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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
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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)
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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
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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
521396
Product name
2-Cyanophenylboronic acid
Purity
≥95.0%
Packaging
1g
Price
$47.26
Updated
2025/07/31
Sigma-Aldrich
Product number
521396
Product name
2-Cyanophenylboronic acid
Purity
≥95.0%
Packaging
5g
Price
$248
Updated
2023/06/20
TCI Chemical
Product number
C2416
Product name
2-Cyanophenylboronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$40
Updated
2025/07/31
TCI Chemical
Product number
C2416
Product name
2-Cyanophenylboronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$132
Updated
2025/07/31
TRC
Product number
C982005
Product name
2-Cyanophenylboronic acid
Packaging
5g
Price
$195
Updated
2021/12/16
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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

2-Bromobenzonitrile Tetrahydrofuran Triisopropyl borate n-Butyllithium

Preparation Products

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2-Cyanophenylboronic acid Suppliers

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View Lastest Price from 2-Cyanophenylboronic acid manufacturers

Henan Fengda Chemical Co., Ltd
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
Hebei Xinsheng New Material Technology Co., LTD.
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
Hebei Xinsheng New Material Technology Co., LTD.
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

138642-62-3, 2-Cyanophenylboronic acidRelated Search:

2-(1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE 2-PHENYL-1,3,2-DIOXABORINANE PeraMpanel 6'-Methoxy-2,3'-bipyridine 3,5-Dibromopyridine PeraMpanel Phenylboronic acid 3,5-Dimethoxypyridine 1-Phenyl-5-(pyridin-2-yl)-1,2-dihydropyridin-2-one 2-Bromobenzonitrile 2-(2-cyanophenyl)benzonitrile 5-(2-PYRIDYL)-1,2-DIHYDROPYRIDIN-2-ONE 2,5-Dibromopyridine 5-Bromo-2-methoxypyridine PRMWGUBFXWROHD-MYWHSQMISA-N 5'-(2-cyanophenyl)-6'-oxo-1'-phenyl-1',6'-dihydro-[2,3'-bipyridine] 1-oxide 2-bromo-3-(1,3,2-dioxaborinan-2-yl)benzonitrile 4-(6'-oxo-1'-phenyl-1',6'-dihydro-[2,3'-bipyridin]-5'-yl)benzonitrile

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  • BORONIC ACID
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  • Aryl
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