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Home > Encyclopedia > 3-Carboxy-5-nitrophenylboronic acid

3-Carboxy-5-nitrophenylboronic acid

3-Carboxy-5-nitrophenylboronic acid structure

3-Carboxy-5-nitrophenylboronic acid 

structure
  • CAS No:

    101084-81-5

  • Formula:

    C7H6BNO6

  • Chemical Name:

    3-Carboxy-5-nitrophenylboronic acid

  • Synonyms:

    3-BORONO-5-NITROBENZOIC ACID;3-CARBOXY-5-NITROBENZENEBORONIC ACID;3-CARBOXY-5-NITROPHENYLBORONIC ACID;5-CARBOXY-3-NITROPHENYLBORONIC ACID;AKOS BRN-0156;RARECHEM AH PB 0071;3-Carboxy-5-Nitrophenylboronic;3-CARBOXY-5-NITROBENZOIC ACID

  • Categories:

    Organic Chemistry  >  Hydrocarbons and Derivatives

3-Carboxy-5-nitrophenylboronic acid Basic Attributes

210.94

211.028824

DTXSID30378365

29319090

Characteristics

124

-0.50400

1.6±0.1 g/cm3

229°C(lit.)

502.6ºC at 760 mmHg

257.8±32.9 °C

1.620

6.36E-11mmHg at 25°C

Safety Information

IRRITANT

NONH for all modes of transport

20/21/22-36/37/38

26-36

Xi,Xn

Irritant

P261-P305 + P351 + P338

H315-H319-H335

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 46 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

3-Carboxy-5-nitrophenylboronic acid Use and Manufacturing

Methods of Manufacturing

The 7.5g between 5-carboxyphenylboronic acid(45.2mmol) by adding 25 ml of concentrated sulfuric acid, under rapid stirring state by adding 25 ml fuming nitric acid, ice water bath cooling. Stirring the reaction 15 min evacuation de-ice water bath, to continue reaction 15 min. In ice water into the reaction liquid, precipitate, filtering, washing 5 times, re-crystallization with water, to obtain white solid 3-nitro-5-carboxyl phenylo boric acid 6.01g, yield 63.0percent ; the 1.50g3-carboxy-5-nitro-phenylboronic acid (7.1mmol), 20 ml methanol, 10percent Pd/C0 . 2g by adding 50 ml in three-necked bottle, catalytic hydrogenolysis 6h. Filtered to remove palladium-carbon, the filtrate is evaporated to dryness, to obtain white powder solid 3-amino-5-carboxyl phenylo boric acid 1.25g, yield 97.1percent.

Uses

suzuki reaction

Computed Properties

Molecular Weight:210.94
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:2
Exact Mass:211.0288171
Monoisotopic Mass:211.0288171
Topological Polar Surface Area:124
Heavy Atom Count:15
Complexity:265
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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