Cyclohexanol, 2-methylene-5-(1-methylethenyl)-, (1S-cis)-

Base Information

• Chemical Name: Cyclohexanol, 2-methylene-5-(1-methylethenyl)-, (1S-cis)-
• CAS No.: 102917-36-2
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• European Community (EC) Number: 872-937-0
• ChEMBL ID: CHEMBL453674
• DSSTox Substance ID: DTXSID90145570
• Nikkaji Number: J487.298C
• Wikidata: Q83010144
• Mol file: 102917-36-2.mol

Synonyms:Cyclohexanol, 2-methylene-5-(1-methylethenyl)-, (1S-cis)-;102917-36-2;trans-p-mentha-1(7),8-dien-2-ol;CHEMBL453674;SCHEMBL12900963;DTXSID90145570

Chemical Property of Cyclohexanol, 2-methylene-5-(1-methylethenyl)-, (1S-cis)-

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Boiling Point: 227.383°C at 760 mmHg
• Flash Point: 89.986°C
• Density: 0.927g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C1CCC(=C)C(C1)O
• Isomeric SMILES: CC(=C)[C@H]1CCC(=C)[C@H](C1)O

Technology Process of Cyclohexanol, 2-methylene-5-(1-methylethenyl)-, (1S-cis)-

There total 17 articles about Cyclohexanol, 2-methylene-5-(1-methylethenyl)-, (1S-cis)- 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: 62.0%

Limonene oxide (1195-92-2) → 2-methylene-5-(1-methylethenyl)-cyclohexanol (2102-62-7,10374-04-6,13544-59-7,21391-84-4,22626-43-3,66141-67-1,66141-68-2,102917-36-2,35907-10-9)

Guidance literature:

Limonene oxide; With bis(cyclopentadienyl)titanium dichloride; manganese; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With potassium hydrogensulfate; In tetrahydrofuran;

DOI:10.1016/j.tet.2009.10.038

Reference yield: 61.0%

Beta-pinene (177698-19-0,25719-60-2) → 2-methylene-5-(1-methylethenyl)-cyclohexanol (2102-62-7,10374-04-6,13544-59-7,21391-84-4,22626-43-3,66141-67-1,66141-68-2,102917-36-2,35907-10-9) + 5-(1-Methoxy-1-methyl-ethyl)-2-methylene-cyclohexanol (78304-88-8)

Guidance literature:

With diphenyl diselenide; at 66 - 68 ℃; electrolysis under a constant current 6.7 mA/cm²;

DOI:10.1021/ja00405a064

Reference yield:

Limonene oxide (1195-92-2) → 2-methyl-5-(prop-1-en-2-yl)cyclohexanone (3792-53-8,4584-09-2,5524-05-0,5948-04-9,6909-25-7,7764-50-3,53796-79-5,69460-46-4,116499-64-0,619-02-3,619-01-2) + 5-Isopropenyl-2-methyl-cyclohex-2-enol (99-48-9,22567-18-6,20307-86-2) + 2-methylene-5-(1-methylethenyl)-cyclohexanol (2102-62-7,10374-04-6,13544-59-7,21391-84-4,22626-43-3,66141-67-1,66141-68-2,102917-36-2,35907-10-9)

Guidance literature:

With 12-TPA/SBA 15; In N,N-dimethyl acetamide; at 100 ℃; for 4h;

DOI:10.1039/c2cy20526b

upstream raw materials:

Beta-pinene

S-methyl S-isocarveyl dithiocarbonate

D-limonene

Limonene oxide

Downstream raw materials:

perillol