Phenethyl 2-methylbutyrate

Base Information

• Chemical Name: Phenethyl 2-methylbutyrate
• CAS No.: 24817-51-4
• Molecular Formula: C13H18 O2
• Molecular Weight: 206.285
• European Community (EC) Number: 246-476-5
• UNII: 4D2I5SJ45Q
• DSSTox Substance ID: DTXSID2047567
• Nikkaji Number: J185.965J
• Wikidata: Q27259426
• Metabolomics Workbench ID: 47904
• ChEMBL ID: CHEMBL3183389
• Mol file: 24817-51-4.mol

Synonyms:phenylethyl 2-methylbutyrate

Chemical Property of Phenethyl 2-methylbutyrate

Chemical Property:

• Appearance/Colour: Colourless liquid; sweet floral fruity odour with a warm, oily-herbaceous undertone
• Vapor Pressure: 0.00347mmHg at 25°C
• Refractive Index: 1.493
• Boiling Point: 281.9 °C at 760 mmHg
• Flash Point: 108 °C
• PSA: 26.30000
• Density: 0.975 g/mL at 25 °C(lit.)
• LogP: 2.81840
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 206.130679813
• Heavy Atom Count: 15
• Complexity: 183

Purity/Quality:

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

Phenethyl 2-methylbutyrate ≥95%, FG ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(=O)OCCC1=CC=CC=C1

Technology Process of Phenethyl 2-methylbutyrate

There total 4 articles about Phenethyl 2-methylbutyrate 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: 85.0%

2-oxo-3(RS)-methylvaleric acid (1460-34-0) + 2-phenylethanol (60-12-8) → 2-methyl-butanoic acid 2-phenylethyl ester (24817-51-4)

Guidance literature:

With 3-nitro(diacetoxyiodo)benzene; In dichloromethane; at 20 ℃; for 24h; chemoselective reaction; Sealed tube; Darkness;

DOI:10.1021/acs.orglett.8b02466

Reference yield:

1-butylene (106-98-9,9003-28-5) + carbon monoxide (201230-82-2) + 2-phenylethanol (60-12-8) → 2-methyl-butanoic acid 2-phenylethyl ester (24817-51-4) + phenethylpentanoate (7460-74-4)

Guidance literature:

With toluene-4-sulfonic acid; palladium(II) bromide; 2-(dicyclohexylphosphino)-1-(2-methoxyphenyl)-1H-pyrrole; In toluene; at 100 ℃; for 20h; under 30003 Torr; Overall yield = 96 %; regioselective reaction;

DOI:10.1038/nchem.2586

Reference yield:

butene-2 (107-01-7) + carbon monoxide (201230-82-2) + 2-phenylethanol (60-12-8) → 2-methyl-butanoic acid 2-phenylethyl ester (24817-51-4) + phenethylpentanoate (7460-74-4)

Guidance literature:

With toluene-4-sulfonic acid; palladium(II) bromide; 2-(dicyclohexylphosphino)-1-(2-methoxyphenyl)-1H-pyrrole; In toluene; at 100 ℃; for 20h; under 30003 Torr; Overall yield = 90 %; regioselective reaction;

DOI:10.1038/nchem.2586

upstream raw materials:

1-butylene

carbon monoxide

2-phenylethanol

butene-2

Refernces

• 1、 Li, Haoquan,Dong, Kaiwu,Jiao, Haijun,Neumann, Helfried,Jackstell, Ralf,Beller, Matthias. "The scope and mechanism of palladium-catalysed Markovnikov alkoxycarbonylation of alkenes". . p. 1159 - 1166. Retrieved 2016/11/28.