Benzyl acetate

Base Information

• Chemical Name: Benzyl acetate
• CAS No.: 140-11-4
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: H3COOCH2C6H5 MOL WT. 150.18
• European Community (EC) Number: 205-399-7
• ICSC Number: 1331
• NSC Number: 4550
• UN Number: 1993
• UNII: 0ECG3V79ZJ
• DSSTox Substance ID: DTXSID0020151
• Nikkaji Number: J2.950E
• Wikipedia: Benzyl acetate
• Wikidata: Q424223
• RXCUI: 1487188
• Metabolomics Workbench ID: 44809
• ChEMBL ID: CHEMBL1233714
• Mol file: 140-11-4.mol

Synonyms:(14C)benzyl acetate;acetic acid benzyl ester;benzyl (1-14C)acetate;benzyl (2-14C)acetate;benzyl acetate

Chemical Property of Benzyl acetate

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.164mmHg at 25°C
• Melting Point: -51 °C
• Refractive Index: 1.501 - 1.504
• Boiling Point: 213.5 °C at 760 mmHg
• Flash Point: 102.2 °C
• PSA: 26.30000
• Density: 1.055 g/cm³
• LogP: 1.74970
• Water Solubility.: <0.1 g/100 mL at 23℃
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S37/39:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: CC(=O)OCC1=CC=CC=C1
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: The vapour is irritating to the eyes and respiratory tract. The substance may cause effects on the central nervous system. Exposure far above the OEL could cause unconsciousness.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking. The substance may have effects on the kidneys.

Technology Process of Benzyl acetate

There total 452 articles about Benzyl acetate 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: 87.0%

ammonium acetate (631-61-8,92206-38-7) + benzyl alcohol (100-51-6,185532-71-2) → Benzyl acetate (140-11-4) + benzyl bromide (100-39-0)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In acetonitrile; at 20 ℃; for 2h; Cooling with ice;

DOI:10.1016/j.tetlet.2013.01.068

Reference yield: 87.0%

dibenzyl ether (103-50-4) → N-(phenylmethyl)acetamide (588-46-5) + Benzyl acetate (140-11-4) + benzyl chloride (100-44-7)

Guidance literature:

With acetyl chloride; cobalt(II) chloride; In acetonitrile; for 4h; Ambient temperature;

DOI:10.1246/cl.1987.953

Reference yield: 54.0%

benzyl chloromethyl sulfide (3970-13-6) + acetic acid (64-19-7,77671-22-8) → monochloromethanesulfonyl chloride (3518-65-8) + Benzyl acetate (140-11-4) + benzyl chloride (100-44-7) + benzenesulfonyl chloride (1939-99-7)

Guidance literature:

With chlorine; In water; at 20 - 30 ℃; for 2h;

upstream raw materials:

acetic anhydride

benzyl alcohol

acetic acid

Isopropenyl acetate

Downstream raw materials:

1,1,2-Triphenyl-1,2-ethanediol 2-acetate

Acetic acid 1-benzyloxymethyl-2-phenoxy-ethyl ester

benzyl 3-hydroxybutyrate

toluene

Refernces

• 1、 Schumacher, William T.,Mathews, Madeleine J.,Larson, Sean A.,Lemmon, Carl E.,Campbell, Karin A.,Crabb, Brendan T.,Chicoine, Brent J.-A.,Beauvais, Laurance G.,Perry, Marc C.. "Organocatalysis by site-isolated N-heterocyclic carbenes doped into the UIO-67 framework". . p. 422 - 427. Retrieved 2016.
• 2、 Kusov, S. Z.,Lubenets, E. G.,Kobrin, V. S.,Sheremet, O. P.,Khmel'nitskii, A. G.. "CATALYTIC ACTIVITY OF DIASTEREOMERS OF DICYCLOHEXANO-18-CROWN-6". . p. 650 - 651. Retrieved 1986.
• 3、 Brondani, Patrcia B.,Dudek, Hanna M.,Martinoli, Christian,Mattevi, Andrea,Fraaije, Marco W.. "Finding the Switch: Turning a baeyer-villiger monooxygenase into a NADPH Oxidase". . p. 16966 - 16969. Retrieved 2014.
• 4、 Allen, Caroline R.,Brown, Drew K.,Potts, Jessica L.,Ji, Chang. "Electrochemical reduction of methyl 2-bromomethylbenzoate at carbon cathodes in dimethylformamide containingwater". . p. G3069-G3072. Retrieved 2013.
• 5、 Melo, Ana D. Q.,Silva, Francisco F. M.,Dos Santos, José C. S.,Fernández-Lafuente, Roberto,Lemos, Telma L. G.,Dias Filho, Francisco A.. "Synthesis of benzyl acetate catalyzed by lipase immobilized in nontoxic chitosan-polyphosphate beads". . . Retrieved 2017.
• 6、 Wilson,Tharp. "o-Hydroperoxynaphthoquinols. Chemical transducers for coupling oxidation with acylation: A Vitamin K model". . p. 4100 - 4101. Retrieved 1985.
• 7、 Bocola, Marco,Schulz, Frank,Leca, Francois,Vogel, Andreas,Fraaije, Marco W.,Reetz, Manfred T.. "Converting phenylacetone monooxygenase into phenylcyclohexanone monooxygenase by rational design: Towards practical Baeyer-Villiger monooxygenases". . p. 979 - 986. Retrieved 2005.
• 8、 Kurz, Michael E.,Ngoviwatchai, Preecha. "Free-Radical Aromatic Nitromethylation Promoted by Cerium(IV)". . p. 4672 - 4676. Retrieved 1981.
• 9、 Yulin,Yuncheng. "The tribromolanthanoids (LnBr3) catalysed reactions of benzyl alkyl ethers and carboxylic acids promoted by microwave irradiation". . p. 1045 - 1048. Retrieved 1994.
• 10、 Osuka, Atsuhiro,Suzuki, Hitomi. "REDUCTION OF α-HALOCARBONYL COMPOUNDS WITH SODIUM HYDROGEN TELLURIDE". . p. 119 - 120. Retrieved 1983.