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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3-Cyanophenylboronic acid Suppliers

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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:

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RARECHEM AH PB 0207

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3,4-Dimethylphenylboronic acid propanediol ester

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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

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4-Fluoro-2,3-dimethylphenylboronic acid

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2-(4-Methoxy-2-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-Methoxy-2-nitrophenylboronic acid, pinacol ester

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