Menthyl butyrate

Base Information

• Chemical Name: Menthyl butyrate
• CAS No.: 6070-14-0
• Molecular Formula: C₁₄H₂₆O₂
• Molecular Weight: 226.359
• European Community (EC) Number: 228-006-0
• NSC Number: 169242
• DSSTox Substance ID: DTXSID10863688
• Nikkaji Number: J156.149I
• Wikidata: Q65225585
• Mol file: 6070-14-0.mol

Synonyms:Menthyl butyrate;6070-14-0;(5-methyl-2-propan-2-ylcyclohexyl) butanoate;EINECS 228-006-0;SCHEMBL49247;DTXSID10863688;PHCRRQSBYWJFBQ-UHFFFAOYSA-N;NSC169242;2-Isopropyl-5-methylcyclohexyl butyrate #;5-methyl-2-(propan-2-yl)cyclohexyl butanoate;Butanoic acid, 5-methyl-2-(1-methylethyl)cyclohexyl ester;Butanoic acid, 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1alpha,2beta,5alpha)-

Chemical Property of Menthyl butyrate

Chemical Property:

• Vapor Pressure: 2.84E-13mmHg at 25°C
• Boiling Point: 262.7°Cat760mmHg
• Flash Point: 117.7°C
• PSA: 26.30000
• Density: 0.91g/cm³
• LogP: 3.79050
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 226.193280068
• Heavy Atom Count: 16
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCC(=O)OC1CC(CCC1C(C)C)C

Technology Process of Menthyl butyrate

There total 3 articles about Menthyl butyrate 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: 89.0%

(-)-menthol (2216-51-5) + butyryl chloride (141-75-3) → (-)-menthyl butyrate (6070-14-0,80656-95-7,92319-43-2,115114-96-0,141553-00-6,68366-64-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 25 ℃; Inert atmosphere;

DOI:10.1016/j.tetasy.2010.02.010

Reference yield:

2,2,2-trichloroethyl butyrate (57392-44-6) + menthol (15356-70-4) → (-)-menthyl butyrate (6070-14-0,80656-95-7,92319-43-2,115114-96-0,141553-00-6,68366-64-3)

Guidance literature:

In toluene; for 144h; Yield given; enzyme-catalyyed transesterification, enzyme: commercial Candida rugosa lipase;

DOI:10.1016/0040-4039(96)01430-X

Reference yield:

(-)-menthol (2216-51-5) + butyric acid (107-92-6) → (-)-menthyl butyrate (6070-14-0,80656-95-7,92319-43-2,115114-96-0,141553-00-6,68366-64-3)

Guidance literature:

In toluene; enzymatic esterification: Cross-Linked Enzyme Crystals of Candida rugosa lipase (CRL) or crude CRL; rate of esterifications;

DOI:10.1016/0040-4039(96)01430-X

upstream raw materials:

2,2,2-trichloroethyl butyrate

menthol

(-)-menthol

butyric acid

Downstream raw materials:

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R)-2-[(R)-1-benzylamino-1-(3-methylphenyl)methyl]butanoate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R)-2-[(R)-1-benzylamino-1-(4-methylphenyl)methyl]butanoate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R)-2-[(R)-1-benzylamino-1-(4-chlorophenyl)methyl]butanoate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R)-2-[(R)-1-benzylamino-1-(4-methoxyphenyl)methyl]butanoate

Refernces

• 1、 Periasamy, Mariappan,Selva Ganesan, Subramaniapillai,Suresh, Surisetti. "TiCl4 promoted menthyl ester chiral auxiliary mediated synthesis of chiral syn-β-amino esters and applications of a representative syn-β-amino ester". experimental part. p. 385 - 392. Retrieved 2010/06/21.