p-Tolyl phenylacetate

Base Information

• Chemical Name: p-Tolyl phenylacetate
• CAS No.: 101-94-0
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• Hs Code.: 2916399090
• European Community (EC) Number: 202-990-1
• NSC Number: 5981
• UNII: 959IBY0PDG
• DSSTox Substance ID: DTXSID7051509
• Nikkaji Number: J62.863H
• Wikidata: Q27271768
• Metabolomics Workbench ID: 49421
• Mol file: 101-94-0.mol

Synonyms:p-Tolyl phenylacetate;101-94-0;p-Cresyl phenylacetate;BENZENEACETIC ACID, 4-METHYLPHENYL ESTER;Phenylacetic acid p-cresyl ester;p-tolyl 2-phenylacetate;(4-methylphenyl) 2-phenylacetate;Acetic acid, phenyl-, p-tolyl ester;Phenylacetic acid, p-tolyl ester;4-cresyl phenylacetate;4-methylphenyl 2-phenylacetate;4-Methylphenyl benzeneacetate;FEMA No. 3077;Cresyl phenylacetate, p-;Tolyl alpha-toluate, p-;Cresyl alpha-toluate, p-;NSC 5981;Methylphenyl phenylacetate, p-;Methylphenyl alpha-toluate, p-;p-Tolyl .alpha.-toluate;EINECS 202-990-1;p-Cresyl .alpha.-toluate;UNII-959IBY0PDG;4-Methylphenyl phenylacetate;959IBY0PDG;AI3-17243;NSC-5981;Acetic acid, phenyl-, p-tolyl ester (6CI,7CI,8CI);p-tolylphenylacetat;p-Tolyl=phenylacetate;p-Tolyl alpha-toluate;p-Cresyl alpha-toluate;P-Tolyl alpha -toluate;p - tolyl phenylacetate;P-Cresyl alpha -toluate;para-cresyl phenyl acetate;p-Methylphenyl phenylacetate;P-CRESYLPHENYLACETATE;p-Methylphenyl alpha-toluate;SCHEMBL789755;P-CRESYL PHENYL ACETATE;DTXSID7051509;p-Tolyl phenylacetate, >=99%;Phenylacetic Acid p-Tolyl Ester;FEMA 3077;NSC5981;CHEBI:174170;P-CRESYL PHENYLACETATE [MI];MFCD00025983;P-TOLYL PHENYLACETATE [FHFI];AKOS015904156;Benzeneacetic acid 4-methylphenyl ester;LS-3127;CS-0153051;FT-0631543;D89316;W-108893;Q27271768

Chemical Property of p-Tolyl phenylacetate

Chemical Property:

• Vapor Pressure: 2.33E-05mmHg at 25°C
• Melting Point: 74-76 °C(lit.)
• Refractive Index: 1.569
• Boiling Point: 359.7 °C at 760 mmHg
• Flash Point: 122.3 °C
• PSA: 26.30000
• Density: 1.108 g/cm³
• LogP: 3.14310
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 235

Purity/Quality:

98%,99%, ^*data from raw suppliers

p-Tolyl Phenylacetate >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)OC(=O)CC2=CC=CC=C2
• Uses: p-Tolyl phenylacetate are used as the ingredients of jasmine, narcissus, hyacinth, lily, and jonquille perfume compositions; fixative;fragrance ingredient in soaps and household products.

Technology Process of p-Tolyl phenylacetate

There total 11 articles about p-Tolyl 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: 90.0%

p-cresol (106-44-5) + 3-phenylethanoic dithioperoxyanhydride (15088-78-5) → p-tolyl phenylacetate (101-94-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/acs.orglett.6b02818

Reference yield: 83.0%

p-cresol (106-44-5) + N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate (260783-80-0) + carbon monoxide (201230-82-2) → p-tolyl phenylacetate (101-94-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; triphenylphosphine; In toluene; at 100 ℃; for 8h; under 760.051 Torr; Schlenk technique;

DOI:10.1039/c8ob00488a

Reference yield: 80.0%

phenylacetic acid (103-82-2) + p-cresol (106-44-5) → p-tolyl phenylacetate (101-94-0)

Guidance literature:

acid activated Indian bentonite catalyst; In o-xylene; for 4h; Heating;

upstream raw materials:

phenylacetic acid

p-cresol

tris(p-methylphenyl) borate

phenylacetic anhydride

Downstream raw materials:

1-(2-hydroxy-5-methylphenyl)-2-phenylethanone

1-(2-Hydroxy-5-methyl-phenyl)-3-morpholin-4-yl-2-phenyl-propan-1-one

1-(2-Hydroxy-5-methyl-phenyl)-2-phenyl-3-piperidin-1-yl-propan-1-one

1-(2-Hydroxy-5-methyl-phenyl)-2-phenyl-3-pyrrolidin-1-yl-propan-1-one

Refernces

• 1、 Raiford,Hildebrand. "-". . p. 481,484. Retrieved 1929.
• 2、 Yu, Weijie,Yang, Shuwu,Xiong, Fei,Fan, Tianxiang,Feng, Yan,Huang, Yuanyuan,Fu, Junkai,Wang, Tao. "Palladium-catalyzed carbonylation of benzylic ammonium salts to amides and esters: Via C-N bond activation". . p. 3099 - 3103. Retrieved 2018/05/22.
• 3、 Liu, Hong-Xin,Dang, Ya-Qian,Yuan, Yun-Fei,Xu, Zhi-Fang,Qiu, Sheng-Xiang,Tan, Hai-Bo. "Diacyl Disulfide: A Reagent for Chemoselective Acylation of Phenols Enabled by 4-(N,N-Dimethylamino)pyridine Catalysis". . p. 5584 - 5587. Retrieved 2016/11/17.