ChemicalBook > CAS DataBase List > 4-Nitrophenylboronic acid pinacol ester

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

Chem-Impex

Product number: 40151
Product name: 4,4,5,5-Tetramethyl-2-(4-nitrophenyl)-1,3,2-dioxaborolane,≥98%(GC)
Purity: ≥98%(GC)
Packaging: 5G
Price: $106
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:

Sodium 3-nitrobenzenesulphonate Pinacol 4-Nitrobenzoic acid 4-Nitrobenzaldehyde Tris(trimethylsilyl)phosphate 1-Fluoro-2-nitrobenzene 3-NITROPHENYLBORONIC ACID, PINACOL ESTER Pinacolborane 4-Nitrophenylboronic acid 4-Aminophenylboronic acid pinacol ester 4-Aminophenylboronic acid 1,3-Dinitrobenzene 2,4,6-TRINITROBENZENESULFONIC ACID 4-METHOXY-3-NITROPHENYLBORONIC ACID, PINACOL ESTER 2-Methyl-3-nitrophenylboronic acid, pinacol ester,4-Methoxy-2-nitrophenylboronic acid, pinacol ester 2-NITROPHENYLBORONIC ACID, PINACOL ESTER Nitrobenzene 2-Fluoro-4-nitrophenylboronic acid, pinacol ester

4-NITROPHENYLBORONIC ACID PINACOL ESTER

4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NITROBENZENE

4-Nitrobenzeneboronic acid, pinacol ester

4,4,5,5-tetramethyl-2-(4-nitrophenyl)-1,3,2-dioxaborolane

2-(4-Nitrophenyl)-4,4,5,5,-tetramethyl-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 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene

-Nitrophenylboronic acid pinacol ester

4-Nitrophenylboronic acid picol ester

1-Nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

4-Nitrophenylboronic acid pinacol ester ISO 9001：2015 REACH

4-Nitrophenylboronic acid, pinacol ester - [N4802]

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