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Sigma-Aldrich

2-Chloro-5-nitrobenzoic acid

97%

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Linear Formula:
ClC6H3(NO2)CO2H
CAS Number:
Molecular Weight:
201.56
Beilstein/REAXYS Number:
1877474
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

powder

mp

165-168 °C (lit.)

SMILES string

OC(=O)c1cc(ccc1Cl)[N+]([O-])=O

InChI

1S/C7H4ClNO4/c8-6-2-1-4(9(12)13)3-5(6)7(10)11/h1-3H,(H,10,11)

InChI key

QUEKGYQTRJVEQC-UHFFFAOYSA-N

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General description

2-Chloro-5-nitrobenzoic acid undergoes microwave-assisted, regioselective amination reaction with aliphatic and aromatic amines to yield N-substituted 5-nitroanthranilic acid derivatives. It acts as ligand and forms a red luminescent one dimensional coordination polymer with Eu(III).

pictograms

Exclamation mark

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Warning

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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2-Chloro-5-nitrobenzoato complexes of Eu (III) and Tb (III)-A 1D coordination polymer and enhanced solution luminescence.
Viswanathan S and Bettencourt-Dias A.
Inorganic Chemistry Communications, 9(5), 444-448 (2006)
Younis Baqi et al.
The Journal of organic chemistry, 72(15), 5908-5911 (2007-06-26)
The synthesis of N-substituted 5-nitroanthranilic acid derivatives 3a-w was achieved by a new, mild, microwave-assisted, regioselective amination reaction of 5-nitro-2-chlorobenzoic acid (1a) with a diverse range of aliphatic and aromatic amines 2a-w without added solvent or catalyst. Up to >99%

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