2-Cyanophenylboronic acid
- Product Name
- 2-Cyanophenylboronic acid
- CAS No.
- 138642-62-3
- Chemical Name
- 2-Cyanophenylboronic acid
- Synonyms
- 2-CyanophenyL;AKOS BRN-0034;RARECHEM AH PB 0208;2-Boronobenzonitrile;Perampanel Impurity 16;2-Cyanophenylboric acid;2-Cyanophenylboronicaci;o-CyanophenylboronicAcid;2-CYANOPHENYLBORONIC ACID;2-CYANOBENZENEBORONIC ACID
- CBNumber
- CB4686341
- Molecular Formula
- C7H6BNO2
- Formula Weight
- 146.94
- MOL File
- 138642-62-3.mol
2-Cyanophenylboronic acid Property
- Melting point:
- 240 °C (dec.) (lit.)
- Boiling point:
- 376.4±44.0 °C(Predicted)
- Density
- 1.25±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Soluble in methanol.
- pka
- 7.98±0.58(Predicted)
- form
- Powder
- color
- Off-white to cream
- InChI
- InChI=1S/C7H6BNO2/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4,10-11H
- InChIKey
- NPLZNDDFVCGRAG-UHFFFAOYSA-N
- SMILES
- B(C1=CC=CC=C1C#N)(O)O
- CAS DataBase Reference
- 138642-62-3(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39-37/39-36
- RIDADR
- 3439
- WGK Germany
- 3
- Hazard Note
- Irritant
- HS Code
- 29163990
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
- 521396
- Product name
- 2-Cyanophenylboronic acid
- Purity
- ≥95.0%
- Packaging
- 1g
- Price
- $47.26
- Updated
- 2025/07/31
- Product number
- 521396
- Product name
- 2-Cyanophenylboronic acid
- Purity
- ≥95.0%
- Packaging
- 5g
- Price
- $248
- Updated
- 2023/06/20
- Product number
- C2416
- Product name
- 2-Cyanophenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $40
- Updated
- 2025/07/31
- Product number
- C2416
- Product name
- 2-Cyanophenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $132
- Updated
- 2025/07/31
- Product number
- C982005
- Product name
- 2-Cyanophenylboronic acid
- Packaging
- 5g
- Price
- $195
- Updated
- 2021/12/16
2-Cyanophenylboronic acid Chemical Properties,Usage,Production
Chemical Properties
off-white to cream powder
Uses
2-Cyanophenylboronic Acid is used in the synthesis of pyridine inhibitors of TAK1. Also participates in the discovery and synthesis of 1,2,4-triazoles as novel allosteric valosine containing protein (VCP) inhibitors. VCP is found highly abundant in various tumor types allowing for a potential target in cancer therapy.
Synthesis
5419-55-6
7732-18-5
100-47-0
138642-62-3
Under nitrogen protection, 7.88 g (55.8 mmol) of 2,2,6,6-tetramethylpiperidine and 2.77 g (65.3 mmol) of lithium chloride (1.17:1 molar ratio to 2,2,6,6-tetramethylpiperidine) in THF were added to a 300 mL flask. A lithium 2,2,6,6-tetramethylpiperidine solution was prepared by slow dropwise addition of 24.2 g (58.2 mmol) of 15% n-butyllithium hexane solution at -10 °C. After cooling the reaction system to -50 °C, 10.93 g (58.2 mmol) of triisopropoxyborane and 4.98 g (48.3 mmol) of benzonitrile were added sequentially dropwise, and the reaction was maintained at this temperature for 3 h. HPLC analysis showed that the area percentage of 2-cyanobenzeneboronic acid in the reaction solution was 98.6%, and the by-product, 1 -phenyl-1 -(2,2,6,6-tetramethylpiperidin- 1-yl)methylimine had an area percentage of 1.38%. The reaction solution was poured into 38 mL of 3N HCl for hydrolysis and 150 mL of ethyl acetate was added for extraction to separate the aqueous phase. The organic phase was washed with 50 mL of 0.2N HCl and quantitatively analyzed by HPLC to confirm that the yield of 2-cyanophenylboronic acid was 95.0% and it contained 0.45% of 1-phenyl-(2,2,6,6-tetramethylpiperidin-1-yl)methylimine.
References
[1] Patent: JP2015/160823, 2015, A. Location in patent: Paragraph 0053
2-Cyanophenylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Cyanophenylboronic acid manufacturers
- Product
- 2-Cyanophenylboronic acid 138642-62-3
- Price
- US $8.00-2.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-24
- Product
- 2-Cyanophenylboronic acid 138642-62-3
- Price
- US $35.00-25.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 Ton
- Release date
- 2023-10-30
- Product
- 2-Cyanophenylboronic acid 138642-62-3
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99.9%
- Supply Ability
- 30000 Kg
- Release date
- 2023-11-30