Phenethyl isobutyrate

Base Information

• Chemical Name: Phenethyl isobutyrate
• CAS No.: 103-48-0
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• Hs Code.: 29156000
• European Community (EC) Number: 203-116-1
• UNII: QRZ4RE7DCL
• DSSTox Substance ID: DTXSID7044764
• Nikkaji Number: J36.971C
• Wikidata: Q27159605
• Metabolomics Workbench ID: 46805
• ChEMBL ID: CHEMBL3184929
• Mol file: 103-48-0.mol

Synonyms:Phenethyl isobutyrate;103-48-0;2-Phenylethyl isobutyrate;2-Phenylethyl 2-methylpropanoate;Phenylethyl isobutyrate;Benzylcarbinol isobutyrate;Phenethyl 2-methylpropanoate;Benzylcarbinyl isobutyrate;ISOBUTYRIC ACID, PHENETHYL ESTER;Phenethyl 2-methylpropionate;2-Phenylethyl 2-methylpropionate;Propanoic acid, 2-methyl-, 2-phenylethyl ester;FEMA No. 2862;Isobutyric acid phenethyl ester;Benzylcarbinyl 2-methylpropanoate;beta-Phenylethyl isobutyrate;Phenethyl isobutyrate (natural);QRZ4RE7DCL;UNII-QRZ4RE7DCL;EINECS 203-116-1;2-Phenylethyl isobutanoate;BRN 2330243;Phenylethyl 2-methylpropanoate;AI3-18545;DTXSID7044764;CHEBI:87409;Propanoic acid, methyl-, 2-phenylethyl ester;Phenethylisobutyrate;phenethylisobutyrat-;phenylethyl iso-butyrate;Phenethyl isobutyrate, 97%;beta -phenylethyl isobutyrate;Isobutyric acid 2-phenylethyl;SCHEMBL114275;.beta.-Phenylethyl isobutyrate;CHEMBL3184929;DTXCID5024764;iso butyric acid phenethyl ester;FEMA 2862;PHENETHYL ISOBUTYRATE [FCC];2-Phenylethyl 2-methylpropanoate #;Isobutyric Acid 2-Phenylethyl Ester;PHENETHYL ISOBUTYRATE [FHFI];Tox21_301122;MFCD00026441;AKOS015963999;LS-3030;2-methyl-propionic acid phenethyl ester;2-methylpropanoic acid phenylethyl ester;NCGC00248296-01;NCGC00255021-01;AC-18660;BS-49701;CAS-103-48-0;Phenethyl isobutyrate, >=98%, FCC, FG;.BETA.-PHENYLETHYL 2-METHYLPROPIONATE;CS-0329816;FT-0613271;P2008;F71184;J-000984;Q27159605

Chemical Property of Phenethyl isobutyrate

Chemical Property:

• Appearance/Colour: Colourless to slighty yellow liquid; fruity-rosy odour
• Vapor Pressure: 0.00994mmHg at 25°C
• Refractive Index: n20/D 1.4873(lit.)
• Boiling Point: 264 °C at 760 mmHg
• Flash Point: 105.8 °C
• PSA: 26.30000
• Density: 1 g/cm³
• LogP: 2.42830
• Solubility.: Insoluble in water
• Water Solubility.: 51-160mg/L at 20-25℃
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

2-Phenylethyl Isobutyrate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)OCCC1=CC=CC=C1
• Uses: Phenylethyl Isobutyrate is a synthetic flavoring agent that is a stable, colorless to light yellow liquid of fruity odor of floral note. It is soluble in alcohol and practically insoluble in water. It should be stored in glass or tin-lined containers. It is used in flavors for peach with applications in beverages, ice cream, candy, and baked goods at 3–13 ppm.

Technology Process of Phenethyl isobutyrate

There total 15 articles about Phenethyl isobutyrate 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: 99.0%

2-phenylethanol (60-12-8) + 2-Methylpropionic anhydride (97-72-3) → phenylethyl isobutyrate (103-48-0)

Guidance literature:

2-Methylpropionic anhydride; With molybdenium(VI) dioxodichloride; In dichloromethane; at 20 ℃; for 0.5h;

2-phenylethanol; In dichloromethane; at 20 ℃; for 0.15h;

DOI:10.1021/jo048363v

Reference yield: 97.0%

2-phenylethanol (60-12-8) + Ethyl isobutyrate (97-62-1) → phenylethyl isobutyrate (103-48-0)

Guidance literature:

With iron(III)-acetylacetonate; In n-heptane; at 105 ℃; for 11h; Inert atmosphere;

DOI:10.1016/j.tet.2011.01.009

Reference yield: 93.0%

2-phenylethanol (60-12-8) + isobutyric Acid (79-31-2) → phenylethyl isobutyrate (103-48-0)

Guidance literature:

With pyridine; oxalyl dichloride; tetramethylurea; In 1,2-dichloro-ethane; for 18h;

DOI:10.1246/cl.1982.1891

upstream raw materials:

2,2,4,4-tetramethyl-1,3-cyclobutanedione

styrene oxide

diethyl isobutyryl phosphonate

2-phenylethanol

Downstream raw materials:

Methyl isobutyrate

2-phenylethanol

p-hydroxyphenethyl alcohol

Refernces

• 1、 McNulty, James,Krishnamoorthy, Venkatesan,Robertson, Al. "Direct formation of esters and amides from carboxylic acids using diethyl chlorophosphate in pyridine". . p. 6344 - 6347. Retrieved 2008.
• 2、 Katayev, Dmitry,Matou?ek, Václav,Koller, Raffael,Togni, Antonio. "Lewis Acid Catalyzed Synthesis of α-Trifluoromethyl Esters and Lactones by Electrophilic Trifluoromethylation". supporting information. p. 5898 - 5901. Retrieved 2015/12/11.
• 3、 McNulty, James,Vemula, Ramesh,Krishnamoorthy, Venkatesan,Robertson, Al. "The phosphate-carboxylate mixed-anhydride method: A mild, efficient process for ester and amide bond construction". experimental part. p. 5415 - 5421. Retrieved 2012/09/08.