Validol

Base Information

• Chemical Name: Validol
• CAS No.: 89-47-4
• Deprecated CAS: 8003-25-6,10403-25-5
• Molecular Formula: C₁₅H₂₈O₂
• Molecular Weight: 240.386
• European Community (EC) Number: 201-910-2,248-911-4
• UNII: E6QE751102,P5M0O284O6
• DSSTox Substance ID: DTXSID90883268,DTXSID90893827
• Nikkaji Number: J5.243D
• Wikidata: Q81981722
• Metabolomics Workbench ID: 47688
• Mol file: 89-47-4.mol

Synonyms:3-p-menthyl isovalerate;Validol;Validol, (1alpha,2beta,5alpha)-isomer;Validol, (1R-(1alpha,2beta,5alpha))-isomer

Chemical Property of Validol

Chemical Property:

• Vapor Pressure: 0.00419mmHg at 25°C
• Boiling Point: 278.7°C at 760 mmHg
• Flash Point: 128.9°C
• PSA: 26.30000
• Density: 0.91g/cm³
• LogP: 4.03650
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 240.208930132
• Heavy Atom Count: 17
• Complexity: 245

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C(C1)OC(=O)CC(C)C)C(C)C
• Isomeric SMILES: C[C@@H]1CC[C@H]([C@@H](C1)OC(=O)CC(C)C)C(C)C

Technology Process of Validol

There total 6 articles about Validol 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%

carbon monoxide (201230-82-2) + menthol (89-78-1) + isobutene (115-11-7,15220-85-6) → menthyl isovalerate (16409-46-4,89-47-4)

Guidance literature:

With palladium diacetate; hydrogen; toluene-4-sulfonic acid; triphenylphosphine; In xylene; at 100 ℃; for 2h; under 13680 Torr;

Reference yield: 88.7%

3-methylbutyric acid (503-74-2) + (-)-menthol (2216-51-5) → L-menthyl isopentanoate (28221-20-7,89-47-4)

Guidance literature:

With toluene-4-sulfonic acid; for 0.2h; Reagent/catalyst; Concentration; Time; Microwave irradiation;

DOI:10.1134/S1070428016040205

Reference yield: 67.6%

carbon monoxide (201230-82-2) + (-)-menthol (2216-51-5) + isobutene (115-11-7,15220-85-6) → L-menthyl isopentanoate (28221-20-7,89-47-4)

Guidance literature:

With palladium acetoacetonate; toluene-4-sulfonic acid; triphenylphosphine; at 100 ℃; for 4h; under 15001.5 Torr; Autoclave;

DOI:10.1134/S0965544108030067

upstream raw materials:

3-methylbutyric acid

(-)-menthol

isopentanoyl chloride

carbon monoxide

Refernces

• 1、 Suerbaev,Chepaikin,Zhaksylykova. "Hydromenthoxycarbonylation of isobutylene in the presence of tetrakis(triphenylphosphine)palladium-based catalyst systems". . p. 422 - 425. Retrieved 2013/01/16.
• 2、 -. "Method of using a compound of menthol and L-arginine as a preparation for the topical delivery of alprostadil for the treatment of female sexual dysfunction". . . Retrieved 2008/06/13.