cis-3,3,5-Trimethylcyclohexanol

Base Information

• Chemical Name: cis-3,3,5-Trimethylcyclohexanol
• CAS No.: 933-48-2
• Molecular Formula: C9H18 O
• Molecular Weight: 142.241
• Hs Code.: 2906199090
• European Community (EC) Number: 213-268-0
• UNII: CY14WK72W0
• Nikkaji Number: J231.821K
• Wikidata: Q27275888
• ChEMBL ID: CHEMBL3182764
• Mol file: 933-48-2.mol

Synonyms:3,3,5-trimethylcyclohexanol;3,3,5-trimethylcyclohexanol, (cis)-isomer;3,3,5-trimethylcyclohexanol, (trans)-isomer;cis-3,3,5-trimethylcyclohexanol

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

Chemical Property:

• Appearance/Colour: white mass
• Vapor Pressure: 0.173mmHg at 25°C
• Melting Point: 35-38 °C
• Refractive Index: 1.4542 (589.3 nm 20℃)
• Boiling Point: 196.5 °C
• PKA: 15.35±0.60(Predicted)
• Flash Point: 88 °C
• PSA: 20.23000
• Density: 0.878 g/cm³
• LogP: 2.19350
• Water Solubility.: 1.45g/L at 20℃
• 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:

99.9% ^*data from raw suppliers

cis-3,3,5-Trimethylcyclohexanol >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 39-26

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 cis-3,3,5-Trimethylcyclohexanol

There total 24 articles about cis-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: 99.9%

dihydroisophorone (873-94-9) → cis-3,3,5-trimethylcyclohexanol (933-48-2)

Guidance literature:

With hydrogenchloride; K₉-OThx-9-BBNH); In tetrahydrofuran; at 0 ℃; Product distribution; stereoselectivity, other boranes;

DOI:10.1021/jo00185a067

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: 89.0%

3,5,5-Trimethylcyclohex-2-en-1-one (78-59-1) → cis-3,3,5-trimethylcyclohexanol (933-48-2)

Guidance literature:

With lithium; 5-chloroanthranilic acid; at 0 - 16 ℃; for 4.33333h; Temperature; Reagent/catalyst;

upstream raw materials:

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

trans-3,3,5-trimethylcyclohexanol

aluminum isopropoxide

isopropyl alcohol

Downstream raw materials:

(+/-)-toluene-4-sulfonic acid-(3,3,5c-trimethyl-cyclohex-r-yl ester)

trans-3,3,5-trimethylcyclohexanol

cis-1-Ethoxymethoxy-3,3,5-trimethylcyclohexan

O-cis-3,3,5-Trimethylcyclohexyl methylthiocarbamate

Refernces

• 1、 -. "Synthesis method of cyclospasmol drug intermediate cis-3,3,5-trimethylcyclohexanol". Paragraph 0019; 0026-0030. . Retrieved 2017/07/21.
• 2、 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.