4-Cyanophenol

Base Information

• Chemical Name: 4-Cyanophenol
• CAS No.: 767-00-0
• Molecular Formula: C7H5NO
• Molecular Weight: 119.123
• Hs Code.: 29269095
• European Community (EC) Number: 212-175-2
• NSC Number: 400524
• UNII: 1S13529YJU
• DSSTox Substance ID: DTXSID9052509
• Nikkaji Number: J36.035J
• Wikidata: Q27117923
• Pharos Ligand ID: TK4HLHQ2KMGJ
• Metabolomics Workbench ID: 55940
• ChEMBL ID: CHEMBL66381
• Mol file: 767-00-0.mol

Synonyms:Benzonitrile,4-hydroxy-;Benzonitrile,p-hydroxy- (6CI,8CI);4-Hydroxybenzonitrile;NSC 400524;p-Cyanophenol;p-Hydroxybenzonitrile;

Chemical Property of 4-Cyanophenol

Chemical Property:

• Appearance/Colour: white crystalline powder or chips
• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 110-113 °C(lit.)
• Refractive Index: 1.5800 (estimate)
• Boiling Point: 281.2 °C at 760 mmHg
• PKA: 7.97(at 25℃)
• Flash Point: 123.9 °C
• PSA: 44.02000
• Density: 1.22 g/cm³
• LogP: 1.26388
• Storage Temp.: Store below +30°C.
• Solubility.: methanol: 0.1 g/mL, clear
• Water Solubility.: slightly soluble
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 119.037113783
• Heavy Atom Count: 9
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

4-Cyanophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36-45-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: C1=CC(=CC=C1C#N)O
• Uses: Intermediates of Liquid Crystals 4-Cyanophenol is a precursor for the synthesis of a vasodilator, Levcromakalim. Bromination of 4-cyanophenol results in bromoxynil, a commercial herbicide. It can also be used as a component of deep eutectic solvent (DES) mixture.

Technology Process of 4-Cyanophenol

There total 305 articles about 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: 47.0%

benzonitrile (100-47-0) → salicylonitrile (611-20-1) + m-cyanophenol (873-62-1) + 4-cyanophenol (767-00-0)

Guidance literature:

With Fe₂(N,N-bis(pyridin-2-ylmethyl)prop-2-yn-1-amine)₂(μ₂-Cl)₂Cl₂; dihydrogen peroxide; In acetonitrile; at 70 ℃; for 2h;

DOI:10.1016/j.ica.2016.02.005

Reference yield:

1,2-bis(1-(4-methoxyphenyl)ethylidene)hydrazine (21399-34-8) → 4-cyanophenol (767-00-0) + 4-methoxybenzonitrile (874-90-8) + 1-(4-methoxyphenyl)ethanone (100-06-1) + 4-Hydroxyacetophenone (99-93-4) + 4-Methoxypropiophenone (121-97-1) + phenol (108-95-2,27073-41-2)

Guidance literature:

at 20 - 350 ℃; Product distribution;

Reference yield:

benzonitrile (100-47-0) → salicylonitrile (611-20-1) + 4-cyanophenol (767-00-0)

Guidance literature:

With sodium persulfate; benzene; In water; at 80 ℃; Product distribution; thermal decomposition of peroxydisulfate in aqueous solutions of benzene-nitrobenzene-benzonitrile mixtures;

DOI:10.1021/ja00389a031

upstream raw materials:

4-amino-phenol

bromocyane

Phenetole

n-Dodecylamine

Downstream raw materials:

3-(4'-cyanophenoxy)butanoic acid

4-Cyanophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

4-hydroxy-benzaldehyde

N',4-dihydroxybenzamidine

Refernces

• 1、 Chen, Ying,Huo, Jianqiang,Zhang, Yubao. "A highly photosensitive covalent organic framework with pyrene skeleton as metal-free catalyst for arylboronic acid hydroxylation". . . Retrieved 2022/03/16.
• 2、 Hua, Manli,Song, Jinliang,Huang, Xin,Liu, Huizhen,Fan, Honglei,Wang, Weitao,He, Zhenhong,Liu, Zhaotie,Han, Buxing. "Highly Efficient Oxidative Cyanation of Aldehydes to Nitriles over Se,S,N-tri-Doped Hierarchically Porous Carbon Nanosheets". supporting information. p. 21479 - 21485. Retrieved 2021/08/23.