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C94009

Sigma-Aldrich

4-Cyanophenol

95%

Synonym(s):

4-Hydroxybenzonitrile

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About This Item

Linear Formula:
NCC6H4OH
CAS Number:
767-00-0
Molecular Weight:
119.12
Beilstein/REAXYS Number:
386130
EC Number:
212-175-2
MDL number:
MFCD00002312
UNSPSC Code:
12352100
PubChem Substance ID:
24893159
NACRES:
NA.22

assay

95%

form

crystals

mp

110-113 °C (lit.)

SMILES string

Oc1ccc(cc1)C#N

InChI

1S/C7H5NO/c8-5-6-1-3-7(9)4-2-6/h1-4,9H

InChI key

CVNOWLNNPYYEOH-UHFFFAOYSA-N

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Application

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

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Nitrogen-doped carbons prepared from eutectic mixtures as metal-free oxygen reduction catalysts.
Lopez-Salas N, et al.
Journal of Material Chemistry A, 4(2), 478-488 (2016)
Synthesis and antihypertensive activity of 4-(cyclic amido)-2H-1-benzopyrans.
Ashwood VA, et al.
Journal of Medicinal Chemistry, 29(11), 2194-2201 (1986)
D B Harper
The International journal of biochemistry, 17(6), 677-683 (1985-01-01)
The purification and properties of an enzyme from Nocardia sp. which catalyses the conversion of p-hydroxybenzonitrile to p-hydroxybenzoic acid and ammonia without intermediate formation of the amide is described. The enzyme displayed a broad pH optimum between 7.0 and 9.5
J E Harrison et al.
Pharmaceutical research, 13(4), 542-546 (1996-04-01)
The purpose of this work was to analyse the mechanism of the enhancement of percutaneous penetration demonstrated by the known enhancers Azone and Transcutol. Enhancer induced changes in the diffusivity and solubility of a model permeant (4-cyanophenol) in human stratum
A L Stinchcomb et al.
Pharmaceutical research, 16(8), 1288-1293 (1999-09-01)
Simple, safe and quick in vivo methods for estimating chemical uptake into the stratum corneum (SC) from volatile and non-volatile solvents are invaluable to health risk assessors. This study compares the human in vivo SC uptake of a model compound
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