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Key Documents

C94009

Sigma-Aldrich

4-Cyanophenol

95%

Synonym(s):

4-Hydroxybenzonitrile

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About This Item

Linear Formula:
NCC6H4OH
CAS Number:
Molecular Weight:
119.12
Beilstein:
386130
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
G D Touraille et al.
Environmental science & technology, 39(10), 3723-3731 (2005-06-16)
Despite the skin's excellent barrier function, dermal exposure to soil contaminated with toxic chemicals can represent a significant health hazard (e.g., via multiple work related contacts in the farming and waste disposal industries). The development of environmental standards or limits
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

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