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538396

Sigma-Aldrich

3,4-Dihydroxybenzonitrile

97%

Synonym(s):

Protocatechuonitrile

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About This Item

Linear Formula:
(OH)2C6H3CN
CAS Number:
Molecular Weight:
135.12
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

155-159 °C (lit.)

functional group

nitrile

SMILES string

Oc1ccc(cc1O)C#N

InChI

1S/C7H5NO2/c8-4-5-1-2-6(9)7(10)3-5/h1-3,9-10H

InChI key

NUWHYWYSMAPBHK-UHFFFAOYSA-N

General description

3,4-Dihydroxybenzonitrile can be prepared from 4-hydroxy-3-methoxybenzonitrile. It can also be synthesized by reacting 3,4-dimethoxybenzonitrile, lithium diisopropylamide (LDA) and 1,3-dimethyl-2-imidazolidinone (DMEU).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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M J Nelson et al.
Biochemistry, 34(46), 15219-15229 (1995-11-21)
Ferric soybean lipoxygenase forms stable complexes with 4-substituted catechols. The structure of the complex between the enzyme and 3,4-dihydroxybenzonitrile has been studied by resonance Raman, electron paramagnetic resonance, visible, and X-ray spectroscopies. It is a bidentate iron-catecholate complex with at
Sodium Bis (trimethylsilyl) amide and Lithium Diisopropylamide in Deprotection of Alkyl Aryl Ethers: a-Effect of Silicon
Hwu JR, et al.
The Journal of Organic Chemistry, 62.12 , 4097-4104 (1997)
The synthetic technology of 3, 4-dihydroxybenzonitrile
WEI HW, et al.
Fine and Specialty Chemicals / Jing Xi Yu Zhuan Yong Hua Xue Pin, 9, 012-012 (2011)
M M Wick et al.
Journal of pharmaceutical sciences, 76(7), 513-515 (1987-07-01)
This report describes a structure-activity analysis of isomers of three classes of dihydroxybenzene derivatives, including dihydroxybenzaldoxime, dihydroxybenzaldehyde, and dihydroxybenzonitrile. These derivatives were examined for their effect on ribonucleotide reductase activity, macromolecular synthesis, cell growth, and in vivo antitumor activity against
Pablo Salgado et al.
Environmental science & technology, 51(7), 3687-3693 (2017-03-09)
Fenton systems are interesting alternatives to advanced oxidation processes (AOPs) applied in soil or water remediation. 1,2-Dihydroxybenzenes (1,2-DHBs) are able to amplify the reactivity of Fenton systems and have been extensively studied in biological systems and for AOP applications. To

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