4-Cyanophenol

4-Cyanophenol Basic information

Product Name:	4-Cyanophenol
Synonyms:	p-hydroxy benzonitrile，p-cyano phenol;4-HYDROXYBENZONITRILE FOR SYNTHESIS;AKOS B004225;AKOS 217-25;4-CYANOPHENOL;CYANOPHENOL(4-);P-HYDROXYBENZONITRILE;p-Cyanolphenol
CAS:	767-00-0
MF:	C7H5NO
MW:	119.12
EINECS:	212-175-2
Product Categories:	Aromatic Nitriles;Phenoles and thiophenoles;Nitriles;Phenols;Benzonitriles (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Benzoic acid Series;Pesticide Intermediate;Liquid Crystal intermediates;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds;Alpha sort;H;H-MAlphabetic;HU - HZ;Pesticides&Metabolites;767-00-0
Mol File:	767-00-0.mol

4-Cyanophenol Chemical Properties

Melting point	110-113 °C(lit.)
Boiling point	146 °C / 2mmHg
density	1.1871 (rough estimate)
refractive index	1.5800 (estimate)
storage temp.	Inert atmosphere,Room Temperature
solubility	methanol: 0.1 g/mL, clear
form	Crystalline Powder
pka	7.97(at 25℃)
color	Off-white to beige-gray
Water Solubility	slightly soluble
BRN	386130
Stability:	Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference	767-00-0(CAS DataBase Reference)
NIST Chemistry Reference	4-Hydroxybenzoic acid nitrile(767-00-0)
EPA Substance Registry System	Benzonitrile, 4-hydroxy- (767-00-0)

Safety Information

Hazard Codes	Xn,Xi
Risk Statements	22-36/37/38
Safety Statements	26-36-45-24/25
WGK Germany	3
RTECS	DI4375000
Hazard Note	Irritant
TSCA	Yes
HS Code	29269095

MSDS Information

Provider	Language
4-Hydroxybenzonitrile	English
SigmaAldrich	English
ACROS	English
ALFA	English

4-Cyanophenol Usage And Synthesis

Chemical Properties	white crystalline powder or chips
Uses	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.
Uses	Intermediates of Liquid Crystals
Preparation	4-Cyanophenol is produced by reaction of 4-bromophenol with copper (I) cyanide, by ammoxidation of p-cresol, by reaction of 4-chlorobenzonitrile with sodium methoxide, or by the catalyzed gas phase reaction of ethyl 4-hydroxybenzoate with ammonia.
Definition	ChEBI: 4-cyanophenol is a member of phenols. It has a role as an EC 1.4.3.4 (monoamine oxidase) inhibitor. It is functionally related to a benzonitrile.
Synthesis Reference(s)	The Journal of Organic Chemistry, 39, p. 3343, 1974 DOI: 10.1021/jo00937a007
Purification Methods	Crystallise the phenol from pet ether, *benzene or water and keep it under vacuum over P2O5. [Bernasconi & Paschelis J Am Chem Soc 108 2969 1986.] [Beilstein 10 H 167, 10 IV 441.]

4-Cyanophenol Preparation Products And Raw materials

Raw materials	Urea-->Hydroxylamine hydrochloride-->Water-->Phosphorus pentasulfide-->4-Hydroxybenzaldehyde-->4-Hydroxybenzoic acid-->Benzyl benzoate-->Benzonitrile, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]--->4-(allyloxy)benzonitrile-->4-Hydroxybenzamide-->4-Iodobenzonitrile-->4-Cyanophenylboronic acid-->4-Hydroxybenzyl alcohol-->4-Hydroxyphenylacetic acid-->4-Iodophenol
Preparation Products	2-(4-HYDROXYPHENYL)-5-PYRIMIDINOL-->Bromoxynil-->4-Hydroxybenzamidine hydrochloride-->CYANOPHOS-->2-(4-CYANOPHENOXY)-2-METHYLPROPANOIC ACID-->3-Fluoro-4-hydroxybenzonitrile-->4-N-BUTOXYBENZONITRILE-->Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate

2-CYANOPHENOL [RING-14C(U)] 4-(N-BUTYL)BENZOIC ACID-4'-CYANOPHENOL ESTER 4-CYANOPHENOL 95% 4-Cyanophenol anion 4-Chloro-2-cyanophenol 2-Fluoro-5-cyanophenol 2,6-Difluoro-4-Cyanophenol Hydroxy silicone oil 4-cyanophenyl 4-trans-(4-ethylcyclohexyl)benzoate 4-(N-PROPYL)BENZOIC ACID-4'-CYANOPHENOL ESTER 4-Hydroxy-3-methoxybenzonitrile 4-CYANOPHENYL 4-HEPTYLBENZOATE 2-ACETYL-4-CYANOPHENOL 4-Cyano-phenyl-4'-trans-heptylcyclohexylbenzoate CHLOROXYNIL 2,3-DIHYDROXYBENZONITRILE 2,6-Diiodo-4-cyanophenol p-cyanophenyl trans-p-(4-propylcyclohexyl)benzoate

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