4-Cyanophenyl acetate

Base Information

• Chemical Name: 4-Cyanophenyl acetate
• CAS No.: 13031-41-9
• Molecular Formula: C9H7 N O2
• Molecular Weight: 161.16
• Hs Code.: 2926909090
• European Community (EC) Number: 235-893-8
• UNII: EEL1PCP8AM
• DSSTox Substance ID: DTXSID8027741
• Nikkaji Number: J270.066B
• Wikidata: Q27277137
• Mol file: 13031-41-9.mol

Synonyms:4-Cyanophenyl acetate;13031-41-9;p-Cyanophenyl acetate;(4-cyanophenyl) acetate;4-Acetoxybenzonitrile;Benzonitrile, 4-(acetyloxy)-;EEL1PCP8AM;UNII-EEL1PCP8AM;4-(Acetyloxy)benzonitrile;EINECS 235-893-8;Benzonitrile, p-hydroxy-, acetate (ester);EC 235-893-8;4-cyanophenylacetate;P-ACETOXYBENZONITRILE;SCHEMBL337646;DTXSID8027741;MFCD00129158;AKOS006241748;BENZONITRILE, P-HYDROXY-, ACETATE;CS-0444219;W-109165;Q27277137

Chemical Property of 4-Cyanophenyl acetate

Chemical Property:

• Vapor Pressure: 0.00359mmHg at 25°C
• Boiling Point: 281.3°Cat760mmHg
• Flash Point: 128°C
• PSA: 50.09000
• Density: 1.18g/cm³
• LogP: 1.48358
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 208

Purity/Quality:

99.9% ^*data from raw suppliers

4-Cyanophenylacetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)C#N
• Uses: 4-Acetoxybenzonitrile is used as an organic chemical synthesis intermediate.

Technology Process of 4-Cyanophenyl acetate

There total 46 articles about 4-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: 100.0%

4-cyanophenol (767-00-0) + acetyl chloride (75-36-5) → 4-cyanophenyl acetate (13031-41-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

DOI:10.1002/cmdc.201200583

Reference yield: 100.0%

acetic anhydride (108-24-7) + 4-cyanophenol (767-00-0) → 4-cyanophenyl acetate (13031-41-9)

Guidance literature:

With magnesium(II) perchlorate; at 80 ℃; for 0.25h;

DOI:10.1016/j.tet.2003.08.007

Reference yield: 92.0%

carbon monoxide (201230-82-2) + 4-methoxybenzonitrile (874-90-8) + methyl iodide (74-88-4) → 4-cyanophenyl acetate (13031-41-9)

Guidance literature:

With iridium(III) chloride; triphenylphosphine; In acetonitrile; at 180 ℃; for 20h; under 3750.38 Torr; Autoclave;

DOI:10.1039/d0nj05050d

upstream raw materials:

(E)-4-hydroxybenzaldehyde oxime

acetic anhydride

4-O-acetylbenzaldehyde oxime

acetyl chloride

Downstream raw materials:

p-cyanophenyl p-hydroxy-o-chlorobenzoate

N-acetyl-1-dodecylamine

4-cyanophenol

propionic acid

Refernces

• 1、 Pieber, Bartholom?us,Malik, Jamal A.,Cavedon, Cristian,Gisbertz, Sebastian,Savateev, Aleksandr,Cruz, Daniel,Heil, Tobias,Zhang, Guigang,Seeberger, Peter H.. "Semi-heterogeneous Dual Nickel/Photocatalysis using Carbon Nitrides: Esterification of Carboxylic Acids with Aryl Halides". supporting information. p. 9575 - 9580. Retrieved 2019/06/25.
• 2、 Rostami, Abed,Rostami, Amin,Ghaderi, Arash,Gholinejad, Mohammad,Gheisarzadeh, Sajedeh. "Copper-Catalyzed C-S Bond Formation via the Cleavage of C-O Bonds in the Presence of S8 as the Sulfur Source". . p. 5025 - 5038. Retrieved 2017/10/06.