ChemicalBook > CAS DataBase List > 4-(Bromomethyl)benzeneboronic acid pinacol ester

4-(Bromomethyl)benzeneboronic acid pinacol ester

Product Name
4-(Bromomethyl)benzeneboronic acid pinacol ester
CAS No.
138500-85-3
Chemical Name
4-(Bromomethyl)benzeneboronic acid pinacol ester
Synonyms
4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)benzyl BroMide;4-(Bromomethyl)phenylboronic acid pinacol;4-BROMOMETHYLPHENYLBORONIC ACID, PINACOL ESTER;4-(BROMOMETHYL)BENZENEBORONIC ACID PINACOL ESTER;4-Bromomethylphenylboronic acid pinacol ester 95%;4-(BROMOMETHYL)BENZENEBORONICACIDPINACOLESTER,95%;tert-butyl 3-allyl-3-hydroxyazetidine-61-carboxylate;4-(bromomethyl)phenylboronic acid pinacol cyclic ester;4-(Bromomethyl)benzeneboronic acid pinacol cyclic ester;4-Bromomethylphenylboronic acid, pinacol ester - [B1882]
CBNumber
CB1713271
Molecular Formula
C13H18BBrO2
Formula Weight
297
MOL File
138500-85-3.mol
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4-(Bromomethyl)benzeneboronic acid pinacol ester Property

Melting point:
85-89 °C
Boiling point:
351.2±25.0 °C(Predicted)
Density 
1.26±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
soluble in Toluene
form 
powder
color 
white to off-white
BRN 
7921808
InChI
InChI=1S/C13H18BBrO2/c1-12(2)13(3,4)17-14(16-12)11-7-5-10(9-15)6-8-11/h5-8H,9H2,1-4H3
InChIKey
CBUOGMOTDGNEAW-UHFFFAOYSA-N
SMILES
O1C(C)(C)C(C)(C)OB1C1=CC=C(CBr)C=C1
CAS DataBase Reference
138500-85-3(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-34
Safety Statements 
26-36/37/39-45
RIDADR 
3261
WGK Germany 
3
Hazard Note 
Harmful/Irritant/Keep Cold
TSCA 
No
HazardClass 
IRRITANT
HazardClass 
8
PackingGroup 
III
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H314Causes severe skin burns and eye damage

H315Causes skin irritation

H318Causes serious eye damage

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
718513
Product name
4-Bromomethylphenylboronic acid pinacol ester
Purity
95%
Packaging
1g
Price
$122
Updated
2025/07/31
Sigma-Aldrich
Product number
718513
Product name
4-Bromomethylphenylboronic acid pinacol ester
Purity
95%
Packaging
5g
Price
$206
Updated
2025/07/31
TCI Chemical
Product number
T2945
Product name
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl Bromide
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$32
Updated
2025/07/31
TCI Chemical
Product number
T2945
Product name
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl Bromide
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$89
Updated
2025/07/31
TRC
Product number
B685680
Product name
2-[4-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Packaging
2.5g
Price
$165
Updated
2021/12/16
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4-(Bromomethyl)benzeneboronic acid pinacol ester Chemical Properties,Usage,Production

Description

4-(Bromomethyl)benzeneboronic acid pinacol ester can be used as an active oxygen source in biological assays, such as functional assays, because it generates reactive oxygen species and can act as a fluorescence probe for detection of biological samples.

Chemical Properties

White powder

Uses

4-(Bromomethyl)benzeneboronic acid pinacol ester is used in the synthesis of metalloproteinase-13 inhibitors in the treatment of osteoarthritis.

Synthesis

Pinacol p-tolueneborate (10.91g, 50.0mmol), bromosuccinimide (NBS, 9.91g, 55.0mmol), and azobisisobutyronitrile (AIBN, 0.44g, 2.0mmol) were dissolved in dry of carbon tetrachloride (CCl4, 200 mL), stirred at reflux for 14 hours. The mixture was filtered, the solvent was evaporated, and the mixture was dissolved in ethyl acetate (200 mL). Wash once with distilled water (100 mL) and saturated sodium chloride aqueous solution (100 mL), dry with anhydrous sodium sulfate, and rotary evaporate. Finally, use petroleum ether as the eluent for column chromatography separation to obtain 4-(Bromomethyl)benzeneboronic acid pinacol ester (11.30g, yield 76.1%).

References

[1] Patent: WO2013/25885, 2013, A1. Location in patent: Paragraph 0086
[2] Synthetic Communications, 2002, vol. 32, # 17, p. 2669 - 2676
[3] Patent: EP2450354, 2012, A1

4-(Bromomethyl)benzeneboronic acid pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(Bromomethyl)benzeneboronic acid pinacol ester Suppliers

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View Lastest Price from 4-(Bromomethyl)benzeneboronic acid pinacol ester manufacturers

Shaanxi Xianhe Biotech Co., Ltd
Product
4-(Bromomethyl)benzeneboronic acid pinacol ester 138500-85-3
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
1000kg
Release date
2025-04-17
Henan Aochuang Chemical Co.,Ltd.
Product
4-(Bromomethyl)benzeneboronic acid pinacol ester 138500-85-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-08
Henan Fengda Chemical Co., Ltd
Product
4-(Bromomethyl)benzeneboronic acid pinacol ester 138500-85-3
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-10

138500-85-3, 4-(Bromomethyl)benzeneboronic acid pinacol esterRelated Search:

Potassium carbonate Sodium Methoxide 4-Ethylphenylboronic acid 2-(4-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 4,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,1,3-benzothiadiazole Pinacol 2-(BROMOMETHYL)BENZENEBORONIC ACID PINACOL ESTER 3-(Bromomethyl)benzeneboronic acid, pinacol ester 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)TOLUENE 4-(Bromomethyl)phenylboronic acid 4-(Bromomethyl)benzeneboronic acid pinacol ester Filgotinib

  • 4-Bromomethylphenylboronic acid pinacol ester 95%
  • 4-(BROMOMETHYL)BENZENEBORONIC ACID PINACOL ESTER
  • 4-BROMOMETHYLPHENYLBORONIC ACID, PINACOL ESTER
  • 4-(Bromomethyl)benzeneboronic acid pinacol cyclic ester
  • 4-(Bromomethyl)phenylboronic acid pinacol cyclic ester~2-[(4-Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 4-(Bromomethyl)phenylboronicacidpinacolcyclicester~2-[(4-Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 2-[(4-bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 4-(bromomethyl)phenylboronic acid pinacol cyclic ester
  • 4-BroMoMethylphenylboronic acid pinacol ester 2-(4-BroMoMethyl-phenyl)-4,4,5,5-tetraMethyl-[1,3,2]dioxaborolane 4-(BroMoMethyl)benzeneboronic acid pinacol ester
  • 2-(4-(BroMoMe thyl)phenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolaMe
  • 4-(Bromomethyl)phenylboronic acid pinacol
  • 4-(BROMOMETHYL)BENZENEBORONICACIDPINACOLESTER,95%
  • 4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)benzyl BroMide
  • 1,3,2-Dioxaborolane, 2-[4-(bromomethyl)phenyl]-4,4,5,5-tetramethyl-
  • tert-butyl 3-allyl-3-hydroxyazetidine-61-carboxylate
  • 4-Bromomethylphenylboronic acid, pinacol ester - [B1882]
  • 138500-85-3
  • 1358500-85-3
  • Boronic acids
  • blocks
  • BoronicAcids
  • Bromides