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(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER

Product Name
(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER
CAS No.
377780-72-8
Chemical Name
(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER
Synonyms
2-[2-(Bromomethyl)phenyl]-4,4,5,5-tetra;(2-BROMOMETHYLPHENYL)BORONIC ACID, PICOL ESTER;(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER;2-(BROMOMETHYL)BENZENEBORONIC ACID PINACOL ESTER;2-(Bromomethyl)benzeneboronicacidpinacolcyclicester;2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl Bromide;2-(2-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;1,3,2-Dioxaborolane, 2-[2-(bromomethyl)phenyl]-4,4,5,5-tetramethyl-;2-[2-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl bromide
CBNumber
CB7134151
Molecular Formula
C13H18BBrO2
Formula Weight
297
MOL File
377780-72-8.mol
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(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER Property

Melting point:
78-80°C
Boiling point:
360.6±25.0 °C(Predicted)
Density 
1.26±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform (Sparingly)
form 
solid
color 
white to off-white
CAS DataBase Reference
377780-72-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
WGK Germany 
2
Hazard Note 
Irritant/Keep Cold
TSCA 
No
HS Code 
2931900090
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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
716235
Product name
2-Bromomethylphenylboronic acid pinacol ester
Purity
95%
Packaging
1g
Price
$180
Updated
2025/07/31
TCI Chemical
Product number
T3393
Product name
2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl Bromide
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$122
Updated
2025/07/31
TCI Chemical
Product number
T3393
Product name
2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl Bromide
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$360
Updated
2025/07/31
TRC
Product number
B683635
Product name
2-Bromomethylphenylboronic acid pinacol ester
Packaging
500mg
Price
$80
Updated
2021/12/16
TRC
Product number
B683635
Product name
2-Bromomethylphenylboronic acid pinacol ester
Packaging
2.5g
Price
$155
Updated
2021/12/16
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(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER Chemical Properties,Usage,Production

Uses

2-Bromomethylphenylboronic Acid Pinacol Ester is an intermediate used to prepare [(fluorophenylcarbamoyl)pyridinylsulfanylmethyl]phenylboronic acid and noncompetitive boronic acid antagonist of CXCR1 and CXCR2.

Synthesis

76-09-5

16419-60-6

377780-72-8

To a three-neck flask equipped with a Dean-Stark splitter was added 30 mL of toluene followed by 2-methylphenylboronic acid (0.21 g, 1.55 mmol) and pinacol (0.22 g, 1.86 mmol). The reaction mixture was heated to reflux for 2 hours. Upon completion of the reaction, the mixture was washed three times with 30 mL of water to remove unreacted pinacol and phenylboronic acid. The organic phase was separated and the toluene solvent was removed by evaporation under reduced pressure to give the crude product. The crude product was dissolved in 50 mL of dichloromethane and washed again with 30 mL of water. Anhydrous sodium sulfate was added to the organic phase to dry, and the dried solution was evaporated under reduced pressure to give 0.32 g of crude product. The resulting crude product (0.32 g, 1.47 mmol), N-bromosuccinimide (NBS, 0.39 g, 2.2 mmol) and azobisisobutyronitrile (AIBN, 0.003 g, 0.018 mmol) were dissolved in 10 mL of acetonitrile. The reaction solution was refluxed at 90 °C for 2 hours. After the reaction was completed, it was cooled to room temperature and the solvent was removed by distillation under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography using petroleum ether (60~90 °C)/ethyl acetate (v/v = 1:1) as eluent to obtain the target product 2-bromoethylphenylboronic acid pinacol ester as white solid (0.53 g, 80% yield).

References

[1] Patent: CN107383078, 2017, A. Location in patent: Paragraph 0058; 0063; 0064; 0065; 0066; 0067; 0068

(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER Suppliers

J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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86-10-82849933
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jkinfo@jkchemical.com
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China
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Alfa Aesar
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400-6106006
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021-67582001/03/05
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saleschina@alfa-asia.com
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China
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Energy Chemical
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Wuhan Chemwish Technology Co., Ltd
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Nanjing Chemlin Chemical Co., Ltd
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+86-25-83453306
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021-54306202 13764082696
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ZhengZhou HuaWen Chemical Co.Ltd
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0370-2785118 17550508557
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Shanghai Topbiochem Technology Co., Ltd
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Shanghai Topbiochem Technology Co., Ltd
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+86-21-61294319
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View Lastest Price from (2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
(2-Bromomethylphenyl)boronic acid pinacol ester 377780-72-8
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
Zhuozhou Wenxi import and Export Co., Ltd
Product
(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER 377780-72-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11
Zhuozhou Wenxi import and Export Co., Ltd
Product
(2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER 377780-72-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09

377780-72-8, (2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTERRelated Search:


  • 2-(BROMOMETHYL)BENZENEBORONIC ACID PINACOL ESTER
  • (2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER
  • 2-(Bromomethyl)benzeneboronicacidpinacolcyclicester
  • 2-(2-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl Bromide
  • 2-[2-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl bromide
  • (2-BROMOMETHYLPHENYL)BORONIC ACID, PICOL ESTER
  • 2-[2-(Bromomethyl)phenyl]-4,4,5,5-tetra
  • 1,3,2-Dioxaborolane, 2-[2-(bromomethyl)phenyl]-4,4,5,5-tetramethyl-
  • 377780-72-8
  • 1385000-85-3
  • C13H18BBrO2
  • Aryl Boronate Esters
  • Boronate Esters
  • Boronic Acids and Derivatives
  • Chemical Synthesis
  • Organometallic Reagents
  • Boronic acid
  • blocks
  • BoronicAcids
  • Bromides
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