Isomenthol

Base Information

• Chemical Name: Isomenthol
• CAS No.: 3623-52-7
• Deprecated CAS: 490-99-3
• Molecular Formula: C10H20 O
• Molecular Weight: 156.268
• Hs Code.: 2906110000
• European Community (EC) Number: 201-939-0,207-722-7,222-825-7,810-475-3
• UNII: Q3I568EO1X,Y73A3UB774
• DSSTox Substance ID: DTXSID40895816,DTXSID80883999
• Nikkaji Number: J215.950C
• Wikidata: Q63398072
• Mol file: 3623-52-7.mol

Synonyms:isomenthol

Chemical Property of Isomenthol

Chemical Property:

• Vapor Pressure: 0.0323mmHg at 25°C
• Melting Point: 53-54ºC
• Refractive Index: 1.457
• Boiling Point: 215.4 °C at 760 mmHg
• PKA: 15.30±0.60(Predicted)
• Flash Point: 93.3 °C
• PSA: 20.23000
• Density: 0.89 g/cm³
• LogP: 2.43950
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.151415257
• Heavy Atom Count: 11
• Complexity: 120

Purity/Quality:

99.9% ^*data from raw suppliers

DL-ISOMENTHOL 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Plant Oils and Extracts
• Canonical SMILES: CC1CCC(C(C1)O)C(C)C
• Isomeric SMILES: C[C@H]1CC[C@H]([C@@H](C1)O)C(C)C

Technology Process of Isomenthol

There total 70 articles about Isomenthol 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: 65.58%

thymol (89-83-8) → DL-neomenthol (490-99-3,491-01-0,491-02-1,1490-04-6,2216-51-5,2216-52-6,3623-51-6,3623-52-7,3623-53-8,15356-60-2,15356-70-4,20747-49-3,20752-33-4,20752-34-5,23283-97-8,64282-88-8,89-78-1) + isomenthol (3623-52-7) + menthol (15356-70-4)

Guidance literature:

With hydrogen; at 190 ℃; under 15001.5 Torr; Temperature; Pressure;

Reference yield: 65.58%

thymol (89-83-8) → DL-neomenthol (490-99-3,491-01-0,491-02-1,1490-04-6,2216-51-5,2216-52-6,3623-51-6,3623-52-7,3623-53-8,15356-60-2,15356-70-4,20747-49-3,20752-33-4,20752-34-5,23283-97-8,64282-88-8,89-78-1) + isomenthol (3623-52-7) + menthol (15356-70-4)

Guidance literature:

With hydrogen; at 190 ℃; under 15001.5 Torr; Temperature; Pressure;

Reference yield: 49.0%

thymol (89-83-8) → DL-neomenthol (490-99-3,491-01-0,491-02-1,1490-04-6,2216-51-5,2216-52-6,3623-51-6,3623-52-7,3623-53-8,15356-60-2,15356-70-4,20747-49-3,20752-33-4,20752-34-5,23283-97-8,64282-88-8,89-78-1) + isomenthol (3623-52-7)

Guidance literature:

With hydrogen; In cyclohexane; at 120 ℃; for 1.5h; under 22502.3 Torr; Time; Reagent/catalyst;

upstream raw materials:

thymol

(+/-)-menthone

aluminum isopropoxide

piperitone

Downstream raw materials:

(+/-)-phthalic acid mono-neomenthyl ester

l-menthone

(R)-ethyl 2-chloropropanoate

(1R)-Menthyl (L)-2-chloropropanoate

Refernces

• 1、 Zuliani, Alessio,Cova, Camilla Maria,Manno, Roberta,Sebastian, Victor,Romero, Antonio A.,Luque, Rafael. "Continuous flow synthesis of menthol: Via tandem cyclisation-hydrogenation of citronellal catalysed by scrap catalytic converters". . p. 379 - 387. Retrieved 2020/02/13.
• 2、 Lygidakis, Antonios,Karuppiah, Vijaykumar,Hoeven, Robin,Ní Cheallaigh, Aisling,Leys, David,Gardiner, John M.,Toogood, Helen S.,Scrutton, Nigel S.. "Pinpointing a Mechanistic Switch Between Ketoreduction and “Ene” Reduction in Short-Chain Dehydrogenases/Reductases". supporting information. p. 9596 - 9600. Retrieved 2016/08/10.