3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE
- Product Name
- 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE
- CAS No.
- 214360-46-0
- Chemical Name
- 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE
- Synonyms
- 3-(tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile;3-(4,4,5,5-tetraMethy;3-cyanphenylboronic acid pinacol ester;3-CYANOPHENYLBORONIC ACID, PINACOL ESTER;3-Cyanobenzeneboronic acid, pinacol ester;(3-Cyanophenyl)boronic acid pinalol ester;1,1,2,2-Tetramethyldimethylene (3-cyanophenyl)boronate;2-(3-Cyanophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE;3-(4,4,5,5-tetraMethyl-1,3,2-dioxoborolan-2-yl)-benzonitrile
- CBNumber
- CB9215973
- Molecular Formula
- C13H16BNO2
- Formula Weight
- 229.08
- MOL File
- 214360-46-0.mol
3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE Property
- Melting point:
- 78-82 °C (lit.)
- Boiling point:
- 341.0±25.0 °C(Predicted)
- Density
- 1.06±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- Solid
- color
- White
- InChI
- InChI=1S/C13H16BNO2/c1-12(2)13(3,4)17-14(16-12)11-7-5-6-10(8-11)9-15/h5-8H,1-4H3
- InChIKey
- FIGQEPXOSAFKTA-UHFFFAOYSA-N
- SMILES
- C(#N)C1=CC=CC(B2OC(C)(C)C(C)(C)O2)=C1
- CAS DataBase Reference
- 214360-46-0(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
- 578401
- Product name
- 3-Cyanophenylboronic acid pinacol ester
- Purity
- 97%
- Packaging
- 1g
- Price
- $58.7
- Updated
- 2025/07/31
- Product number
- 578401
- Product name
- 3-Cyanophenylboronic acid pinacol ester
- Purity
- 97%
- Packaging
- 5g
- Price
- $249
- Updated
- 2023/01/07
- Product number
- 269090
- Product name
- 3-Cyanophenylboronic acid pinacol ester
- Packaging
- 1g
- Price
- $352
- Updated
- 2021/12/16
- Product number
- C989753
- Product name
- 3-Cyanophenylboronic acid pinacol ester
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- C989753
- Product name
- 3-Cyanophenylboronic acid pinacol ester
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE Chemical Properties,Usage,Production
Chemical Properties
White solid
Uses
3-Cyanophenylboronic acid pinacol ester can be used as a reactant to synthesize:
- 3-Cyano aryl/ heteroaryl derivatives by forming a C?C bond via palladium-catalyzed Suzuki-Miyaura reaction.
- 3-(Phenylamino)benzonitrile by copper-catalyzed Chan-Evans-Lam amination reaction.
- 3-(Trifluoromethyl)benzonitrile using potassium (trifluoromethyl)trimethoxyborate.
Synthesis
2237-30-1
73183-34-3
214360-46-0
To a solution of 3-aminobenzonitrile (0.5 g, 4.23 mmol) in acetonitrile (30 mL) was added tert-butyl nitrite (0.7 mL, 6.34 mmol) and pinacol ester of bis(boronic acid) (1.29 g, 5.076 mmol) sequentially at 0 °C. The reaction mixture was warmed to 80 °C and stirred continuously for 2 hours. After completion of the reaction, the mixture was cooled to room temperature and subsequently concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (combiflash system) with the eluent being a 4% ethyl acetate/hexane solvent mixture, resulting in pinacol ester of 3-cyanobenzeneboronic acid (0.35 g, 99.8% yield). The molecular weight of the product was confirmed by LCMS analysis: m/z 294 ([M+H]+).
References
[1] Patent: WO2015/105779, 2015, A1. Location in patent: Page/Page column 17; 18
[2] Patent: US2016/333005, 2016, A1. Location in patent: Paragraph 0064-0065
[3] Journal of Organic Chemistry, 2013, vol. 78, # 5, p. 1923 - 1933
[4] Angewandte Chemie - International Edition, 2010, vol. 49, # 10, p. 1846 - 1849
3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE manufacturers
- Product
- 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile 214360-46-0
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-07-03
- Product
- 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile 214360-46-0
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 150KG /month
- Release date
- 2021-11-17
- Product
- 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile 214360-46-0
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 99
- Supply Ability
- 100kg
- Release date
- 2019-07-10