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3-Cyanophenylboronic acid

Product Name
3-Cyanophenylboronic acid
CAS No.
150255-96-2
Chemical Name
3-Cyanophenylboronic acid
Synonyms
1-p-Tolylpyrazole-4-boronic acid;2-Methyl-3-nitrophenylboronic acid, pinacol ester;4,4,5,5-Tetramethyl-2-(4-methyl-3-nitrophenyl)-1,3,2-dioxaborolane;2-(3-Chloro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;AKOS BRN-0075;CAS:150255-96-2;RARECHEM AH PB 0207;3-Cyanophenylboronic;3-boronobenzonitrile;Hydroxydip-tolylborane
CBNumber
CB7780990
Molecular Formula
C7H6BNO2
Formula Weight
146.94
MOL File
150255-96-2.mol
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3-Cyanophenylboronic acid Property

Melting point:
298 °C (dec.) (lit.)
Boiling point:
347.4±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
7.17±0.10(Predicted)
form 
solid
color 
White to Light yellow
BRN 
6136720
InChI
InChI=1S/C7H6BNO2/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4,10-11H
InChIKey
XDBHWPLGGBLUHH-UHFFFAOYSA-N
SMILES
B(C1=CC=CC(C#N)=C1)(O)O
CAS DataBase Reference
150255-96-2(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,C,Xn
Risk Statements 
36/37/38-34-36-41-37/38-22
Safety Statements 
26-37/39-45-36/37/39-22-39-36
RIDADR 
UN3439
WGK Germany 
3
Hazard Note 
Harmful/Irritant
HazardClass 
6.1
PackingGroup 
III
HS Code 
29163990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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
513016
Product name
3-Cyanophenylboronic acid
Purity
≥95.0%
Packaging
1g
Price
$41.6
Updated
2025/07/31
Sigma-Aldrich
Product number
513016
Product name
3-Cyanophenylboronic acid
Purity
≥95.0%
Packaging
5g
Price
$190
Updated
2025/07/31
TCI Chemical
Product number
C2031
Product name
3-Cyanophenylboronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$50
Updated
2025/07/31
TCI Chemical
Product number
C2031
Product name
3-Cyanophenylboronic Acid (contains varying amounts of Anhydride)
Packaging
25g
Price
$143
Updated
2025/07/31
TRC
Product number
C989728
Product name
3-Cyanophenylboronic acid
Packaging
100mg
Price
$45
Updated
2021/12/16
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3-Cyanophenylboronic acid Chemical Properties,Usage,Production

Chemical Properties

light orange powder

Uses

suzuki reaction

Uses

3-Cyanophenylboronic acid can be used:

  • As an intermediate in the synthesis of piperidine-based MCH R1 antagonists.
  • As a substrate in the Suzuki coupling reactions to prepare 4-aryl-1,8-naphthyridin-2(1H)-ones.
  • As an intermediate in the synthesis of biaryl-based?phenylalanine?amino acid analogs, which are used as kainate receptors ligands.
  • To prepare phenylimidazole-based?Ir(III) complexes for phosphorescent blue OLED applications.

Synthesis

5419-55-6

6952-59-6

150255-96-2

The general procedure for the synthesis of 3-cyanophenylboronic acid from triisopropyl borate and m-bromobenzonitrile was as follows: 20 g of 3-bromobenzonitrile was dissolved in 100 ml of anhydrous tetrahydrofuran (THF) and mixed with 37.6 ml of triisopropoxyborane under nitrogen protection. The reaction system was cooled to -78 °C, followed by the slow dropwise addition of 98.3 ml of 1.6 M n-butyllithium hexane solution under stirring for about 30 minutes. The reaction mixture was continued to be stirred at room temperature for 30 minutes, then cooled to 0°C and 220 ml of 4M sulfuric acid solution was added. The reaction solution was heated to reflux overnight, cooled again to 0°C, and 340 ml of 5M aqueous sodium hydroxide solution was added, followed by extraction with 200 ml of diethyl ether. The aqueous phase was separated and the pH was adjusted to 2 with 6 M hydrochloric acid and extracted twice with 300 ml ethyl acetate. The ethyl acetate layers were combined, dried with anhydrous magnesium sulfate (MgSO4) and the solvent was removed by distillation under reduced pressure. The resulting crude product was recrystallized by DMF-water system to give 11.6 g (72% yield) of 3-cyanophenylboronic acid as light yellow needle-like crystals. The product was characterized by 1H NMR (270 MHz, DMSO-d6): δ 8.5 (brs, 2H), 8.3-7.6 (m, 4H).

References

[1] Patent: EP1179527, 2002, A1. Location in patent: Page 19-20
[2] Patent: US6348478, 2002, B1. Location in patent: Page column 14
[3] Patent: US2012/295874, 2012, A1. Location in patent: Page/Page column 207
[4] Patent: US2002/45613, 2002, A1
[5] Patent: US6538137, 2003, B1

3-Cyanophenylboronic acid Preparation Products And Raw materials

Raw materials

Tetrahydrofuran 3-Bromobenzonitrile Triisopropyl borate n-Butyllithium

Preparation Products

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View Lastest Price from 3-Cyanophenylboronic acid manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
(3-Cyanophenyl)boronic acid 150255-96-2
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
Hebei Zhuanglai Chemical Trading Co Ltd
Product
3-Cyanophenylboronic acid 150255-96-2
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-06
Hebei Xinsheng New Material Technology Co., LTD.
Product
3-Cyanophenylboronic acid 150255-96-2
Price
US $35.00-25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 Ton
Release date
2023-10-30

150255-96-2, 3-Cyanophenylboronic acidRelated Search:

Methylene dithiocyanate Phenylboronic acid Methyl 4-cyanobenzoate 4-Hydroxyphenylboronic acid Folic acid Ethyl 2-(Chlorosulfonyl)acetate 4-Tolylboronic acid 3,5-Dimethylphenylboronic acid Citric acid Ascoric Acid 3-AMINO-5-CYANOPHENYLBORONIC ACID 3-AMINO-5-CYANOBENZENEBORONIC ACID HYDROCHLORIDE 97 Boronic acid, (3-cyano-5-fluorophenyl)- (9CI) 3-Cyano-4-fluorobenzeneboronic acid 5-CYANO-2-FLUOROBENZENEBORONIC ACID 2-CYANOPHENYLBORONIC ACID,2-Cyanophenylboronic acid, >90% 3-CYANO-5-NITROBENZENEBORONIC ACID 98 2-CHLORO-5-CYANOPHENYLBORONIC ACID

  • RARECHEM AH PB 0207
  • 1-p-Tolyl-1H-pyrazol-4-ylboronic acid
  • 1-p-Tolylpyrazole-4-boronic acid
  • 2-(3,4-Dimethylphenyl)-1,3,2-dioxaborinane
  • 3,4-Dimethylphenylboronic acid propanediol ester
  • 2-(3-Chloro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 2-(3-Fluoro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 2,4-Diethoxyphenylboronic acid
  • 2-Chloro-4-methoxypyridine-5-boronic acid
  • 6-Chloro-4-methoxypyridine-3-boronic acid
  • 2-Chloro-6-fluoro-3-methoxyphenylboronic acid
  • 2-Methyl-3-nitrophenylboronic acid, pinacol ester
  • 4,4,5,5-Tetramethyl-2-(2-methyl-3-nitrophenyl)-1,3,2-dioxaborolane
  • 3-(2-Hydroxyethylcarbamoyl)phenylboronic acid
  • 3-(2-Nitro-4-trifluoromethylphenoxy)phenylboronic acid
  • 2,6-Dichloro-3-nitrophenylboronic acid
  • 3-(2-Nitrophenoxy)phenylboronic acid
  • 3-(3-Ethylthioureido)phenylboronic acid
  • 3-(3-Isopropylthioureido)phenylboronic acid
  • 3-(3-Methylthioureido)phenylboronic acid
  • 3-(4-Fluoro-2-nitrophenoxy)phenylboronic acid
  • 3-(4-Nitrophenoxy)phenylboronic acid
  • 3-(Benzyloxy)-2,4-dichlorophenylboronic acid
  • 3-(Butylsulfonamido)phenylboronic acid
  • N-(3-Boronophenyl) butylsulfonamide
  • 3-(Cyclopropanesulfonamido)phenylboronic acid
  • 3-(Diethylcarbamoyl)-2-fluorophenylboronic acid
  • 3-(Ethylsulfonamido)phenylboronic acid
  • 3-(Morpholinomethyl)phenylboronic acid
  • 4-(Methylthio)-2-(trifluoromethyl)phenylboronic acid
  • 4,4,5,5-Tetramethyl-2-(4-methyl-3-nitrophenyl)-1,3,2-dioxaborolane
  • 4-[(4-tert-Butyl-2-methylphenoxy)methyl]phenylboronic acid
  • 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile
  • 4-Cyanophenylboronic acid, neopentyl glycol ester
  • 4-Cyclopentylpyrimidine-5-boronic acid
  • 3-Cyanophenylboronic acid ,98%
  • 3-[2-NITRO-4-(TRIFLUOROMETHYL)PHENOXY]BENZENEBORONIC ACID
  • 3-Cyanophenylboronic acid,97%
  • 2-Chloro-3-methoxy-6-fluorophenylboronic acid
  • 1,3-Bis(4-boronophenyl)urea,bispinacol ester
  • 3-[(4-Chloro-3-methylphenoxy)methyl)phenylboronic
  • 4-(1-BOC-piperidin-4-yloxy)-2-methoxyphenylboronic
  • 4-(1-BOC-piperidin-4-yloxy)-3-methoxyphenylboronic
  • [3-(Piperidin-1-ylmethyl)phenyl]boronic acid hydrochloride
  • (3-cyanophenyl)boronic acid(SALTDATA: FREE)
  • 3-Cyanophenylboronic acid, 97% 1GR
  • Dihydroxy-(3-cyanophenyl)borane
  • BORONICACID, B-(3-CYANOPHENYL)-
  • 3-Cyanophenylboronic acid >=95.0%
  • (m-Cyanophenyl)boronic acid
  • 3-CYANOBENZENEBORONIC ACID, 98+%
  • 3-(Cyclohexyl(methyl)carbamoyl)phenylboronic acid
  • N-Cyclohexyl-N-methyl 3-boronobenzamide
  • 4-Fluoro-2,3-dimethylphenylboronic acid
  • 4-Fluoro-2,5-dimethylphenylboronic acid
  • 2-(4-Methoxy-2-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 4-Methoxy-2-nitrophenylboronic acid, pinacol ester
  • 4-Pentylcyclohex-1-enylboronic acid