214360-74-4

Basic information

• Product Name: (3-BROMOMETHYLPHENYL)BORONIC ACID PINACOL ESTER
• Synonyms: (3-BROMOMETHYLPHENYL)BORONIC ACID PINACOL ESTER;3-(Bromomethyl)benzeneboronic acid, pinacol ester;2-(3-(bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;REF DUPL: 3-(Bromomethyl)phenylboronic acid pinacol ester;2-[(3-broMoMethyl)phenyl]-4,4,5,5-tetraMethyl-1,3,2-dioxaborolaMe;3-(Bromomethyl)benzeneboronic acid pinacol ester 2-(3-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;(3-BROMOMETHYLPHENYL)BORONIC ACID PICOL ESTER
• CAS NO: 214360-74-4
• Molecular Formula: C₁₃H₁₈BBrO₂
• Molecular Weight: 297
• Mol File: 214360-74-4.mol

Chemical Properties

• Boiling Point: 360.928 °C at 760 mmHg
• Flash Point: 172.084 °C
• Appearance: /
• Density: 1.266 g/cm³
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: (3-BROMOMETHYLPHENYL)BORONIC ACID PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (3-BROMOMETHYLPHENYL)BORONIC ACID PINACOL ESTER(214360-74-4)
• EPA Substance Registry System: (3-BROMOMETHYLPHENYL)BORONIC ACID PINACOL ESTER(214360-74-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: 26-37
• TSCA: No
• Hazardous Substances Data: 214360-74-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
(3-Bromomethylphenyl)boronic acid pinacol ester is used as a building block for the synthesis of various pharmaceuticals and agrochemicals, leveraging its versatility in forming stable complexes with Lewis acids and its enhanced stability due to the pinacol ester moiety.
Used in Organic Synthesis:
In the field of organic synthesis, (3-Bromomethylphenyl)boronic acid pinacol ester is used as a reagent for the Suzuki-Miyaura cross-coupling reaction, a widely-used procedure for forming carbon-carbon bonds, which is essential for constructing complex organic molecules.
Used in Chemical Research and Drug Discovery:
(3-Bromomethylphenyl)boronic acid pinacol ester is employed as a valuable tool in chemical research and drug discovery, where its ability to form stable complexes and its enhanced stability contribute to the development of complex organic molecules and potential drug candidates.
Used for Further Modification and Derivatization:
The bromide functional group in (3-Bromomethylphenyl)boronic acid pinacol ester allows for further modification and derivatization, making it useful for tailoring its properties for specific applications in various industries, such as the development of new materials or the enhancement of existing products.

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 51323-43-4 (3-(bromomethyl)phenyl)boronic acid 
• 253342-48-2 4,4,5,5-tetramethyl-2-m-tolyl-1,3,2-dioxaborolane 

Downstream Products

• 883738-27-0 1-methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperazine 
• 909391-56-6 N,N-dimethyl-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine 
• 1426408-92-5 4,4,5,5-tetramethyl-2-[3-((R)-2,2,2-trifluoro-1-methylethoxymethyl)phenyl]-[1,3,2]dioxaborolane 
• 884507-45-3 1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)pyrrolidine 
• 1426408-98-1 4,4,5,5-tetramethyl-2-(3-((2,2,2-trifluoroethoxy)methyl)phenyl)-1,3,2-dioxaborolane 

Relevant articles and documents

Highly Selective Fluorescent Probe Based on Hydroxylation of Phenylboronic Acid Pinacol Ester for Detection of Tyrosinase in Cells

The detection of tyrosinase, a biomarker for melanoma, is of great significance. Herein, a fluorescent tyrosinase probe, with resorufin as the fluorophore and m-tolylboronic acid pinacol ester as the receptor, is proposed. The response relies on the tyrosinase-catalyzed hydroxylation of phenylboronic acid pinacol ester at an adjacent position followed by 1,6-rearrangement elimination to release resorufin. This probe well quantifies tyrosinase in the range from 1 to 100 U mL-1 with a detection limit of 0.5 U mL-1. Importantly, the probe exhibits high selectivity for tyrosinase over other biological substances including reactive oxygen species. In addition, it is successfully applied to the imaging of tyrosinase in cells. This probe provides a novel platform for selective detection of tyrosinase in biosystems.

Selective ratiometric detection of H2O2 in water and in living cells with boronobenzo[b]quinolizinium derivatives

Boronobenzo[b]quinolizinium derivatives exhibit several favorable properties for the fluorimetric detection of hydrogen peroxide, namely quantitative transformation to a product whose emission maximum is well separated from the one of the substrate, water solubility, and the ability to operate in living cells. This journal is the Partner Organisations 2014.

PYRAZOLE COMPOUND AND PHARMACEUTICAL USE THEREOF

The present invention provides a pyrazole compound of the following general Formula [1b] having SGLT1 inhibitory activity, or a pharmaceutically acceptable salt thereof, a pharmaceutical composition comprising the same, and its pharmaceutical use wherein each symbol is the same as defined in the description

Inhibition of RANTES/CCR1-mediated chemotaxis by cosalane and related compounds

The anti-HIV agent cosalane and several of its analogues inhibited RANTES-induced migration of human monocytes, but they did not inhibit migration induced by MIP1α or MIP1β. RANTES-induced migration of single receptor CCR1-HEK transfectants was also inhib