m-Cresyl phenylacetate

Base Information

• Chemical Name: m-Cresyl phenylacetate
• CAS No.: 122-27-0
• Molecular Formula: C15H14 O2
• Molecular Weight: 226.275
• Hs Code.: 2916399090
• European Community (EC) Number: 204-531-0
• NSC Number: 164907,46149,5980
• UNII: 96RS9TI44Q
• DSSTox Substance ID: DTXSID0059538
• Nikkaji Number: J297.773G
• Wikidata: Q81988850
• Mol file: 122-27-0.mol

Synonyms:m-Cresyl phenylacetate;122-27-0;m-Tolyl phenylacetate;Benzeneacetic acid, 3-methylphenyl ester;(3-methylphenyl) 2-phenylacetate;Phenylacetic acid, m-tolyl ester;3-Tolyl phenylacetate;m-Cresyl alpha-toluate;m-Cresyl .alpha.-toluate;96RS9TI44Q;NSC-5980;EINECS 204-531-0;Acetic acid, phenyl-, m-tolyl ester;NSC-46149;NSC 164907;NSC-164907;Phenylacetic acid, 3-methylphenyl ester;AI3-17242;m-tolyl 2-phenylacetate;PHENYLACETIC ACID M-TOLYL ESTER;meta-Tolyl phenylacetate;m - tolyl phenylacetate;UNII-96RS9TI44Q;SCHEMBL1640435;CRESYL PHENYLACETATE, M-;DTXSID0059538;NSC5980;NSC46149;NSC164907;PHENYLACETATE, 3-METHYLPHENYL;Phenylacetic acid 3-methylphenyl ester;FT-0631699

Chemical Property of m-Cresyl phenylacetate

Chemical Property:

• Vapor Pressure: 2.44E-05mmHg at 25°C
• Boiling Point: 359.1°Cat760mmHg
• Flash Point: 122.2°C
• PSA: 26.30000
• Density: 1.108g/cm³
• LogP: 3.14310
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 243

Purity/Quality:

98%min ^*data from raw suppliers

m-Cresylphenylacetate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)OC(=O)CC2=CC=CC=C2

Technology Process of m-Cresyl phenylacetate

There total 7 articles about m-Cresyl 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: 92.0%

3-methyl-phenol (108-39-4) + phenylacetyl chloride (103-80-0) → 3-methylphenyl phenylacetate (122-27-0)

Guidance literature:

With sodium hydroxide; In water; at 0 - 5 ℃; for 2h;

DOI:10.1081/SCC-120021843

Reference yield: 4.9%

1-(2-hydroxy-4-methylphenyl)-2-phenylethan-1-one (2491-34-1) → 3-methylphenyl phenylacetate (122-27-0)

Guidance literature:

iron(III) chloride; at 170 ℃; for 24h; Mechanism; Product distribution;

Reference yield:

phenylacetic acid (103-82-2) → 3-methylphenyl phenylacetate (122-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 20 °C

2: sodium hydroxide / water / 2 h

With oxalyl dichloride; N,N-dimethyl-formamide; sodium hydroxide; In dichloromethane; water;

DOI:10.1039/d0cc04452k

upstream raw materials:

3-methyl-phenol

phenylacetyl chloride

1-(2-hydroxy-4-methylphenyl)-2-phenylethan-1-one

1-(4-hydroxy-2-methylphenyl)-2-phenylethan-1-one

Downstream raw materials:

1-(2-hydroxy-6-methylphenyl)-2-phenylethanone

1-(2-hydroxy-4-methylphenyl)-2-phenylethan-1-one

1-(4-hydroxy-2-methylphenyl)-2-phenylethan-1-one

Refernces

• 1、 Chhor, Rakeshwar B.,Singh, Kunwar A.,Nosse,Tandon, Vishnu K.. "A convenient one-pot completely stereoselective synthesis of trans-4-Hydroxystilbenes and its derivatives and X-ray structure of its precursor". . p. 2519 - 2530. Retrieved 2007/10/03.
• 2、 Martin, Robert,Lafrance, Jean Ronald,Demerseman, Pierre. "A REEXAMINATION OF THE RETRO-FRIES REARRANGEMENT OF SOME o-HYDROXYKETONES". . p. 539 - 548. Retrieved 2007/10/02.