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375691

Sigma-Aldrich

2-Hydroxyimino-2-phenylacetonitrile, mixture of syn and anti

97%

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About This Item

Linear Formula:
C6H5C(=NOH)CN
CAS Number:
825-52-5
Molecular Weight:
146.15
EC Number:
212-546-9
MDL number:
MFCD00035803
UNSPSC Code:
12352100
PubChem Substance ID:
24863397
NACRES:
NA.22

Assay

97%

mp

128-130 °C (lit.)

functional group

amine
nitrile
oxime
phenyl

SMILES string

ON=C(C#N)c1ccccc1

InChI

1S/C8H6N2O/c9-6-8(10-11)7-4-2-1-3-5-7/h1-5,11H

InChI key

MJCQFBKIFDVTTR-UHFFFAOYSA-N

Application

2-Hydroxyimino-2-phenylacetonitrile may be used in the synthesis of 2-t-butoxycarbonyloxyimino-2-phenylacetonitrile and o-chlorobenzyloxycarbonylimino-2-phenylacetonitrile.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000364932
0000335948
0000364932
0000215968
BGBC1570V

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A facile method for the preparation of oxime t-butyl carbonates for evaluation of the Beckman rearrangement.
Mamaghani M and Samimi HA.
Orient. J. Chem., 24(3), 837-841 (2008)
D Scott Bohle et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(13), 4223-4229 (2013-02-13)
The reaction of nitric oxide with benzyl cyanide in the presence of potassium methoxide at low temperature gave the dipotassium salt of a bis-diazeniumdiolate 2 in excellent yield. Two new stereospecific syntheses of E or Z 2-(hydroxyimino)-2-phenylacetonitrile from 2 have
THE SYNTHESIS OF j> METHOXYBENZYLOXYCARBONYL AMINO ACIDS.
Wang K-T.
J. Chin. Chem. Soc., 34, 117-123 (1987)
Refinement of the crystal structure of 2-hydroxyimino-2-phenylacetonitrile, C8H6N2O, at 173 ?.
Razzino P, et al.
Zeitschrift fur Kristallographie - New Crystal Structures, 216(1-4), 583-584 (2001)

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