Phenethyl acetate

Base Information

• Chemical Name: Phenethyl acetate
• CAS No.: 103-45-7
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: 29153990
• European Community (EC) Number: 203-113-5
• NSC Number: 71927
• UNII: 67733846OW
• DSSTox Substance ID: DTXSID7044506
• Nikkaji Number: J4.021E
• Wikipedia: Phenethyl_acetate
• Wikidata: Q6856299
• Metabolomics Workbench ID: 46297
• ChEMBL ID: CHEMBL3184025
• Mol file: 103-45-7.mol

Synonyms:2-phenethyl acetate;2-phenylethyl acetate

Chemical Property of Phenethyl acetate

Chemical Property:

• Appearance/Colour: clear colorless to pale yellow liquid
• Vapor Pressure: 0.0564mmHg at 25°C
• Melting Point: -31 °C
• Refractive Index: n20/D 1.498(lit.)
• Boiling Point: 233.3 °C at 760 mmHg
• Flash Point: 101.7 °C
• PSA: 26.30000
• Density: 1.03 g/cm³
• LogP: 1.79220
• Storage Temp.: Store below +30°C.
• Water Solubility.: NEGLIGIBLE
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): 36/37/38:
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CC(=O)OCCC1=CC=CC=C1
• Uses: Phenylethyl acetate mantains the typical rose notes of Phenylethanol with a more intense honey profile which is perfect for fruit and alcoholic drink applications. It is used as a pharmaceutical intermediate and also it holds application in gas chromatography and liquid chromatography. 2-Phenethyl acetate is a highly valued natural volatile ester with a rose-like odour and is widely used to add scent or flavour to cosmetics, soaps, foods and drinks.

Technology Process of Phenethyl acetate

There total 113 articles about Phenethyl 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: 99.4%

vinyl acetate (108-05-4,9003-20-7) + 2-phenylethanol (60-12-8) → acetic acid phenethyl ester (103-45-7)

Guidance literature:

With 1,3-dichlorotetrabutyldistannoxane; In toluene; for 0.5h; Heating;

DOI:10.1021/jo9800412

Reference yield: 99.0%

2-phenylethanol (60-12-8) + acetic acid (64-19-7,77671-22-8) → acetic acid phenethyl ester (103-45-7)

Guidance literature:

scandium tris(trifluoromethanesulfonate); for 24h; Ambient temperature;

DOI:10.1039/a606484a

Reference yield: 96.0%

2-phenylethanol (60-12-8) + acetic anhydride (108-24-7) → acetic acid (64-19-7,77671-22-8) + acetic acid phenethyl ester (103-45-7)

Guidance literature:

With 3-((3-(trisilyloxy)propyl)propionamide)-1-methylimidazolium chloride ionic liquid supported on magnetic nanoparticle Fe₂O₃; at 20 ℃; for 1.33333h;

DOI:10.1016/j.jmmm.2015.10.044

upstream raw materials:

1,4-dioxane

methanol

2-acetoxyacetophenone

acetic acid

Downstream raw materials:

β-(4-acetylphenyl)ethyl acetate

menadione

2-benzyl-1,4-naphthoquinone

1,1'-(1,2-ethanediyl)bisbenzene

Refernces

• 1、 Li, Lingjun,Zhu, Lizhi,Zhang, Xinying,Zhang, Guisheng,Qu, Guirong. "Convenient tetrahydropyranylation of alcohols and phenols by catalytic ferric sulfate hydrate (Fe2(SO4)3· xH2O)". . p. 1120 - 1123. Retrieved 2005.
• 2、 Gruntz et al.. "-". . p. 701. Retrieved 1977.
• 3、 Waghmode, Suresh B.,Thakur, Vinay V.,Sudalai, Arumugam,Sivasanker, Subramanian. "Efficient liquid phase acylation of alcohols over basic ETS-10 molecular sieves". . p. 3145 - 3147. Retrieved 2001.
• 4、 Ferroni, Felix Martin,Tolmie, Carmien,Smit, Martha Sophia,Opperman, Diederik Johannes. "Structural and catalytic characterization of a fungal baeyer-villiger monooxygenase". . . Retrieved 2016.
• 5、 Iranpoor, Nasser,Firouzabadi, Habib,Jamalian, Arezu. "Silphos [PCl3-n(SiO2)n]: A heterogeneous phosphine reagent for formylation and acetylation of alcohols and amines with ethyl formate and acetate". . p. 7963 - 7966. Retrieved 2005.
• 6、 Catucci, Gianluca,Zgrablic, Ivan,Lanciani, Francesco,Valetti, Francesca,Minerdi, Daniela,Ballou, David P.,Gilardi, Gianfranco,Sadeghi, Sheila J.. "Characterization of a new Baeyer-Villiger monooxygenase and conversion to a solely N-or S-oxidizing enzyme by a single R292 mutation". . p. 1177 - 1187. Retrieved 2016.
• 7、 Osiglio, Lilian,Sathicq, Gabriel,Pizzio, Luis,Romanelli, Gustavo,Blanco, Mirta. "Preparation of acetates catalyzed by boric acid and/or tungstophosphoric acid-modified zirconia obtained employing polyethylene glycols as pore-forming agents". . p. 88 - 96. Retrieved 2017.
• 8、 Chakraborti, Asit K.,Gulhane, Rajesh. "Perchloric acid adsorbed on silica gel as a new, highly efficient, and versatile catalyst for acetylation of phenols, thiols, alcohols, and amines". . p. 1896 - 1897. Retrieved 2003.
• 9、 Iranpoor, Nasser,Shekarriz, Marzieh. "Catalytic esterification of alcohols, carboxylic acids and transesterification reactions with cerium(IV) triflate". . p. 455 - 458. Retrieved 1999.
• 10、 Aida,T. et al.. "-". . p. 29 - 32. Retrieved 1975.