexyl)-methanol

trans-4-(tert-butyl)cyclohexylmethyl acetate

cis-4-(tert-butyl)cyclohexylmethyl acetate

Refernces

• 1、 Baumberger, Franz,Vasella, Andrea. "Deoxy-nitrosugars. Stereoelectronic Control in the Reductive Denitration of Tertiary Nitro Ethers. A Synthesis of 'C-Glycosides'". . p. 2210 - 2222. Retrieved 2007/10/02.