3-Cyanophenyl acetate

Base Information

• Chemical Name: 3-Cyanophenyl acetate
• CAS No.: 55682-11-6
• Molecular Formula: C9H7 N O2
• Molecular Weight: 161.16
• European Community (EC) Number: 654-741-5
• NSC Number: 163145
• DSSTox Substance ID: DTXSID10303872
• Nikkaji Number: J270.057C
• Wikidata: Q82049362
• ChEMBL ID: CHEMBL14146
• Mol file: 55682-11-6.mol

Synonyms:3-Cyanophenyl acetate;(3-cyanophenyl) acetate;55682-11-6;3-Acetoxybenzonitrile;m-CYANOPHENYL ACETATE;m-acetoxybenzonitrile;NSC163145;CHEMBL14146;SCHEMBL10547627;DTXSID10303872;AKOS006243228;NSC-163145;InChI=1/C9H7NO2/c1-7(11)12-9-4-2-3-8(5-9)6-10/h2-5H,1H

Chemical Property of 3-Cyanophenyl acetate

Chemical Property:

• Vapor Pressure: 0.00881mmHg at 25°C
• Boiling Point: 266.1°Cat760mmHg
• Flash Point: 119.4°C
• PSA: 50.09000
• Density: 1.18g/cm³
• LogP: 1.48358
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 216

Purity/Quality:

99.90% ^*data from raw suppliers

3-CYANOPHENYL ACETATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=CC(=C1)C#N

Technology Process of 3-Cyanophenyl acetate

There total 8 articles about 3-Cyanophenyl 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: 91.0%

3-acetoxytoluene (122-46-3) → 3-cyanophenyl acetate (55682-11-6)

Guidance literature:

With tert.-butylnitrite; N-hydroxyphthalimide; palladium diacetate; In acetonitrile; at 70 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201305731

Reference yield: 56.0%

3-iodobenzonitrile (69113-59-3) + nickel(II) acetate tetrahydrate (6018-89-9) + N-tert-butoxycarbonyl-proline (15761-39-4,59433-50-0) → 3-cyanophenyl acetate (55682-11-6) + 1-(tert-butyl) 2-(3-cyanophenyl)pyrrolidine-1,2-dicarboxylate + benzonitrile (100-47-0)

Guidance literature:

With N-isopropyl-N-tert-butylamine; 4,4'-di-tert-butyl-2,2'-bipyridine; In dimethyl sulfoxide; at 40 ℃; for 72h; Irradiation; Sealed tube;

DOI:10.1002/anie.201902785

Reference yield:

m-cyanophenol (873-62-1) + 4-nitrophenol acetate (830-03-5) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 3-cyanophenyl acetate (55682-11-6)

Guidance literature:

With Tris buffer; In water; at 25 ℃; Rate constant;

DOI:10.1039/P29960002285

upstream raw materials:

3-hydroxybenzaldehyde oxime

acetic anhydride

m-cyanophenol

4-nitrophenol acetate

Downstream raw materials:

m-cyanophenol

Phenyl acetate

N-(4-chlorobenzyl)acetamide

N-(p-methoxybenzyl)acetamide

Refernces

• 1、 Shu, Zhibin,Ye, Yuxuan,Deng, Yifan,Zhang, Yan,Wang, Jianbo. "Palladium(II)-catalyzed direct conversion of methyl arenes into aromatic nitriles". supporting information. p. 10573 - 10576. Retrieved 2013/10/21.
• 2、 Koh, Han Joong,Kim, Seung Il,Lee, Byung Choon,Lee, Ikchoon. "Kinetics and mechanism of aminolysis of phenyl acetates and phenyl trimethylacetates in dimethyl suldoxide". . p. 1353 - 1358. Retrieved 2007/10/03.