2-Hydroxymenthol

Base Information

• Chemical Name: 2-Hydroxymenthol
• CAS No.: 3804-01-1
• Molecular Formula: C10H20 O2
• Molecular Weight: 172.268
• Hs Code.: 2906199090
• European Community (EC) Number: 223-272-4
• DSSTox Substance ID: DTXSID20959001
• Nikkaji Number: J217.689K
• Metabolomics Workbench ID: 47027
• Mol file: 3804-01-1.mol

Synonyms:3804-01-1;(1R,2S,3S,4R)-p-Menthane-2,3-diol;2-Hydroxymenthol;3-methyl-6-(propan-2-yl)cyclohexane-1,2-diol;p-menthane-2,3-diol;3-methyl-6-propan-2-ylcyclohexane-1,2-diol;SCHEMBL112754;DTXSID20959001;CHEBI:179540;EINECS 223-272-4;AI3-24710;3-Isopropyl-6-methyl-1,2-cyclohexanediol #;1,2-Cyclohexanediol, 3-methyl-6-(1-methylethyl)-;1,2-Cyclohexanediol, 3-methyl-6-(1-methylethyl)-, (1.alpha.,2.beta.,3.beta.,6.alpha.)-

Chemical Property of 2-Hydroxymenthol

Chemical Property:

• Vapor Pressure: 0.000908mmHg at 25°C
• Boiling Point: 270.3°Cat760mmHg
• Flash Point: 122.4°C
• PSA: 40.46000
• Density: 0.998g/cm³
• LogP: 1.41030
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 172.146329876
• Heavy Atom Count: 12
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C(C1O)O)C(C)C

Technology Process of 2-Hydroxymenthol

There total 17 articles about 2-Hydroxymenthol 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:

(+/-)-(3R,6R)-3-isopropyl-6-methyl-1-cyclohexene (1124-26-1,2230-85-5,5056-00-8,5113-93-9,5256-65-5,31658-04-5) → (1RS,2SR,3SR,4RS)-p-menthane-2,3-diol (3804-01-1,19700-15-3,19700-16-4,20786-89-4,23477-93-2,42962-86-7,42962-87-8,42962-90-3,42962-91-4,42962-93-6,51745-19-8,51745-21-2,64839-29-8,64839-30-1,140924-67-0,155419-08-2) + (1RS,2RS,3RS,4RS)-p-menthane-2,3-diol (3804-01-1,19700-15-3,19700-16-4,20786-89-4,23477-93-2,42962-86-7,42962-87-8,42962-90-3,42962-91-4,42962-93-6,51745-19-8,51745-21-2,64839-29-8,64839-30-1,140924-67-0,155419-08-2)

Guidance literature:

With peracetic acid; Erwaermen des Reaktionsprodukts mit wss. KOH;

DOI:10.1039/jr9530000895

Reference yield:

(+/-)-(3R,6R)-3-isopropyl-6-methyl-1-cyclohexene (1124-26-1,2230-85-5,5056-00-8,5113-93-9,5256-65-5,31658-04-5) → (1RS,2SR,3SR,4RS)-p-menthane-2,3-diol (3804-01-1,19700-15-3,19700-16-4,20786-89-4,23477-93-2,42962-86-7,42962-87-8,42962-90-3,42962-91-4,42962-93-6,51745-19-8,51745-21-2,64839-29-8,64839-30-1,140924-67-0,155419-08-2) + (1RS,2RS,3RS,4RS)-p-menthane-2,3-diol (3804-01-1,19700-15-3,19700-16-4,20786-89-4,23477-93-2,42962-86-7,42962-87-8,42962-90-3,42962-91-4,42962-93-6,51745-19-8,51745-21-2,64839-29-8,64839-30-1,140924-67-0,155419-08-2)

Guidance literature:

With peracetic acid; Erwaermen des Reaktionsprodukts mit wss. KOH;

DOI:10.1039/jr9530000895

Reference yield:

piperitone (89-81-6,6091-52-7) → (1RS,2SR,3SR,4RS)-p-menthane-2,3-diol (3804-01-1,19700-15-3,19700-16-4,20786-89-4,23477-93-2,42962-86-7,42962-87-8,42962-90-3,42962-91-4,42962-93-6,51745-19-8,51745-21-2,64839-29-8,64839-30-1,140924-67-0,155419-08-2) + (1RS,2SR,3SR,4SR)-p-menthane-2,3-diol (3804-01-1,19700-15-3,19700-16-4,20786-89-4,23477-93-2,42962-86-7,42962-87-8,42962-90-3,42962-91-4,42962-93-6,51745-19-8,51745-21-2,64839-29-8,64839-30-1,140924-67-0,155419-08-2)

Guidance literature:

Multistep reaction; (i) B₂H₆, (ii) aq. H₂O₂, aq. NaOH;

DOI:10.1016/0040-4020(68)88168-2

upstream raw materials:

(1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol

p-menthane-2,3-dione

(+/-)-(3R,6S)-3-isopropyl-6-methyl-1-cyclohexene

(+/-)-(3R,6R)-3-isopropyl-6-methyl-1-cyclohexene

Downstream raw materials:

propene

3-methyl-phenol

(1RS,2RS,3SR,4RS)-2,3-bis-(3,5-dinitro-benzoyloxy)-p-menthane

(1RS,2SR,3RS,4SR)-2,3-bis-(3-nitro-benzoyloxy)-p-menthane

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