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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 721042
- Product name
- 3-Carboxy-5-nitrophenylboronic acid
- Packaging
- 5g
- Price
- $114.77
- Updated
- 2025/07/31
- Product number
- 721042
- Product name
- 3-Carboxy-5-nitrophenylboronic acid
- Packaging
- 1g
- Price
- $77
- Updated
- 2023/06/20
- Product number
- C2385
- Product name
- 3-Carboxy-5-nitrophenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $147
- Updated
- 2025/07/31
- Product number
- C2385
- Product name
- 3-Carboxy-5-nitrophenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $441
- Updated
- 2025/07/31
- Product number
- C179038
- Product name
- 3-Carboxy-5-nitrophenylboronic acid
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
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
- 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
- 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
- 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