721042

3-Carboxy-5-nitrophenylboronic acid

• Sinonimo/i: (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
• Formula empirica (notazione di Hill): C₇H₆BNO₆
• Numero CAS: 101084-81-5
• Peso molecolare: 210.94
• Numero MDL: MFCD00757433
• Codice UNSPSC: 12352103
• ID PubChem: 329763815
• NACRES: NA.22

Proprietà

• Stato: solid
• Punto di fusione: 248-252 °C
• Gruppo funzionale: carboxylic acid; nitro
• Stringa SMILE: OB(O)c1cc(cc(c1)[N+]([O-])=O)C(O)=O
• 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); WNIFCLWDGNHGMX-UHFFFAOYSA-N

Descrizione

Applicazioni

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.[1]
• 3-Chloro-5-nitrobenzoic acid via copper-catalyzed chlorination reaction.[2]
• Aryl-clonazepam derivatives by palladium-catalyzed Suzuki Cross-coupling reaction with clonazepam in the presence of Pd as a catalyst.[3]

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

Informazioni sulla sicurezza

• Pittogrammi: GHS07
• Avvertenze: Warning
• Indicazioni di pericolo: H315,H319,H335
• Consigli di prudenza: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classi di pericolo: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable