o-Tolyl benzoate

Base Information

• Chemical Name: o-Tolyl benzoate
• CAS No.: 617-02-7
• Molecular Formula: C14H12O2
• Molecular Weight: 212.248
• Hs Code.: 2916310090
• European Community (EC) Number: 210-501-8
• NSC Number: 6043
• UNII: Q2UE89RH5U
• DSSTox Substance ID: DTXSID30210695
• Nikkaji Number: J47.241G
• Wikidata: Q63396341
• Mol file: 617-02-7.mol

Synonyms:o-Tolyl benzoate;617-02-7;2-Methylphenyl benzoate;o-Tolylbenzoate;Benzoic acid, o-tolyl ester;(2-methylphenyl) benzoate;Benzoic acid, 2-methylphenyl ester;2-Cresyl benzoate;Q2UE89RH5U;NSC-6043;EINECS 210-501-8;AI3-03809;Benzoic acid o-tolyl ester;toluene benzoate;O-CRESYL BENZOATE;2-TOLYL BENZOATE;2-Methylphenyl benzoate #;UNII-Q2UE89RH5U;ORTHO-TOLYL BENZOATE;Benzoic acid 2-methylphenyl;CRESYL BENZOATE, O-;SCHEMBL1284160;DTXSID30210695;NSC6043;NSC 6043;MFCD00041330;AKOS003042856;AS-76211;A868646;W-109578;Q63396341

Chemical Property of o-Tolyl benzoate

Chemical Property:

• Vapor Pressure: 1.23E-05mmHg at 25°C
• Refractive Index: 1.5700
• Boiling Point: 368.9 °C at 760 mmHg
• Flash Point: 154.5 °C
• PSA: 26.30000
• Density: 1.122 g/cm³
• LogP: 3.21420
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

o-Tolylbenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1OC(=O)C2=CC=CC=C2

Technology Process of o-Tolyl benzoate

There total 37 articles about o-Tolyl benzoate 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: 98.0%

2-iodophenyl benzoate (129103-70-4) → 2-methylphenyl benzoate (617-02-7)

Guidance literature:

With phenyllithium; at -70 ℃;

DOI:10.1126/science.aaf1389

Reference yield: 96.0%

benzoyl fluoride (455-32-3) + ortho-cresol (95-48-7,77504-84-8) → 2-methylphenyl benzoate (617-02-7)

Guidance literature:

With hydridotetakis(triphenylphosphine)rhodium(I); 1,2-bis-(diphenylphosphino)ethane; In chlorobenzene; for 3h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2011.07.031

Reference yield: 94.0%

iodobenzene (591-50-4) + carbon monoxide (201230-82-2) + ortho-cresol (95-48-7,77504-84-8) → 2-methylphenyl benzoate (617-02-7)

Guidance literature:

With N,N-dimethyl acetamide; triethylamine; at 100 ℃; for 4h; under 15001.5 Torr; Autoclave;

DOI:10.1007/s11243-014-9818-9

upstream raw materials:

benzoyl chloride

ortho-cresol

2,2,2-trichloroacetophenone

benzoic acid

Downstream raw materials:

3-methyl-4-hydroxybenzophenone

4-hydroxy-3-methylbenzophenone benzoate

(2-hydroxy-3-methylphenyl)(phenyl)methanone

benzoic acid-(4-bromo-2-methyl-phenyl ester)

Refernces

• 1、 Shi, Yijun,Liu, Xuejing,Cao, Han,Bie, Fusheng,Han, Ying,Yan, Peng,Szostak, Roman,Szostak, Michal,Liu, Chengwei. "Conversion of esters to thioesters under mild conditions". supporting information. p. 2991 - 2996. Retrieved 2021/04/14.
• 2、 Begala, Michela,Mancinelli, Michele,Delogu, Giovanna Lucia. "Unexpected migration of a benzoyl group in the intramolecular Wittig reaction of o-acyloxybenzylidenephosphoranes with benzoyl chlorides: One-pot synthesis of isomeric 3-benzoyl-2-phenylbenzofurans". supporting information. . Retrieved 2020/01/28.