ChemicalBook > CAS DataBase List > 3-Carboxy-5-nitrophenylboronic acid

3-Carboxy-5-nitrophenylboronic acid

Product Name
3-Carboxy-5-nitrophenylboronic acid
CAS No.
101084-81-5
Chemical Name
3-Carboxy-5-nitrophenylboronic acid
Synonyms
3-BORONO-5-NITROBENZOIC ACID;AKOS BRN-0156;CAS:101084-81-5;RARECHEM AH PB 0071;3-Carboxy-5-nitrophe;3-CARBOXY-5-NITROBENZOIC ACID;3-Carboxy-5-Nitrophenylboronic;3-Carboxy-5-nitrophenylbor acid;Benzoic acid, 3-borono-5-nitro-;5-Nitro-3-carboxyphenylboronic acid
CBNumber
CB1431069
Molecular Formula
C7H6BNO6
Formula Weight
210.94
MOL File
101084-81-5.mol
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3-Carboxy-5-nitrophenylboronic acid Property

Melting point:
229°C(lit.)
Boiling point:
502.6±60.0 °C(Predicted)
Density 
1.62±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
powder to crystal
pka
3.49±0.10(Predicted)
color 
White to Light yellow
CAS DataBase Reference
101084-81-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
721042
Product name
3-Carboxy-5-nitrophenylboronic acid
Packaging
5g
Price
$114.77
Updated
2025/07/31
Sigma-Aldrich
Product number
721042
Product name
3-Carboxy-5-nitrophenylboronic acid
Packaging
1g
Price
$77
Updated
2023/06/20
TCI Chemical
Product number
C2385
Product name
3-Carboxy-5-nitrophenylboronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$147
Updated
2025/07/31
TCI Chemical
Product number
C2385
Product name
3-Carboxy-5-nitrophenylboronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$441
Updated
2025/07/31
TRC
Product number
C179038
Product name
3-Carboxy-5-nitrophenylboronic acid
Packaging
100mg
Price
$45
Updated
2021/12/16
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3-Carboxy-5-nitrophenylboronic acid Chemical Properties,Usage,Production

Chemical Properties

White solid

Uses

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

Uses

suzuki reaction

Synthesis

25487-66-5

101084-81-5

The general procedure for the synthesis of 3-carboxy-5-nitrophenylboronic acid from 3-carboxyphenylboronic acid is as follows: first, 7.5 g of 3-carboxyphenylboronic acid (45.2 mmol) was mixed with 25 ml of concentrated sulphuric acid, and 25 ml of fuming nitric acid was slowly added under rapid stirring conditions while cooling using an ice water bath. The reaction mixture was stirred for 15 min, then the ice water bath was removed and the reaction continued to be stirred for 15 min. Subsequently, the reaction solution was poured into ice water to produce a precipitate, which was filtered and then the precipitate was washed with ice water for 5 times, and finally 6.01 g of 3-nitro-5-carboxyphenylboronic acid as a white solid was obtained by aqueous recrystallization in 63.0% yield. Next, 1.50 g of 3-carboxy-5-nitrophenylboronic acid (7.1 mmol) was dissolved in 20 ml of methanol, and 2 g of 10% Pd/C catalyst was added in a 50 ml three-necked flask for a catalytic hydrogenolysis reaction for 6 hours. After completion of the reaction, the Pd/C catalyst was removed by filtration and the filtrate was evaporated to dryness to give 1.25 g of 3-amino-5-carboxyphenylboronic acid as a white powdery solid in 97.1% yield.

References

[1] Patent: CN103497211, 2016, B. Location in patent: Paragraph 0190
[2] Organic Preparations and Procedures International, 1991, vol. 23, # 6, p. 729 - 734
[3] Journal of the American Chemical Society, 1959, vol. 81, p. 3017
[4] Arkiv foer Kemi, 1957, vol. 10, p. 497,503

3-Carboxy-5-nitrophenylboronic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-Carboxy-5-nitrophenylboronic acid manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
3-Carboxy-5-nitrophenylboronic acid 101084-81-5
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-12-02
Henan Fengda Chemical Co., Ltd
Product
3-Carboxy-5-nitrophenylboronic acid 101084-81-5
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-24
Shaanxi Dideu Medichem Co. Ltd
Product
3-Carboxy-5-nitrophenylboronic acid 101084-81-5
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.0%+
Supply Ability
100 tons
Release date
2020-01-07

101084-81-5, 3-Carboxy-5-nitrophenylboronic acidRelated Search:


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