2-Nitrophenylboronic acid
- Product Name
- 2-Nitrophenylboronic acid
- CAS No.
- 5570-19-4
- Chemical Name
- 2-Nitrophenylboronic acid
- Synonyms
- 2-nitroborate;RARECHEM AH PB 0142;2-Borononitrobenzene;2-Nitrophenylboronic;Electronic materials;2-Nitrophenylboronicaci;2-NITROPHENYLBORONIC ACID;O-NITROPHENYLBORONIC ACID;2-NITROBENZENEBORONIC ACID;o-Nitrobenzeneboronic acid
- CBNumber
- CB9689206
- Molecular Formula
- C6H6BNO4
- Formula Weight
- 166.93
- MOL File
- 5570-19-4.mol
2-Nitrophenylboronic acid Property
- Melting point:
- 155-160°C
- Boiling point:
- 374.8±44.0 °C(Predicted)
- Density
- 1.40±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Methanol,Ether,Ethanol
- pka
- 7.83±0.53(Predicted)
- form
- Crystalline Powder
- color
- White to off-white
- BRN
- 3032097
- InChI
- InChI=1S/C6H6BNO4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4,9-10H
- InChIKey
- SFUIGUOONHIVLG-UHFFFAOYSA-N
- SMILES
- B(C1=CC=CC=C1[N+]([O-])=O)(O)O
- CAS DataBase Reference
- 5570-19-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26
- WGK Germany
- 3
- Hazard Note
- Harmful
- HS Code
- 29319090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
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.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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
- 673862
- Product name
- 2-Nitrophenylboronic acid
- Purity
- ≥95%
- Packaging
- 1g
- Price
- $64.4
- Updated
- 2023/01/07
- Product number
- 673862
- Product name
- 2-Nitrophenylboronic acid
- Purity
- ≥95%
- Packaging
- 5g
- Price
- $260
- Updated
- 2022/05/15
- Product number
- N0811
- Product name
- 2-Nitrophenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $52
- Updated
- 2025/07/31
- Product number
- N0811
- Product name
- 2-Nitrophenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $176
- Updated
- 2025/07/31
- Product number
- N926090
- Product name
- 2-Nitrophenylboronic acid
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
2-Nitrophenylboronic acid Chemical Properties,Usage,Production
Chemical Properties
White to orange to brown solid
Uses
Boronic acid catalyst used for:
- Mild and selective dipolar cycloadditions of unsaturated carboxylic acids with azides
- Transposition of allylic alcohols and Meyer-Schuster rearrangements
Reactant involved in:
- Suzuki-Miyaura cross-coupling reactions with aryl halides or nitroarenediazonium tetrafluoroborates
- Copper-catalyzed halogenation
- Oxidative arylation of aminopyrazolyl disulfides
Synthesis
98-80-6
5570-19-4
Using phenylboronic acid as starting material, nitric acid (126 g, 2 mol) and sodium nitrite (0.04 mol) were added dropwise to the reaction system and the reaction temperature was controlled at 45 °C. The reaction mixture was reacted with dimethylformamide (15 mol) under stirring conditions. Upon completion of the reaction, the mixture was poured completely into ice water, concentrated to a small volume, cooled and allowed to stand until a solid precipitate precipitated. The solid was separated by filtration and washed with ice water, and the final product 2-nitrophenylboronic acid 165.3 g was collected in 99.0% molar yield and >99.5% HPLC purity.
References
[1] Patent: CN104788484, 2017, B. Location in patent: Paragraph 0026-0039
[2] Patent: CN103214489, 2016, B. Location in patent: Paragraph 0061-0062
[3] Patent: US2005/192310, 2005, A1. Location in patent: Page/Page column 46
[4] Synlett, 2002, # 3, p. 477 - 479
[5] Journal of Organometallic Chemistry, 2003, vol. 680, # 1-2, p. 263 - 270
2-Nitrophenylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Nitrophenylboronic acid manufacturers
- Product
- (2-Nitrophenyl)boronic acid 5570-19-4
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.01KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-06-21
- Product
- 2-Nitrophenylboronic acid 5570-19-4
- Price
- US $35.00-25.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 Ton
- Release date
- 2023-10-30
- Product
- O-NITROPHENYLBORONIC ACID 5570-19-4
- Price
- US $35.00-25.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 Ton
- Release date
- 2023-10-30