Benzyl isobutyrate

Base Information

• Chemical Name: Benzyl isobutyrate
• CAS No.: 103-28-6
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Hs Code.: 29156000
• European Community (EC) Number: 203-095-9
• NSC Number: 406201,46112
• UNII: P98PE45V9M
• DSSTox Substance ID: DTXSID6047602
• Nikkaji Number: J36.998E
• Wikidata: Q27286406
• Metabolomics Workbench ID: 44782
• ChEMBL ID: CHEMBL3561355
• Mol file: 103-28-6.mol

Synonyms:Isobutyricacid, benzyl ester (6CI,7CI,8CI);Benzyl 2-methylpropionate;Benzylisobutanoate;Benzyl isobutyrate;NSC 406201;NSC 46112;Phenylmethyl2-methylpropanoate;

Chemical Property of Benzyl isobutyrate

Chemical Property:

• Appearance/Colour: colourless liquid with a fresh, fruity-floral odour
• Vapor Pressure: 0.0513mmHg at 25°C
• Refractive Index: n20/D 1.49(lit.)
• Boiling Point: 234.976 °C at 760 mmHg
• Flash Point: 95.54 °C
• PSA: 26.30000
• Density: 1.015 g/cm³
• LogP: 2.38580
• Water Solubility.: 989.48mg/L at 25℃
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

46%, ^*data from raw suppliers

Benzyl Isobutyrate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)OCC1=CC=CC=C1

Technology Process of Benzyl isobutyrate

There total 27 articles about Benzyl 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%

isobutyraldehyde (78-84-2) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-methylpropanoate (103-28-6)

Guidance literature:

With dmap; 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; C₂₃H₁₉Cl₃N₃⁽¹⁺⁾*Cl^(1-); benzoic acid; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1002/anie.202104712

Reference yield: 96.0%

isobutyryl chloride (79-30-1) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-methylpropanoate (103-28-6)

Guidance literature:

at 20 ℃; for 1.5h;

DOI:10.1002/chem.200600280

Reference yield: 94.0%

2-(Benzyloxy)-3-methylbutanal (96925-01-8) + p-toluidine (106-49-0,12221-03-3) → benzyl 2-methylpropanoate (103-28-6) + N-(4-methylphenyl)formamide (3085-54-9)

Guidance literature:

With trifluoroacetic acid; In toluene; at 50 ℃; for 2h;

DOI:10.1039/c3ob40685g

upstream raw materials:

aluminum ethoxide

benzaldehyde

isobutyraldehyde

benzyl chloroformate

Downstream raw materials:

3-(2-chloro-phenyl)-2-methyl-propionic acid benzyl ester

benzyl alcohol

3-(2-methyl-1-phenylpropan-2-yl)-1-(2-phenylpropan-2-yl)-1H-pyrazol-5(4H)-one

Refernces

• 1、 Karmel, Isabell S. R.,Fridman, Natalia,Tamm, Matthias,Eisen, Moris S.. "Mixed Imidazolin-2-iminato-Cp? Thorium(IV) Complexes: Synthesis and Reactivity Toward Oxygen-Containing Substrates". . p. 2933 - 2942. Retrieved 2015.
• 2、 Mori, Akinori,Miyakawa, Yumi,Ohashi, Eri,Haga, Tomoko,Maegawa, Tomohiro,Sajiki, Hironao. "Pd/C-catalyzed chemoselective hydrogenation in the presence of diphenylsulfide". . p. 3279 - 3281. Retrieved 2006.
• 3、 Mori, Akinori,Mizusaki, Tomoteru,Kawase, Masami,Maegawa, Tomohiro,Monguchi, Yasunari,Takao, Shinobu,Takagi, Yukio,Sajikia, Hironao. "Novel palladium-on-carbon/diphenyl sulfide complex for chemoselective hydrogenation: Preparation, characterization, and application". . p. 406 - 410. Retrieved 2008.
• 4、 Otera, Junzo,Dan-oh, Nobushisa,Nozaki, Hitosi. "Novel Template Effects of Distannoxane Catalysts in Highly Efficient Transesterification and Esterification". . p. 5307 - 5311. Retrieved 1991.
• 5、 Farhadi, Saeed,Jahanara, Kosar,Sepahdar, Asma. "Sol-gel derived LaFeO3/SiO2 nanocomposite: Synthesis, characterization and its application as a new, green and recoverable heterogeneous catalyst for the efficient acetylation of amines, alcohols and phenols". . p. 1103 - 1112. Retrieved 2014.
• 6、 Dong, Jinfeng,Luo, Ruidong,Luo, Yunbai. "PH-Responsive Pickering emulsion stabilized by polymer-coated silica nanoaggregates and applied to recyclable interfacial catalysis". . p. 42423 - 42431. Retrieved 2020.
• 7、 Farhadi, Saeid,Zareisahamieh, Reza,Zaidi, Masoumeh. "H6GeMo10V2O40·16H 2O nanoparticles prepared by hydrothermal method: A new and reusable heteropoly acid catalyst for highly efficient acetylation of alcohols and phenols under solvent-free conditions". . p. 1323 - 1332. Retrieved 2011.
• 8、 Hayashi, Hiroyuki,Yasukochi, Shotaro,Sakamoto, Tatsuhiro,Hatano, Manabu,Ishihara, Kazuaki. "Insight into the Mechanism of the Acylation of Alcohols with Acid Anhydrides Catalyzed by Phosphoric Acid Derivatives". supporting information. p. 5197 - 5212. Retrieved 2021/04/12.