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Merck

C94009

4-Cyanophenol

95%

Synonym(s):

4-Hydroxybenzonitrile

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About This Item

Linear Formula:
NCC6H4OH
CAS Number:
Molecular Weight:
119.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-175-2
Beilstein/REAXYS Number:
386130
MDL number:
Assay:
95%
Form:
crystals
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Product Name

4-Cyanophenol, 95%

InChI key

CVNOWLNNPYYEOH-UHFFFAOYSA-N

InChI

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

SMILES string

Oc1ccc(cc1)C#N

assay

95%

form

crystals

mp

110-113 °C (lit.)

Quality Level

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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

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


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Synthesis and antihypertensive activity of 4-(cyclic amido)-2H-1-benzopyrans.
Ashwood VA, et al.
Journal of Medicinal Chemistry, 29(11), 2194-2201 (1986)
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)
High atom efficient and environment-friendly preparation of herbicides bromoxynil and ioxynil.
Joshi G and Patil RD
Indian Journal of Chemistry, 49B, 1678-1680 (2010)
F Pirot et al.
Proceedings of the National Academy of Sciences of the United States of America, 94(4), 1562-1567 (1997-02-18)
Attenuated-total-reflectance Fourier-transform-infrared spectroscopy has been used to rapidly and noninvasively quantify in vivo the uptake of a chemical into the outermost, and least permeable, layer of human skin (the stratum corneum). The objective of the experiment was to develop a
N Higo et al.
Pharmaceutical research, 10(10), 1500-1506 (1993-10-01)
Attenuated total-reflectance infrared (ATR-IR) spectroscopy has been used to follow the penetration of a model compound (4-cyanophenol; CP) across human stratum corneum (SC) in vivo, in man. CP was administered for periods of 1, 2, or 3 hr, either (a)

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