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Sigma-Aldrich

2-Chlorobenzaldehyde oxime

98%

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Linear Formula:
ClC6H4CH=NOH
CAS Number:
3717-28-0
Molecular Weight:
155.58
EC Number:
223-065-9
MDL number:
MFCD00016406
PubChem Substance ID:
24877946
NACRES:
NA.22

Quality Level

100

Assay

98%

mp

73-76 °C (lit.)

SMILES string

O\N=C\c1ccccc1Cl

InChI

1S/C7H6ClNO/c8-7-4-2-1-3-6(7)5-9-10/h1-5,10H/b9-5+

InChI key

FZIVKDWRLLMSEJ-WEVVVXLNSA-N

Related Categories

General description

2-Chlorobenzaldehyde oxime is also known as o-chlorobenzaldehyde oxime. It can be synthesized by reacting 2-chlorobenzaldehyde and hydroxylamine hydrochloride.

Application

2-Chlorobenzaldehyde oxime may be used in the preparation of:
  • 2-chlorobenzaldehyde under different reaction conditions
  • methyl 3-(2-chlorophenyl)-5-[1-(4-methoxybenzyloxy)-ethyl]isoxazole-4-carboxylate
  • dimethyl 3-(2-chlorophenyl)isoxazole-4,5-dicarboxylate
  • [3-(2-chlorophenyl)isoxazol-5-yl]methanol

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

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

Target Organs

Respiratory system

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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Solid-phase synthesis of 5-isoxazol-4-yl-[1,2,4] oxadiazoles.
Quan C and Kurth M.
The Journal of Organic Chemistry, 69(5), 1470-1474 (2004)
Microwave-assisted chemoselective cleavage of oximes to their corresponding carbonyl compounds using 1, 3-dichloro-5, 5-dimethyl-hydantoin (DCDMH) as a new Deoximating reagent.
Khazaei A and Manesh AA.
Synthesis, 2005(12), 1929-1931 (2005)
Hypervalent iodine mediated synthesis of di-and tri-substituted isoxazoles via [3+2] cycloaddition of nitrile oxides.
Singhal A, et al.
Tetrahedron, 57(7), 719-722 (2016)
A mild and selective method for the conversion of oximes into ketones and aldehydes by the use of N-bromophthalimide.
Khazaei A, et al.
J. Chem. Res. (M), 2004(10), 695-696 (2004)
Amberlyst 15 supported nitrosonium ion as an efficient reagent for regeneration of carbonyl compounds from oximes, hydrazones and semicarbazones.
Lakouraj MM, et al.
Reactive functional Polymers, 66(9), 910-915 (2006)
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