Butyl mandelate

Base Information

• Chemical Name: Butyl mandelate
• CAS No.: 14007-02-4
• Molecular Formula: C12H16O3
• Molecular Weight: 208.257
• Hs Code.: 2918199090
• European Community (EC) Number: 237-810-0
• NSC Number: 406147
• DSSTox Substance ID: DTXSID601316870
• Nikkaji Number: J216.817K
• Mol file: 14007-02-4.mol

Synonyms:Butyl mandelate;14007-02-4;n-BUTYL MANDELATE;butyl 2-hydroxy-2-phenylacetate;Mandelic acid, butyl ester;Benzeneacetic acid, alpha-hydroxy-, butyl ester;EINECS 237-810-0;AI3-01789;n-Butylmandelate;SCHEMBL9094616;DTXSID601316870;Phenylhydroxyacetic acid butyl ester;NSC406147;2-Fluoro-5-trifluoromethylbenzylcyanide;NSC 406147;NSC-406147;Butyl hydroxy(phenyl)acetate, AldrichCPR;FT-0602694;Benzeneacetic acid, .alpha.-hydroxy-, butyl ester

Chemical Property of Butyl mandelate

Chemical Property:

• Vapor Pressure: 0.000203mmHg at 25°C
• Refractive Index: 1.518
• Boiling Point: 314.1 °C at 760 mmHg
• Flash Point: 128.3 °C
• PSA: 46.53000
• Density: 1.095 g/cm³
• LogP: 2.06330
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 208.109944368
• Heavy Atom Count: 15
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

N-BUTYL MANDELATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)C(C1=CC=CC=C1)O
• Uses: n-Butyl Mandelate is a compound used in the exploitation of cofactor versatility to convert a FAD-dependent Baeyer-Villager monooxygenase into a keto ketoreductase.

Technology Process of Butyl mandelate

There total 8 articles about Butyl mandelate 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: 97.0%

MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) + butan-1-ol (71-36-3) → butyl mandelate (14007-02-4,119718-90-0)

Guidance literature:

With thionyl chloride; at 20 ℃; for 4h;

DOI:10.1039/c6ra25562k

Reference yield: 94.0%

2,5-diphenyl-[1,3]dioxolan-4-one (56535-98-9) + butan-1-ol (71-36-3) → butyl mandelate (14007-02-4,119718-90-0)

Guidance literature:

With MANDELIC ACID; In toluene; at 80 ℃; for 10h; chemoselective reaction; Inert atmosphere;

DOI:10.1039/c2ra23068b

Reference yield: 87.0%

phenylglyoxal hydrate (1074-12-0) + butan-1-ol (71-36-3) → butyl mandelate (14007-02-4,119718-90-0)

Guidance literature:

With silica-alumina powder 70 mol% Al2O3; at 89.84 ℃; for 4h; chemoselective reaction; Mechanism;

DOI:10.1021/cs400271e

upstream raw materials:

phenylglyoxal hydrate

butan-1-ol

MANDELIC ACID

diphenyl cadmium

Downstream raw materials:

n-butyl 2-oxo-2-phenylacetate

(R)-mandelic acid n-butyl ester

(S)-mandelic acid n-butyl ester

bromo-phenyl-acetic acid butyl ester

Refernces

• 1、 Prydderch, Hannah,Haiβ, Annette,Spulak, Marcel,Quilty, Brid,Kümmerer, Klaus,Heise, Andreas,Gathergood, Nicholas. "Mandelic acid derived ionic liquids: synthesis, toxicity and biodegradability". . p. 2115 - 2126. Retrieved 2017/01/22.
• 2、 Wang, Zichun,Jiang, Yijiao,Baiker, Alfons,Huang, Jun. "Efficient acid-catalyzed conversion of phenylglyoxal to mandelates on flame-derived silica/Alumina". . p. 1573 - 1577. Retrieved 2013/07/26.