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3-Carboxy-5-nitrophenylboronic acid

ALDRICH/721042

Synonym: (3-Carboxy-5-nitrophenyl)boronic acid; 3-(Dihydroxyboryl)-5-nitrobenzoic acid; 3-Borono-5-nitrobenzoic acid; 3-Carboxy-5-nitrobenzeneboronic acid; 5-Carboxy-3-nitrobenzeneboronic acid

CAS Number: 101084-81-5
Empirical Formula (Hill Notation): C7H6BNO6
Molecular Weight: 210.94
MDL Number: MFCD00757433
Linear Formula: C7H6BNO6
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-721042-5G 5 g
 $144.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 721042-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 721042-5G

 

form solid
InChI 1S/C7H6BNO6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3,12-13H,(H,10,11)
InChI key WNIFCLWDGNHGMX-UHFFFAOYSA-N
mp 248-252 °C
SMILES string OB(O)c1cc(cc(c1)[N+]([O-])=O)C(O)=O
Application: 3-Carboxy-5-nitrophenylboronic acid can be used as a reactant to prepare:
•  Biaryl derivatives via Suzuki-Miyaura cross-coupling with aryl and heteroaryl halides via the formation of a C-C bond.
•  3-Chloro-5-nitrobenzoic acid via copper-catalyzed chlorination reaction.
•  Aryl-clonazepam derivatives by palladium-catalyzed Suzuki Cross-coupling reaction with clonazepam in the presence of Pd as a catalyst.
Application: Reactant for:
• Copper-catalyzed chlorination
• Parallel solid-phase synthesis of azabicyclooctylidenemethylbenzamides as μ- and d-opioid agonists

Used for:
• Immobilization of glucose oxidase and acetylcholinesterase on boronic acid-activated silica surfaces
Packaging: 1, 5 g in glass bottle
mp 248-252 °C
UNSPSC 12352103

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