p-Mentha-1,8-dien-4-ol

Base Information

• Chemical Name: p-Mentha-1,8-dien-4-ol
• CAS No.: 3419-02-1
• Molecular Formula: C10H16O
• Molecular Weight: 152.236
• Hs Code.: 2906199090
• DSSTox Substance ID: DTXSID50335798
• Nikkaji Number: J24.285C
• Wikidata: Q82102431
• Metabolomics Workbench ID: 47579
• Mol file: 3419-02-1.mol

Synonyms:p-Mentha-1,8-dien-4-ol;3419-02-1;4-Methyl-1-(prop-1-en-2-yl)cyclohex-3-enol;1,8-Menthadien-4-ol;4-methyl-1-prop-1-en-2-ylcyclohex-3-en-1-ol;Limonene-4-ol;Limonen-4-ol;1,8-Menthadiene-4-ol;p-1,8-Menthadien-4-ol;p-Menth-1,8-dien-4-ol;SCHEMBL524697;DTXSID50335798;CHEBI:171936;SB84501;A853106;4-methyl-1-(prop-1-en-2-yl)cyclohex-3-en-1-ol;4-Methyl-1-(1-methylethenyl)-3-cyclohexen-1-ol, 9CI

Chemical Property of p-Mentha-1,8-dien-4-ol

Chemical Property:

• PSA: 20.23000
• LogP: 2.42380
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 203

Purity/Quality:

98.5% ^*data from raw suppliers

4-Methyl-1-(prop-1-en-2-yl)cyclohex-3-enol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC(CC1)(C(=C)C)O

Technology Process of p-Mentha-1,8-dien-4-ol

There total 12 articles about p-Mentha-1,8-dien-4-ol 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: 94.0%

2,2,6-trimethyl-1-oxa-spira[2.5]oct-ene (4584-23-0) → 4-methyl-1-isopropenylcyclohex-3-en-1-ol (3419-02-1)

Guidance literature:

With gold on titanium oxide; In 1,2-dichloro-ethane; at 80 ℃; for 2h; regioselective reaction;

DOI:10.1002/anie.200805838

Reference yield: 74.4%

2,2,6-trimethyl-1-oxa-spira[2.5]oct-ene (4584-23-0) → TERPINEN-4-OL (562-74-3) + 4-methyl-1-isopropenylcyclohex-3-en-1-ol (3419-02-1)

Guidance literature:

With hydrogen; In ethyl acetate; at 25 - 125 ℃; for 24h; under 3750.38 Torr; Temperature; Reagent/catalyst; Solvent; Time; Overall yield = 82.7 %; Autoclave; Inert atmosphere;

Reference yield: 36.0%

2,2,6-trimethyl-1-oxa-spira[2.5]oct-ene (4584-23-0) → 1-methyl-4-isopropenylbenzene (1195-32-0) + p-cymene-8-ol (1197-01-9) + 4-methyl-1-isopropenylcyclohex-3-en-1-ol (3419-02-1) + 1-isopropenyl-4-methyl-1,4-cyclohexadiene (28233-65-0)

Guidance literature:

With perchloric acid; In diethyl ether; at 25 ℃; for 1h; Further byproducts given;

upstream raw materials:

2,2,6-trimethyl-1-oxa-spira[2.5]oct-ene

Terpinolene

4-methyl-3-cyclohexen-1-one

isopropenylmagnesium bromide

Downstream raw materials:

4-Isopropenyl-1-methyl-1-cyclohexenyl-⁽⁴⁾-vinylether

TERPINEN-4-OL

4-[(E/Z)-1,5-dimethylhex-5-enylidene]-1-methylcyclohex-1-ene

1-isopropenyl-4-methyl-1,4-cyclohexadiene

Refernces

• 1、 -. "A PROCESS FOR THE PREPARATION OF LIMONENE-4-OL". Page/Page column 7. . Retrieved 2016/12/01.
• 2、 Raptis, Christos,Stratakis, Manolis,Garcia, Hermenegildo. "Selective isomerization of epoxides to allylic alcohols catalyzed by TiO2-supported gold nanoparticles". experimental part. p. 3133 - 3136. Retrieved 2009/09/25.