(2-Methylidenecyclohexyl)methanol

Base Information

• Chemical Name: (2-Methylidenecyclohexyl)methanol
• CAS No.: 78426-32-1
• Molecular Formula: C8H14O
• Molecular Weight: 126.199
• DSSTox Substance ID: DTXSID90506420
• Nikkaji Number: J2.024.189F
• Mol file: 78426-32-1.mol

Synonyms:(2-Methylidenecyclohexyl)methanol;78426-32-1;(2-methylenecyclohexyl)methanol;DTXSID90506420;(2-methylene-cyclohexyl)-methanol

Chemical Property of (2-Methylidenecyclohexyl)methanol

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 107

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CCCCC1CO

Technology Process of (2-Methylidenecyclohexyl)methanol

There total 17 articles about (2-Methylidenecyclohexyl)methanol 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: 84.0%

tributyl[(cyclohex-1-en-1-ylmethoxy)methyl]stannane (517104-05-1) → 2-(hydroxymethyl)-1-methylenecyclohexane (78426-32-1)

Guidance literature:

With n-butyllithium; In hexane; at -78 - 0 ℃; Inert atmosphere;

DOI:10.1021/jo302467w

Reference yield: 78.0%

1-chloromethoxymethyl-1-cyclohexene (865444-29-7) → 2-(hydroxymethyl)-1-methylenecyclohexane (78426-32-1)

Guidance literature:

1-chloromethoxymethyl-1-cyclohexene; With lithium; 4,4'-di-tert-butylbiphenyl; In tetrahydrofuran; at 0 ℃; for 1h;

With water; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2005.06.160

Reference yield: 34.0%

6-Methyl-7-oxa-bicyclo[4.2.0]octane (71353-96-3) + 2-chloro-ethanol (107-07-3) → 2-(hydroxymethyl)-1-methylenecyclohexane (78426-32-1) + (2-methylcyclohex-2-en-1-yl)methanol (78426-31-0) + [2-(2-Chloro-ethoxy)-2-methyl-cyclohexyl]-methanol (78426-33-2)

Guidance literature:

for 2h; Product distribution; Ambient temperature;

upstream raw materials:

1,3,5-Trioxan

1-methylcyclohex-1-ene

formaldehyd

trimethylaluminum

Downstream raw materials:

2-Methylencyclohexylmethyl-p-tolyl-thioether

(+/-)-(trans-2-Methyl-cyclohexyl)-methanol

cis-1-hydroxymethyl-2-methylcyclohexane

(2-Methylcyclohexyl)methanol

Refernces

• 1、 Malihi, Farzad,Clive, Derrick L. J.,Chang, Che-Chien,Minaruzzaman. "Synthetic studies on CP-225,917 and CP-263,114: Access to advanced tetracyclic systems by intramolecular conjugate displacement and [2,3]-wittig rearrangement". . p. 996 - 1013. Retrieved 2013/04/10.
• 2、 Okachi, Takahiro,Onaka, Makoto. "Formaldehyde Encapsulated in Zeolite: A Long-Lived, Highly Activated One-Carbon Electrophile to Carbonyl-Ene Reactions". . p. 2306 - 2307. Retrieved 2007/10/03.