Isoamyl phenylacetate

Base Information

• Chemical Name: Isoamyl phenylacetate
• CAS No.: 102-19-2
• Molecular Formula: C13H18O2
• Molecular Weight: 206.285
• Hs Code.: 2942000000
• European Community (EC) Number: 203-012-6
• NSC Number: 60582
• UNII: E5RHQ50DDC
• DSSTox Substance ID: DTXSID2044501
• Nikkaji Number: J2.847I
• Wikidata: Q27276901
• Metabolomics Workbench ID: 46800
• Mol file: 102-19-2.mol

Synonyms:Isoamyl phenylacetate;102-19-2;Isopentyl phenylacetate;Isopentyl 2-phenylacetate;Benzeneacetic acid, 3-methylbutyl ester;3-Methylbutyl phenylacetate;3-methylbutyl 2-phenylacetate;Phenylacetic acid isoamyl ester;Phenylacetic acid, isopentyl ester;Isopentylphenylacetate;Isoamyl alpha-toluate;ACETIC ACID, PHENYL-, ISOPENTYL ESTER;3-Methylbutyl benzeneacetate;FEMA No. 2081;NSC 60582;isoamyl phenyl acetate;Isopentyl alcohol, phenylacetate;EINECS 203-012-6;UNII-E5RHQ50DDC;E5RHQ50DDC;BRN 1951778;AI3-36555;NSC-60582;Phenylacetic acid, 3-methylbutyl ester;iso-Amyl phenylacetate;SCHEMBL996081;WLN: 1Y12OV1R;DTXSID2044501;FEMA 2081;CHEBI:191542;NSC60582;ISOAMYL PHENYLACETATE [FHFI];ISOAMYL PHENYL ACETATE [FCC];MFCD00026517;phenylacetic acid 3-methylbutyl ester;AKOS015890643;LS-2842;AS-75676;FT-0653077;P0123;D91902;W-108882;Q27276901

Chemical Property of Isoamyl phenylacetate

Chemical Property:

• Appearance/Colour: Colorless oily liquid
• Vapor Pressure: 0.00528mmHg at 25°C
• Refractive Index: n20/D 1.485(lit.)
• Boiling Point: 274.8 °C at 760 mmHg
• Flash Point: 103.2 °C
• PSA: 26.30000
• Density: 0.988 g/cm³
• LogP: 2.81840
• Water Solubility.: 63.049mg/L at 25℃
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 206.130679813
• Heavy Atom Count: 15
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

Isoamyl Phenylacetate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCOC(=O)CC1=CC=CC=C1
• Description: Isoamyl phenylacetate has a sweet, pleasant odor reminiscent of cocoa with a slight birch-tar undertone. May be prepared by esterification of phenylacetic acid with isoamyl alcohol in the presence of concentrated sulfuric acid; by heating benzyl nitrile and isoamyl alcohol in the presence of excess concentrated H2S04.

Technology Process of Isoamyl phenylacetate

There total 3 articles about Isoamyl phenylacetate 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: 95.0%

phenylacetic acid (103-82-2) + i-Amyl alcohol (123-51-3) → 3-methylbutyl phenylethanoate (102-19-2)

Guidance literature:

With zeolite RE H-Y; at 150 ℃; for 8h;

Reference yield: 79.0%

phenylacetic acid (103-82-2) → 3-methylbutyl phenylethanoate (102-19-2)

Guidance literature:

for 2h;

DOI:10.1080/00397919808004858

Reference yield:

i-Amyl alcohol (123-51-3) + benzeneacetic acid methyl ester (101-41-7) → 3-methylbutyl phenylethanoate (102-19-2)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, -10 deg C, 10 min, 2.) THF, r.t., overnight;

DOI:10.1055/s-1991-26391

upstream raw materials:

phenylacetic acid

i-Amyl alcohol

benzeneacetic acid methyl ester

Downstream raw materials:

isopentyl 2-hydroxy-2-phenylacetate

Refernces

• 1、 Chakraborti, Asit K.,Singh, Bavneet,Chankeshwara, Sunay V.,Patel, Alpesh R.. "Protic acid immobilized on solid support as an extremely efficient recyclable catalyst system for a direct and atom economical esterification of carboxylic acids with alcohols". supporting information; experimental part. p. 5967 - 5974. Retrieved 2009/12/24.
• 2、 Gumaste, Vikas K.,Deshmukh,Bhawal. "An efficient use of zeolite catalysts for esterification of carboxylic acids". . p. 1174 - 1179. Retrieved 2007/10/03.