BENZYL PHENYLACETATE

Base Information

• Chemical Name: BENZYL PHENYLACETATE
• CAS No.: 102-16-9
• Deprecated CAS: 1071573-04-0
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• Hs Code.: 29163990
• European Community (EC) Number: 203-008-4
• UNII: A7LDA0CIWF
• DSSTox Substance ID: DTXSID6024597
• Nikkaji Number: J47.215H
• Wikidata: Q27273733
• Metabolomics Workbench ID: 45958
• ChEMBL ID: CHEMBL1303827
• Mol file: 102-16-9.mol

Synonyms:BENZYL PHENYLACETATE;Phenylacetic Acid Benzyl Ester;benzyl 2-phenylacetate;

Chemical Property of BENZYL PHENYLACETATE

Chemical Property:

• Appearance/Colour: Clear colorless liquid with a honey-like odor
• Vapor Pressure: 9.31E-06mmHg at 25°C
• Melting Point: 51-52 °C
• Refractive Index: n20/D 1.555(lit.)
• Boiling Point: 358.3 °C at 760 mmHg
• Flash Point: 255.3 °C
• PSA: 26.30000
• Density: 1.147 g/cm³
• LogP: 2.97250
• Water Solubility.: 18.53mg/L at 25℃
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 225

Purity/Quality:

99.9% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)OCC2=CC=CC=C2
• Uses: Perfumery and flavors.

Technology Process of BENZYL PHENYLACETATE

There total 101 articles about BENZYL 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: 100.0%

phenylacetyl chloride (103-80-0) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-phenylacetate (102-16-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201100219

Reference yield: 100.0%

phenylacetic acid (103-82-2) + benzyl bromide (100-39-0) → benzyl 2-phenylacetate (102-16-9)

Guidance literature:

With potassium carbonate; In acetone; at 60 ℃;

DOI:10.1021/acs.orglett.9b02522

Reference yield: 90.0%

Benzeneacetamide (103-81-1) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-phenylacetate (102-16-9)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In n-heptane; at 100 ℃; for 24h;

DOI:10.1016/j.tetlet.2014.10.124

upstream raw materials:

phenylacetic acid

boric acid tribenzyl ester

sodium phenylacetate

benzyl chloride

Downstream raw materials:

2-phenyl-pent-4-enoic acid benzyl ester

benzyl 2,3-diphenylpropionate

N-benzylphenylacetamide

Benzeneacetamide

Refernces

• 1、 Ahmed, Alauddin,Fukuda, Hirohiko,Inomata, Katsuhiko,Kotake, Hiroshi. "3-(5-NITRO-2-PYRIDON-1-YL)-1,2-BENZOISOTHIAZOLE 1,1-DIOXIDE (BID-NPy) AS A NEW EFFECTIVE CONDENSING REAGENT". . p. 1161 - 1164. Retrieved 1980.
• 2、 Jayasree,Seayad,Chaudhari. "Novel palladium(II) complex containing a chelating anionic N-O ligand: Efficient carbonylation catalyst". . p. 203 - 206. Retrieved 2000.
• 3、 Seebach, Dieter,Hungerbuehler, Ernst,Naef, Reto,Schnurrenberger, Peter,Weidmann, Beat,Zueger, Max. "Titanate-Mediated Transesterifications with Functionalized Substrates". . p. 138 - 141. Retrieved 1982.
• 4、 Walling,Lepley. "-". . p. 546. Retrieved 1971.
• 5、 Cardellini, Fabio,Brinchi, Lucia,Germani, Raimondo,Tiecco, Matteo. "Convenient esterification of carboxylic acids by SN2 reaction promoted by a protic ionic-liquid system formed in situ in solvent-free conditions". . p. 3248 - 3256. Retrieved 2014.
• 6、 Kokotos, George,Chiou, Antonia. "Convenient synthesis of benzyl and allyl esters using benzyl and allyl 2,2,2-trichloro-acetimidate". . p. 168 - 170. Retrieved 1997.
• 7、 Velusamy, Subbarayan,Borpuzari, Sarbani,Punniyamurthy. "Cobalt(II)-catalyzed direct acetylation of alcohols with acetic acid". . p. 2011 - 2015. Retrieved 2005.
• 8、 Wani, Manzoor A.,Kumar, Ashish,Pandey, Mrituanjay D.,Pandey, Rampal. "Heteroleptic 1D coordination polymers: 5-Coordinated zinc(II) polymer as an efficient transesterification catalyst". . p. 142 - 149. Retrieved 2017.
• 9、 Smyrnov, Vladyslav,Muriel, Bastian,Waser, Jerome. "Synthesis of Quinolines via the Metal-free Visible-Light-Mediated Radical Azidation of Cyclopropenes". supporting information. p. 5435 - 5439. Retrieved 2021/07/21.
• 10、 -. "ZWITTERIONIC CATALYSTS FOR (TRANS)ESTERIFICATION: APPLICATION IN FLUOROINDOLE-DERIVATIVES AND BIODIESEL SYNTHESIS". Paragraph 0015; 0028. . Retrieved 2021/01/29.