alpha-Methylbenzyl butyrate

Base Information

• Chemical Name: alpha-Methylbenzyl butyrate
• CAS No.: 3460-44-4
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.258
• European Community (EC) Number: 222-409-5
• UNII: NP1Z2SN9NP
• DSSTox Substance ID: DTXSID00863177
• Nikkaji Number: J155.064K,J844.454D
• Wikidata: Q27284982
• Metabolomics Workbench ID: 47901
• Mol file: 3460-44-4.mol

Synonyms:alpha-Methylbenzyl butyrate;3460-44-4;1-Phenylethyl butyrate;1-Phenylethyl butanoate;Butanoic acid, 1-phenylethyl ester;Styralyl butyrate;Fema 2686;Methylphenylcarbinyl butyrate;FEMA No. 2686;alpha-Phenethyl butyrate;Fema2686;UNII-NP1Z2SN9NP;NP1Z2SN9NP;1-Phenyl-1-ethyl butanoate;.alpha.-Methylbenzyl butyrate;EINECS 222-409-5;Butyric acid, alpha-methylbenzyl ester;Butyric acid, .alpha.-methylbenzyl ester;a-methylbenzyl butyrate;starbld0009581;1-Phenylethyl butyrate #;SCHEMBL585143;(R)-1-Phenylethanol butyrate;Butyric acid 1-phenylethyl ester;AMY3952;DTXSID00863177;CHEBI:179914;.ALPHA.-PHENETHYL BUTYRATE;alpha-Methylbenzyl butyrate >=98%;alpha-Methylbenzyl butyrate, >=98%;AKOS028108697;.ALPHA.-METHYLBENZYL BUTYRATE [FHFI];FT-0693955;Q27284982

Chemical Property of alpha-Methylbenzyl butyrate

Chemical Property:

• Vapor Pressure: 0.0237mmHg at 25°C
• Refractive Index: 1.494
• Boiling Point: 248.8 °C at 760 mmHg
• Flash Point: 109.4 °C
• PSA: 26.30000
• Density: 0.998g/cm³
• LogP: 3.09090
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 171

Purity/Quality:

98%,99%, ^*data from raw suppliers

α-Methylbenzyl butyrate ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC(=O)OC(C)C1=CC=CC=C1
• Description: α-Methylbenzyl butyrate has a fruital-floral, jasmine-like odor and apricot/apple-like flavor notes. May be prepared from methylphenylcarbinol and n-butyric acid by esterification.A sibirica oil is obtained by steam distillation of the needles and twigs of Siberian fir. The oil is an almost colorless to very slightly yellow liquid with a fragrant, pine-like odor and pungent taste.

Technology Process of alpha-Methylbenzyl butyrate

There total 12 articles about alpha-Methylbenzyl 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: 86.0%

butanoic acid anhydride (106-31-0) + 1-Phenylethanol (98-85-1,13323-81-4) → R/S-α-methylbenzyl n-butyrate (89378-61-0,122407-72-1,3460-44-4)

Guidance literature:

With Cl^(1-)*C₅H₁₄NO⁽¹⁺⁾*3ZnCl₂; In neat (no solvent); at 20 ℃; for 0.5h; Green chemistry;

DOI:10.1039/c6ra22757k

Reference yield: 39.0%

butyl butyrate (109-21-7) + 1-Phenylethanol (98-85-1,13323-81-4) → R/S-α-methylbenzyl n-butyrate (89378-61-0,122407-72-1,3460-44-4)

Guidance literature:

With carbonylhydrido[6-(di-tert-butylphosphinomethylene)-2-(N,N-diethylaminomethyl)-1,6-dihydropyridine]ruthenium(II); In toluene; for 36h; Inert atmosphere; Reflux;

DOI:10.1002/adsc.201000663

Reference yield:

1-Phenylethanol (98-85-1,13323-81-4) + butyric acid (107-92-6) → R/S-α-methylbenzyl n-butyrate (89378-61-0,122407-72-1,3460-44-4)

Guidance literature:

With dicyclohexyl-carbodiimide; In chloroform; at 20 ℃; for 5h;

DOI:10.1007/s10562-020-03525-0

upstream raw materials:

1-Phenylethanol

butyryl chloride

acetophenonazine

butyric acid

Downstream raw materials:

(S)-1-phenylethanol

(R)-1-phenylethanol

(S)-α-methylbenzyl butyrate

butyric acid

Refernces

• 1、 Dorau, Robin,G?rbe, Tamás,Svedendahl Humble, Maria. "Improved Enantioselectivity of Subtilisin Carlsberg towards Secondary Alcohols by Protein Engineering". . p. 338 - 346. Retrieved 2017/12/26.
• 2、 Durán-Pe?a, María Jesús,Botubol-Ares, José Manuel,Hanson, James R.,Hernández-Galán, Rosario,Collado, Isidro G.. "Efficient O-Acylation of Alcohols and Phenol Using Cp2TiCl as a Reaction Promoter". supporting information. p. 3584 - 3591. Retrieved 2016/07/28.