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
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)
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
- 643890
- Product name
- 4-Nitrophenylboronic acid pinacol ester
- Purity
- ≥95%
- Packaging
- 1g
- Price
- $54.51
- Updated
- 2025/07/31
- Product number
- 643890
- Product name
- 4-Nitrophenylboronic acid pinacol ester
- Purity
- ≥95%
- Packaging
- 5g
- Price
- $157
- Updated
- 2025/07/31
- 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
- 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
- Product number
- J99603
- Product name
- 4-Nitrophenylboronic acid pinacol ester
- Packaging
- 1g
- Price
- $15
- Updated
- 2021/12/16
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
- 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
- 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
- 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