Benzyl butyrate

Base Information

• Chemical Name: Benzyl butyrate
• CAS No.: 103-37-7
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Hs Code.: 29156000
• European Community (EC) Number: 203-105-1
• NSC Number: 8073
• UNII: 84L0NDE31F
• DSSTox Substance ID: DTXSID7047510
• Nikkaji Number: J35.107E
• Wikidata: Q27269535
• Metabolomics Workbench ID: 46023
• ChEMBL ID: CHEMBL3183179
• Mol file: 103-37-7.mol

Synonyms:Benzyl butyrate;Benzyl butanoate;103-37-7;Benzyl n-butyrate;Butanoic acid, phenylmethyl ester;Phenylmethyl butanoate;Benzyl n-butanoate;Butyric acid, benzyl ester;Phenylmethyl butyrate;Benzyl butyrate (natural);Benzylester kyseliny maselne;FEMA No. 2140;Butyric Acid Benzyl Ester;NSC 8073;BENZYLBUTYRATE;Benzylester kyseliny maselne [Czech];EINECS 203-105-1;Butanoic acid, benzyl ester;n-Butyric acid benzyl ester;BRN 2047625;UNII-84L0NDE31F;AI3-06120;84L0NDE31F;DTXSID7047510;NSC-8073;BENZYL-N-BUTYRATE;benzyl butanate;Butyric acid benzyl;WLN: 3VO1R;SCHEMBL19960;BENZYL BUTYRATE [FCC];BENZYL BUTYRATE [FHFI];CHEMBL3183179;DTXCID5027510;FEMA 2140;NSC8073;CHEBI:173824;Tox21_300891;MFCD00027133;AKOS015915631;Benzyl butyrate, >=98%, FCC, FG;LS-2574;Benzyl butyrate, natural, >=98%, FCC;NCGC00248204-01;NCGC00254795-01;AS-56642;CAS-103-37-7;B0756;CS-0199272;FT-0622814;F71210;4-(aminomethyl)-tetrahydro-2H-pyran-4-olhydrochloride;Q27269535

Chemical Property of Benzyl butyrate

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.0366mmHg at 25°C
• Refractive Index: n20/D 1.494(lit.)
• Boiling Point: 241.1 °C at 760 mmHg
• Flash Point: 107.2 °C
• PSA: 26.30000
• Density: 1.016 g/cm³
• LogP: 2.52990
• Storage Temp.: Store below +30°C.
• Water Solubility.: 136mg/L
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

Benzyl Butyrate >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)OCC1=CC=CC=C1
• Uses: Plasticizer, odorants, flavoring. Benzyl Butyrate is a pesticidal compound.

Technology Process of Benzyl butyrate

There total 39 articles about Benzyl butyrate 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%

butyraldehyde (123-72-8) + benzyl alcohol (100-51-6,185532-71-2) → benzyl butanoate (103-37-7)

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 1h;

DOI:10.1002/anie.202104712

Reference yield: 98.9%

benzyl alcohol (100-51-6,185532-71-2) + butyric acid (107-92-6) → benzyl butanoate (103-37-7)

Guidance literature:

With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate; In toluene; at 115 ℃; for 1.5h;

Reference yield: 96.0%

benzyl (E)-2-butenoate (71338-71-1) → benzyl butanoate (103-37-7)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; triethylsilane; In dichloromethane; at 150 ℃; for 0.5h; chemoselective reaction; Microwave irradiation;

DOI:10.1039/c0cc04115g

upstream raw materials:

sodium butyrate

benzyl chloride

benzyl alcohol

butyric acid

Downstream raw materials:

(S)-6-Benzyloxycarbonylamino-2-ethyl-3-oxo-heptanedioic acid 1-benzyl ester 7-methyl ester

butyl butyrate

benzyl alcohol

butyric acid

Refernces

• 1、 Le Bras, Jean,Mukherjee, Deb Kumar,Gonzalez, Sara,Tristany, Mar,Ganchegui, Benjamin,Moreno-Manas, Marcial,Pleixats, Roser,Henin, Francoise,Muzart, Jacques. "Palladium nanoparticles obtained from palladium salts and tributylamine in molten tetrabutylammonium bromide: Their use for hydrogenolysis-free hydrogenation of olefins". . p. 1550 - 1553. Retrieved 2004.
• 2、 Sun, Sengen,Edwards, Louise,Harrison, Paul. "Glycoluril as an efficient molecular template for intramolecular Claisen-type condensations". . p. 437 - 448. Retrieved 1998.
• 3、 Grobelny, Zbigniew,Stolarzewicz, Andrzej,Maercker, Adalbert. "Formation of radical anions and not deprotonation starts the reaction of γ-butyrolactone with potassium anions". . p. 8201 - 8203. Retrieved 2005.
• 4、 Brinchi,Germani,Savelli. "Ionic liquids as reaction media for esterification of carboxylate sodium salts with alkyl halides". . p. 2027 - 2029. Retrieved 2003.
• 5、 Baumann, Marcus,Leslie, Alexander,Moody, Thomas S.,Smyth, Megan,Wharry, Scott. "Tandem Continuous Flow Curtius Rearrangement and Subsequent Enzyme-Mediated Impurity Tagging". . p. 452 - 456. Retrieved 2021.
• 6、 Salechi,Khodaei,Ghareghani,Motlagh. "Iron perchlorate on silica gel as multi-purpose reagent for catalysis of closure and rupture of carbon-oxygen bond in epoxides, alcohols, and esters". . p. 794 - 796. Retrieved 2003.
• 7、 Degueil-Castaing, M.,Jeso, B. De,Drouillard, S.,Maillard, B.. "ENZYMATIC REACTIONS IN ORGANIC SYNTHESIS: 2- ESTER INTERCHANGE OF VINYL ESTERS". . p. 953 - 954. Retrieved 1987.
• 8、 Villoria-del-álamo, Beatriz,Rojas-Buzo, Sergio,García-García, Pilar,Corma, Avelino. "Zr-MOF-808 as Catalyst for Amide Esterification". . p. 4588 - 4598. Retrieved 2021.
• 9、 Zhao, Hua,Jones, Cecil L.,Cowins, Janet V.. "Lipase dissolution and stabilization in ether-functionalized ionic liquids". . p. 1128 - 1138. Retrieved 2009.
• 10、 Chen, Xuanxiao,Gouverneur, Véronique,Hell, Sandrine M.,Meyer, Claudio F.,Ortalli, Sebastiano,Sap, Jeroen B. I.. "Hydrofluoromethylation of alkenes with fluoroiodomethane and beyond". . p. 12149 - 12155. Retrieved 2021/09/28.