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Merck
CN

54874

4-Hydroxyphenylacetonitrile

technical, ≥95% (NT)

Synonym(s):

4-Hydroxybenzyl cyanide

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About This Item

Linear Formula:
HOC6H4CH2CN
CAS Number:
Molecular Weight:
133.15
EC Number:
238-046-0
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1934470
MDL number:
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grade

technical

assay

≥95% (NT)

bp

330 °C/756 mmHg (lit.)

mp

67-70 °C

SMILES string

Oc1ccc(CC#N)cc1

InChI

1S/C8H7NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5H2

InChI key

AYKYOOPFBCOXSL-UHFFFAOYSA-N



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J M Baldoni et al.
The Journal of biological chemistry, 255(19), 8987-8990 (1980-10-10)
Dopamine beta-hydroxylase (EC 1.14.17.1) is inactivated by p-hydroxybenzylcyanide (PHBC) in a manner characteristic of a suicide substrate. The inactivation 1) is first order in inhibitor (Kd = 1.9 mM, k2 = 0.05 min-1, pH 5.0), 2) exhibits saturation kinetics, and
G Colombo et al.
The Journal of biological chemistry, 259(3), 1607-1615 (1984-02-10)
Dopamine beta-hydroxylase was incubated with p-hydroxybenzyl cyanide, ascorbate, and O2 and the products of the hydroxylation reaction were monitored by high performance liquid chromatography. At early times, p-hydroxymandelonitrile was the sole product but this compound slowly decomposed to p-hydroxybenzaldehyde and
C J Cooksey et al.
The Biochemical journal, 333 ( Pt 3), 685-691 (1998-07-25)
When 3,4-dihydroxybenzylcyanide (DBC) is oxidized by mushroom tyrosinase, the first visible product, identified as the corresponding quinomethane, exhibits an absorption maximum at 480 nm. Pulse-radiolysis experiments, in which the o-quinone is formed by disproportionation of semiquinone radicals generated by single-electron