ChemicalBook > CAS DataBase List > 2-Nitrophenylboronic acid

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
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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)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26
WGK Germany 
3
Hazard Note 
Harmful
HS Code 
29319090
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
673862
Product name
2-Nitrophenylboronic acid
Purity
≥95%
Packaging
1g
Price
$64.4
Updated
2023/01/07
Sigma-Aldrich
Product number
673862
Product name
2-Nitrophenylboronic acid
Purity
≥95%
Packaging
5g
Price
$260
Updated
2022/05/15
TCI Chemical
Product number
N0811
Product name
2-Nitrophenylboronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$52
Updated
2025/07/31
TCI Chemical
Product number
N0811
Product name
2-Nitrophenylboronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$176
Updated
2025/07/31
TRC
Product number
N926090
Product name
2-Nitrophenylboronic acid
Packaging
1g
Price
$75
Updated
2021/12/16
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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

Phenylmagnesium bromide Acetic anhydride Methylboronic acid Diethyl ether Nitric acid Sulfuric acid

Preparation Products

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View Lastest Price from 2-Nitrophenylboronic acid manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
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
Hebei Xinsheng New Material Technology Co., LTD.
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
Hebei Xinsheng New Material Technology Co., LTD.
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

5570-19-4, 2-Nitrophenylboronic acidRelated Search:

Folic acid Zinc borate Phenylboronic acid 1-Phenyl-2-nitropropene Ethyl 2-(Chlorosulfonyl)acetate Citric acid Ascoric Acid Nitromethane Nitrobenzene 2,4,6-Trinitrotoluene Phenylacetone 4-Ethoxycarbonyl-2-nitrophenylboronic acid 4-ISOBUTYL-3-NITROPHENYLBORONIC ACID (3-AMINO-5-NITROPHENYL)BORONIC ACID 4-CHLORO-3-NITROBENZENEBORONIC ACID, PINACOL ESTER 98 3-(BENZYLAMINO)-5-NITROBENZENEBORONIC ACID HYDROCHLORIDE 95 (3-ACETAMIDO-2-NITRO)BENZENEBORONIC ACID 4-TERT-BUTYL-3-NITROPHENYLBORONIC ACID

  • RARECHEM AH PB 0142
  • O-NITROPHENYLBORONIC ACID
  • 2-NITROPHENYLBORONIC ACID
  • 2-NITROBENZENEBORONIC ACID
  • 2-Borononitrobenzene
  • 2-Nitrophenylboronic acid O2NC6H4B(OH)2
  • 2-Borononitrobenzene~2-Nitrophenylboronic acid
  • 2-Nitrophenylboronic Acid (contains varying amounts of Anhydride)
  • Boronic acid, B-(2-nitrophenyl)-
  • o-Nitrobenzeneboronic acid
  • 2-Nitrophenylboronicacid(2NPBA)
  • 2-nitroborate
  • 2-Nitrophenylboronicaci
  • 2-Nitrophenylboronic
  • 2-Nitrophenylboronic acid diaminohexane
  • Electronic materials
  • 2-Nitrophenylboronic acid, 98%
  • 2-Nitrophenylboronic acid, 98%min
  • (2-Nitrophenyl)boronic acid - [N4760]
  • 5570-19-4
  • O2NC6H4BOH2
  • Aryl
  • Boronic Acids and Derivatives
  • Boronic Acids
  • Organometallic Reagents
  • Substituted Boronic Acids
  • Boronic acids
  • B (Classes of Boron Compounds)
  • Aryl
  • Boronic Acids
  • Boronic Acids and Derivatives
  • blocks
  • BoronicAcids
  • NitroCompounds
  • OLED