trans-3,3,5-Trimethylcyclohexanol

Base Information

• Chemical Name: trans-3,3,5-Trimethylcyclohexanol
• CAS No.: 767-54-4
• Molecular Formula: C9H18O
• Molecular Weight: 142.241
• Hs Code.: 2906199090
• European Community (EC) Number: 213-268-0,212-183-6
• Nikkaji Number: J257.546I
• Mol file: 767-54-4.mol

Synonyms:trans-3,3,5-Trimethylcyclohexanol;(1S,5R)-3,3,5-trimethylcyclohexan-1-ol;767-54-4;Cyclohexanol, 3,3,5-trimethyl-, trans-;cis-3,3,5-Trimethylcyclohexanol;Cyclohexanol, 3,3,5-trimethyl-, cis-;Ciclohexanol, 3,3,5-trimetil-, (1r,5r)-rel-;cis - 3,5,5 - trimethylcyclohexan - 1 - ol;SCHEMBL1411809;933-48-2;(trans) 3,3,5-trimethylcyclohexanol;3,3,5-Trimethylcyclohexanol, (E)-;AKOS025295727;(1alpha,5beta)-3,3,5-Trimethylcyclohexanol;(1S*,5R*)-3,3,5-Trimethyl-cyclohexanol;CS-0455679;T0938;D92421

Chemical Property of trans-3,3,5-Trimethylcyclohexanol

Chemical Property:

• Vapor Pressure: 0.173mmHg at 25°C
• Melting Point: 56 °C
• Refractive Index: 1.447
• Boiling Point: 187.7 °C at 760 mmHg
• Flash Point: 73.2 °C
• PSA: 20.23000
• Density: 0.878 g/cm³
• LogP: 2.19350
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 142.135765193
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

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

trans-3,3,5-Trimethylcyclohexanol >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(CC(C1)(C)C)O
• Isomeric SMILES: C[C@H]1C[C@@H](CC(C1)(C)C)O

Technology Process of trans-3,3,5-Trimethylcyclohexanol

There total 18 articles about trans-3,3,5-Trimethylcyclohexanol 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%

dihydroisophorone (873-94-9) → trans-3,3,5-trimethylcyclohexanol (767-54-4)

Guidance literature:

With lithium diisobutyl-tert-butylaluminium hydride; In hexane; toluene; at -78 ℃; for 3h;

DOI:10.1021/jo00144a036

Reference yield: 90.0%

dihydroisophorone (873-94-9) → trans-3,3,5-trimethylcyclohexanol (767-54-4) + cis-3,3,5-trimethylcyclohexanol (933-48-2)

Guidance literature:

With lithium tert-butoxymagnesium hydride; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jo01294a022

Reference yield:

isophorol (470-99-5) → trans-3,3,5-trimethylcyclohexanol (767-54-4) + cis-3,3,5-trimethylcyclohexanol (933-48-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 1h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00364a007

upstream raw materials:

3,5,5-Trimethylcyclohex-2-en-1-one

cis-3,3,5-trimethylcyclohexanol

aluminum isopropoxide

isopropyl alcohol

Downstream raw materials:

cis-3,3,5-trimethylcyclohexanol

2-(4-Chloro-phenoxy)-2-methyl-propionic acid (1R,5S)-3,3,5-trimethyl-cyclohexyl ester

cis-3,3,5-trimethylcyclohexyl 2-aminobenzoate

trans-3,3,5-trimethylcyclohexyl 2-aminobenzoate

Refernces

• 1、 McMahon, Robert J.,Wiegers, Karl E.,Smith, Stanley G.. "Stereoselectivity of lithium aluminium hydride and lithium alkoxyaluminohydride reductions of 3,3,5-trimethylcyclohexanone in diethyl ether". . p. 99 - 101. Retrieved 1981.
• 2、 Haubenstock, Howard. "DIASTEREOSELECTIVE REDUCTIONS OF CYCLOHEXANONES WITH DIISOBUTYLALUMINUM 2,6-DI-t-BUTYL-4-METHYLPHENOXIDE". . p. 6633 - 6636. Retrieved 1990.
• 3、 Degueil-Castaing, Marie,Rahm, Alain. "Reduction of Ketones by Tributyltin Hydride: The Effect of High Pressure on Steric Hindrance and Rearrangement Processes". . p. 1672 - 1676. Retrieved 1986.
• 4、 Kennedy, Nicole,Cohen, Theodore. "The Stereoselective Reductions of Ketones to the Most Thermodynamically Stable Alcohols Using Lithium and Hydrated Salts of Common Transition Metals". . p. 8134 - 8141. Retrieved 2015/09/02.
• 5、 Cha, Jin Soon,Noh, Minyeong. "Selective reduction of organic compounds with Al- methanesulfonyldiisobutylalane". experimental part. p. 840 - 844. Retrieved 2010/10/21.