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533238

Sigma-Aldrich

2-Chlorobenzaldehyde oxime

98%

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About This Item

Linear Formula:
ClC6H4CH=NOH
CAS Number:
Molecular Weight:
155.58
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

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

Signal Word

Warning

Hazard Statements

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)
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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