2-Acetyl-4-cyanophenol

Base Information

• Chemical Name: 2-Acetyl-4-cyanophenol
• CAS No.: 35794-84-4
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• Hs Code.: 2926909090
• European Community (EC) Number: 958-963-6
• DSSTox Substance ID: DTXSID10490817
• Nikkaji Number: J3.161.067B
• Wikidata: Q72435010
• Mol file: 35794-84-4.mol

Synonyms:2-Acetyl-4-cyanophenol;35794-84-4;3-acetyl-4-hydroxybenzonitrile;Benzonitrile, 3-acetyl-4-hydroxy-;3-Acetyl-4-hydroxy-benzonitrile;5-cyano-2-hydroxyacetophenone;MFCD00100432;SCHEMBL311893;DTXSID10490817;3-Acetyl-4-hydroxy-benzonit rile;HSZUUVJFZOGAMB-UHFFFAOYSA-N;AKOS005145929;CS-W002371;FS-3051;SY022056;AM20040276;FT-0650862;EN300-125736;A847276;J-507698

Chemical Property of 2-Acetyl-4-cyanophenol

Chemical Property:

• Vapor Pressure: 0.000269mmHg at 25°C
• Melting Point: 103 °C
• Refractive Index: 1.578
• Boiling Point: 313.475 °C at 760 mmHg
• PKA: 8.04±0.18(Predicted)
• Flash Point: 143.385 °C
• PSA: 61.09000
• Density: 1.268 g/cm³
• LogP: 1.46648
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

2-Acetyl-4-cyanophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Acetyl-4-cyanophenol

There total 6 articles about 2-Acetyl-4-cyanophenol 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: 70.0%

5-Bromo-2-hydroxyacetophenone (1450-75-5) → 2-hydroxy-5-cyanoacetophenone (35794-84-4)

Guidance literature:

In hexane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield: 69.0%

5-Bromo-2-hydroxyacetophenone (1450-75-5) + copper(l) cyanide → 2-hydroxy-5-cyanoacetophenone (35794-84-4)

Guidance literature:

In N,N-dimethyl-formamide; at 160 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c6cc07119h

Reference yield: 60.0%

4-cyanophenyl acetate (13031-41-9) → 2-hydroxy-5-cyanoacetophenone (35794-84-4)

Guidance literature:

With aluminum (III) chloride; at 180 ℃; for 3h;

DOI:10.1002/cmdc.201200583

upstream raw materials:

5-Bromo-2-hydroxyacetophenone

pyrrolidine

ethyl 10-undecenenoate

acetophenone

Downstream raw materials:

1-[2-hydroxy-5-(1H-tetrazol-5-yl)-phenyl]-ethanone

N-(6-cyano-3,4-dihydro-3-hydroxyspiro[2H-1-benzopyran-2,1'-cyclohexane]-4-yl)-L-phenylalanine ethyl ester

N-(6-cyano-3,4-dihydro-3-hydroxyspiro[2H-1-benzopyran-2,1'-cyclohexane]-4-yl)-L-tyrosine ethyl ester

N-(6-cyano-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-1-benzopyran-4-yl)-L-phenylalanine ethyl ester

Refernces

• 1、 Bano, Mohsina,Barot, Kuldipsinh P.,Jain, Shailesh V.,Ghate, Manjunath D.. "Identification of 3-hydroxy-4[3,4-dihydro-3-oxo-2H-1,4-benzoxazin-4-yl]-2,2-dimethyldihydro-2H-benzopyran derivatives as potassium channel activators and anti-inflammatory agents". . p. 3008 - 3020. Retrieved 2015/03/18.
• 2、 Zhou, Jinpei,Qian, Hai,Zhang, Huibin,Gao, Hui,Huang, Wenlong,Zhu, Xiaoyun,Ni, Shuaijian,Zhang, Chuntao. "Design, synthesis and biological evaluation of benzopyran derivatives as KATP channel openers". scheme or table. p. 415 - 420. Retrieved 2011/10/18.