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141038

Sigma-Aldrich

2-Hydroxybenzonitrile

99%

Synonym(s):

2-Cyanophenol, Salicylonitrile

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About This Item

Linear Formula:
NCC6H4OH
CAS Number:
611-20-1
Molecular Weight:
119.12
Beilstein/REAXYS Number:
1210029
EC Number:
210-259-3
MDL number:
MFCD00002145
UNSPSC Code:
12352100
PubChem Substance ID:
24848487
NACRES:
NA.22

Quality Level

100

assay

99%

form

powder

bp

149 °C/14 mmHg (lit.)

mp

92-95 °C (lit.)

functional group

nitrile

SMILES string

Oc1ccccc1C#N

InChI

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

InChI key

CHZCERSEMVWNHL-UHFFFAOYSA-N

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Application

2-Hydroxybenzonitrile may be used in the preparation of:
  • methyl-(2-cyanophenoxy)acetate
  • 3-amino-N-phenylbenzofuran-2-carboxamide
  • 2-(2-oxo-2-phenylethoxy)benzonitrile
  • 3-amino-2-cyanobenzo[b]furane
It may also be used as a directing group for meta-selective C-H bond alkenylation.
2-Hydroxybenzonitrile was used as starting reagent during the synthesis of:
  • mono-alkoxyphenyloxazoline
  • furanoside

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ5909
STBH1960
STBF3940V
STBD9339V
STBD1055V

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Enantioselective Cu-catalyzed 1, 4-addition of Me3Al to a 4, 4-disubstituted cyclohexa-2, 5-dienone.
Takemoto Y, et al.
Tetrahedron, 52(45), 14177-14188 (1996)
Efficient New Synthesis of N-Arylbenzo [b] furo [3, 2-d] pyrimidin-4-amines and Their Benzo [b] thieno [3, 2-d] pyrimidin-4-amine Analogues via a Microwave-Assisted Dimroth Rearrangement.
Loidreau Y, et al.
Journal of Heterocyclic Chemistry, 50(5), 1187-1197 (2013)
Synthesis, Anticonvulsant and Neurotoxicity Evaluation of Some Newer N-(2-benzoylbenzofuran-3-yl)-3-(substituted)-propanamide Analogs.
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1, 3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal Initiation.
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