Cyclohexanol, 2-tert-butyl-, trans-(+)-

Base Information

• Chemical Name: Cyclohexanol, 2-tert-butyl-, trans-(+)-
• CAS No.: 13492-07-4
• Molecular Formula: C10H20O
• Molecular Weight: 156.268
• Hs Code.: 2906199090
• UNII: 9429644SB5
• Nikkaji Number: J415.408H
• Mol file: 13492-07-4.mol

Synonyms:Cyclohexanol, 2-tert-butyl-, trans-(+)-;J415.408H;9429644SB5;UNII-9429644SB5;Cyclohexanol, 2-(1,1-dimethylethyl)-, (1S,2R)-;Cyclohexanol, 2-(1,1-dimethylethyl)-, (1S-trans)-;(1S)-2beta-(1,1-Dimethylethyl)-1alpha-cyclohexanol;13492-07-4;SCHEMBL3789715;(1S)-2beta-tert-Butylcyclohexane-1alpha-ol;(1S)-2.BETA.-(1,1-DIMETHYLETHYL)-1.ALPHA.-CYCLOHEXANOL

Chemical Property of Cyclohexanol, 2-tert-butyl-, trans-(+)-

Chemical Property:

• Boiling Point: 206.9 °C at 760 mmHg
• Flash Point: 79.4 °C
• PSA: 20.23000
• Density: 0.92 g/cm³
• LogP: 2.58360
• Storage Temp.: Store below +30°C.
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.151415257
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

(+)-TRANS-2-TERT-BUTYLCYCLO HEXANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C1CCCCC1O
• Isomeric SMILES: CC(C)(C)[C@H]1CCCC[C@@H]1O

Technology Process of Cyclohexanol, 2-tert-butyl-, trans-(+)-

There total 11 articles about Cyclohexanol, 2-tert-butyl-, trans-(+)- 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:

(-)-2-tert-butylcyclohexanone (14132-21-9) → (S,S)-cis-2-tert-butylcyclohexanol (13492-06-3) + (+)-(1S,2R)-2-(tert-butyl)cyclohexanol (13492-07-4)

Guidance literature:

With C₂₈H₃₅ClCoN₅⁽¹⁺⁾*Cl^(1-); potassium tert-butylate; hydrogen; In tetrahydrofuran; at 60 ℃; for 16h; under 37503.8 Torr; Overall yield = 94 %; stereoselective reaction; Autoclave;

DOI:10.1016/j.chempr.2019.03.010

Reference yield:

2-tert-butylcyclohexyl vinyl ether → (1S,2R) 2-tert-butylcyclohexyl vinyl ether + (1R,2S) 2-tert-butylcyclohexyl vinyl ether + trans 2-tert-butylcyclohexanol (98104-30-4) + (+)-(1S,2R)-2-(tert-butyl)cyclohexanol (13492-07-4)

Guidance literature:

With water; C₂H₃O₂^(1-)*C₃₆H₅₃CoN₂O₂⁽¹⁺⁾; 2BF₄^(1-)*C₇₄H₁₀₄O₁₀P₂Pt⁽²⁺⁾; In isopropyl alcohol; at 60 ℃; for 6h; Product distribution / selectivity;

Reference yield:

trans-2-tert-butylcyclohexan-1-ol (5448-22-6) → (+)-(1S,2R)-2-(tert-butyl)cyclohexanol (13492-07-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethylpyridine-4-amine / pyridine / 24 h / 20 °C

2: KOH / methanol / Heating

With dmap; potassium hydroxide; In pyridine; methanol;

DOI:10.1002/hlca.200490237

upstream raw materials:

trans-2-tert-butylcyclohexyl acetate

trans-2-tert-Butylcyclohexylchloracetat

2-tert-butylcyclohexanone

trans-2-tert-butylcyclohexan-1-ol

Downstream raw materials:

2-t-butylcyclohexanone

Refernces

• 1、 Boyd,Sharma,Berberian,Dunne,Hardacre,Kaik,Kelly,Malone,McGregor,Stevenson. "Synthesis and reactions of enantiopure substituted benzene cis-hexahydro-1,2-diols". experimental part. p. 855 - 868. Retrieved 2010/07/05.
• 2、 Margot, Christian,Simmons, Dana P.,Reichlin, Daniel,Skuy, David. "Amber-woody scent: Alcohols with divergent structure present common olfactory characteristics and sharp enantiomer differentiation". . p. 2662 - 2684. Retrieved 2007/10/03.