ISOPULEGOL, TECH.

Base Information

• Chemical Name: ISOPULEGOL, TECH.
• CAS No.: 7786-67-6
• Deprecated CAS: 18674-66-3,59905-53-2
• Molecular Formula: C10H18 O
• Molecular Weight: 154.252
• Hs Code.: 29061900
• European Community (EC) Number: 201-940-6,256-557-7
• NSC Number: 1263
• UNII: 3TH92O3BXN,NVG8YK55NL
• DSSTox Substance ID: DTXSID5047116,DTXSID90110001
• Nikkaji Number: J3.215H
• Wikidata: Q2103922
• Pharos Ligand ID: D4F2UF9X552J
• Metabolomics Workbench ID: 47179
• ChEMBL ID: CHEMBL237994
• Mol file: 7786-67-6.mol

Synonyms:p-Menth-8-en-3-ol(8CI); Coolact; NSC 231369

Chemical Property of ISOPULEGOL, TECH.

Chemical Property:

• Vapor Pressure: 0.0993mmHg at 25°C
• Refractive Index: 1.4725
• Boiling Point: 90-92oC 12mm
• PKA: 15.11±0.60(Predicted)
• Flash Point: 78oC
• PSA: 20.23000
• Density: 0.91 g/cm3
• LogP: 2.35960
• Water Solubility.: Slightly soluble in water
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99.9% ^*data from raw suppliers

Isopulegol ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C(C1)O)C(=C)C
• Isomeric SMILES: C[C@@H]1CC[C@H]([C@@H](C1)O)C(=C)C
• Uses: Isopulegol is a component of essential and volatile oils extracted from natural sources.

Technology Process of ISOPULEGOL, TECH.

There total 120 articles about ISOPULEGOL, TECH. 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: 99.7%

(R)-Citronellal (2385-77-5) → isopulegol (7786-67-6,18674-65-2,20549-46-6,21290-09-5,29141-10-4,50373-36-9,59905-53-2,59905-54-3,96612-21-4,104870-56-6,121468-66-4,122517-60-6,122517-61-7,144541-38-8,89-79-2)

Guidance literature:

With 4,4'-methylene-bis-(2,6-diphenylphenol); acetic anhydride; at 0 ℃; for 72h; Reagent/catalyst; Time; enantioselective reaction;

Reference yield: 92.0%

(R)-Citronellal (2385-77-5) → (+)-isopulegol (104870-56-6) + isopulegol (7786-67-6,18674-65-2,20549-46-6,21290-09-5,29141-10-4,50373-36-9,59905-53-2,59905-54-3,96612-21-4,104870-56-6,121468-66-4,122517-60-6,122517-61-7,144541-38-8,89-79-2)

Guidance literature:

aluminium tris(2,6-diphenylphenoxide); In toluene; at 5 ℃; for 5h;

Reference yield: 71.0%

(R)-Citronellal (2385-77-5) → (+)-neoisopulegol (20549-46-6) + <1R-(1α,2α,5α)>-5-Methyl-2-(1-methylethenyl)cyclohexanol (144541-38-8) + <1S-(1α,2β,5β)>-5-Methyl-2-(1-methylethenyl)cyclohexanol (96612-21-4) + isopulegol (7786-67-6,18674-65-2,20549-46-6,21290-09-5,29141-10-4,50373-36-9,59905-53-2,59905-54-3,96612-21-4,104870-56-6,121468-66-4,122517-60-6,122517-61-7,144541-38-8,89-79-2)

Guidance literature:

With H-Beta-11; In cyclohexane; at 90 ℃; for 3h; under 7500.6 Torr; Further Variations:; Reagents; Product distribution;

DOI:10.1016/j.jcat.2004.03.043

upstream raw materials:

3,7-dimethyl-oct-6-enal

p-menth-8-en-3-one

formaldehyd

Citronellol

Downstream raw materials:

(1S,3R)-3-Methyl-cyclohexanol

(R)-Citronellal

(?)-trans-isopulegone

methyl-4 cyclohexenyl-1 methyle cetone

Refernces

• 1、 -. "Method for preparing L-menthol by adopting modified homogeneous catalyst". Paragraph 0038-0040; 0059-0066. . Retrieved 2020/03/09.
• 2、 -. "Method for improving optical purity of L-isopulegol through chiral resolution". Paragraph 0038-0055. . Retrieved 2019/02/10.