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140562

Sigma-Aldrich

5-Chloroisatin

97%

Synonym(s):

5-Chloro-1H-indole-2,3-dione

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About This Item

Empirical Formula (Hill Notation):
C8H4ClNO2
CAS Number:
17630-76-1
Molecular Weight:
181.58
EC Number:
241-614-0
MDL number:
MFCD00014567
UNSPSC Code:
12352100
PubChem Substance ID:
24848472
NACRES:
NA.22

assay

97%

mp

254-258 °C (lit.)

SMILES string

Clc1ccc2NC(=O)C(=O)c2c1

InChI

1S/C8H4ClNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)

InChI key

XHDJYQWGFIBCEP-UHFFFAOYSA-N

General description

5-Chloroisatin reacts with substituted 4-amino-4,5-dihydro-1H-1,2,4-triazole-5-ones to yield Schiff bases.

application

5-Chloroisatin was used in synthesis of Schiff base by reaction with 2-methyl-4-nitroaniline.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

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

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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Synthesis, Characterization and Biological Activities of a New 5-Chloroisatin Schiff Base and its Metal Complexes.
RAO R, et al.
Chemical Science Transactions, 2(3), 1063-1069 (2013)
Olcay Bekircan et al.
Molecules (Basel, Switzerland), 13(9), 2126-2135 (2008-10-03)
Ethyl imidate hydrochlorides 1 were prepared by passing HCl gas through solutions of substituted benzyl cyanides and absolute ethanol. Ethoxycarbonylhydrazones 2 were synthesized from the reaction of compounds 1 with ethyl carbazate. Treatment of 2 with hydrazine hydrate leads to

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