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4-Nitrophenylboronic acid pinacol ester

Product Name
4-Nitrophenylboronic acid pinacol ester
CAS No.
171364-83-3
Chemical Name
4-Nitrophenylboronic acid pinacol ester
Synonyms
4-Nitrophenylboronic acid picol ester;-Nitrophenylboronic acid pinacol ester;4-NITROPHENYLBORONIC ACID PINACOL ESTER;4-Nitrobenzeneboronic acid, pinacol ester;4-Nitrophenylboronic acid, pinacol ester - [N4802];4,4,5,5-tetramethyl-2-(4-nitrophenyl)-1,3,2-dioxaborolane;4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NITROBENZENE;1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(4-nitrophenyl)-;4-Nitrophenylboronic acid pinacol ester ISO 9001：2015 REACH;1-Nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene
CBNumber
CB8177580
Molecular Formula
C12H16BNO4
Formula Weight
249.07
MOL File
171364-83-3.mol
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4-Nitrophenylboronic acid pinacol ester Property

Melting point:
112-116 °C (lit.)
Boiling point:
357.5±25.0 °C(Predicted)
Density 
1.14±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
powder or crystals
color 
White to Orange to Green
Water Solubility 
Slightly soluble in water.
InChI
InChI=1S/C12H16BNO4/c1-11(2)12(3,4)18-13(17-11)9-5-7-10(8-6-9)14(15)16/h5-8H,1-4H3
InChIKey
LUWACRUAJXZANC-UHFFFAOYSA-N
SMILES
O1C(C)(C)C(C)(C)OB1C1=CC=C([N+]([O-])=O)C=C1
CAS DataBase Reference
171364-83-3(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
2
Hazard Note 
Harmful/Store Cold
HazardClass 
IRRITANT
HS Code 
29333990
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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
643890
Product name
4-Nitrophenylboronic acid pinacol ester
Purity
≥95%
Packaging
1g
Price
$54.51
Updated
2025/07/31
Sigma-Aldrich
Product number
643890
Product name
4-Nitrophenylboronic acid pinacol ester
Purity
≥95%
Packaging
5g
Price
$157
Updated
2025/07/31
TCI Chemical
Product number
T3710
Product name
4,4,5,5-Tetramethyl-2-(4-nitrophenyl)-1,3,2-dioxaborolane
Purity
>98.0%(GC)
Packaging
1g
Price
$27
Updated
2025/07/31
TCI Chemical
Product number
T3710
Product name
4,4,5,5-Tetramethyl-2-(4-nitrophenyl)-1,3,2-dioxaborolane
Purity
>98.0%(GC)
Packaging
5g
Price
$106
Updated
2025/07/31
AK Scientific
Product number
J99603
Product name
4-Nitrophenylboronic acid pinacol ester
Packaging
1g
Price
$15
Updated
2021/12/16
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4-Nitrophenylboronic acid pinacol ester Chemical Properties,Usage,Production

Chemical Properties

White solid

Uses

Reactant involved in: • ;Synthesis of aryl azides 1• ;Arylation of allylic chlorides2• ;Syntehsis of RNA conjugates3• ;Alkoxycarbonylation4• ;Synthesis of mTOR and PI3K inhibitors as antitumor agents5• ;Electrooxidative synthesis of biaryls6

Uses

suzuki reaction

Uses

4-Nitrobenzeneboronic acid pinacol ester is a reactant involved in synthesis of aryl azides, arylation of allylic chlorides, synthesis of RNA conjugates, alkoxycarbonylation, synthesis of mTOR and PI3K inhibitors as antitumor agents, electro oxidative synthesis of biaryls.

Synthesis Reference(s)

The Journal of Organic Chemistry, 60, p. 7508, 1995 DOI: 10.1021/jo00128a024

Synthesis

100-01-6

73183-34-3

171364-83-3

GENERAL PROCEDURE: To a solution of 4-nitroaniline (0.5 mmol, 1.0 eq.) in methanol (1.0 mL) was added hydrochloric acid (0.5 mL, 1.5 mmol, 3.0 eq.) followed by water (0.5 mL). The mixture was stirred for 2 minutes and then sodium nitrite solution (0.25 mL) was added. Sodium nitrite solution was prepared by dissolving 35 mg of sodium nitrite in water (0.25 mL). The reaction mixture was stirred at 0-5 °C for 30 min, followed by the addition of a methanol (1.0 mL) solution of pinacol ester of bisboronic acid (2,381 mg, 1.5 mmol, 3.0 equiv). Stirring was continued for 60 minutes. Upon completion of the reaction, water (10 mL) was added to the mixture, which was then extracted with dichloromethane (50 mL, 3 times). The organic layers were combined and washed with saturated sodium bicarbonate solution followed by drying with anhydrous sodium sulfate. After drying, the solvent was evaporated and the crude product was purified by fast chromatography.

References

[1] Synlett, 2014, vol. 25, # 11, p. 1577 - 1584
[2] Angewandte Chemie - International Edition, 2010, vol. 49, # 10, p. 1846 - 1849
[3] Angewandte Chemie - International Edition, 2010, vol. 49, # 10, p. 1846 - 1849
[4] Tetrahedron Letters, 2016, vol. 57, # 14, p. 1551 - 1554
[5] Synlett, 2012, vol. 23, # 9, p. 1394 - 1396

4-Nitrophenylboronic acid pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-Nitrophenylboronic acid pinacol ester manufacturers

Henan Fengda Chemical Co., Ltd
Product
4-Nitrophenylboronic acid pinacol ester 171364-83-3
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-26
Hebei Xinsheng New Material Technology Co., LTD.
Product
4-Nitrophenylboronic acid pinacol ester 171364-83-3
Price
US $35.00-25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 Ton
Release date
2023-10-27
Hebei Xinsheng New Material Technology Co., LTD.
Product
4-Nitrophenylboronic acid pinacol ester 171364-83-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
30000 Kg
Release date
2023-11-27

171364-83-3, 4-Nitrophenylboronic acid pinacol esterRelated Search:

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  • 1-Nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene
  • 4-Nitrophenylboronic acid pinacol ester ISO 9001：2015 REACH
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  • 171364-83-3
  • Aryl
  • Boronate Esters
  • Boronic Acids and Derivatives
  • BORONIC ACID
  • Organometallic Reagents
  • Aryl Boronate Esters
  • Boronate Esters
  • Boronic Acids and Derivatives
  • Chemical Synthesis
  • Organometallic Reagents
  • Aryl
  • Boronic ester
  • Organoborons
  • blocks
  • BoronicAcids
  • NitroCompounds
  • Pyrimidines