143805-78-1

Basic information

• Product Name: (3-BROMOMETHYLPHENYL)BORONIC ACID NEOPENTYL GLYCOL ESTER
• Synonyms: 3-BROMOMETHYLBENZENEBORONIC ACID, NEOPENTYL GLYCOL ESTER;(3-BROMOMETHYLPHENYL)BORONIC ACID NEOPENTYL GLYCOL ESTER;3-(Bromomethyl)benzeneboronic acid, neopentyl glycol ester 95%;3-Bromomethylphenylboronic acid,neopentylglycol;neopentyl glycol ester;2-(4-(BroMoMethyl)phenyl)-5,5-diMethyl-1,3,2-dioxaborinane;1,3,2-Dioxaborinane,2-[4-(bromomethyl)phenyl]-5,5-dimethyl-
• CAS NO: 143805-78-1
• Molecular Formula: C₁₂H₁₆BBrO₂
• Molecular Weight: 282.97
• Product Categories: blocks;BoronicAcids
• Mol File: 143805-78-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 86-90
• Boiling Point: 369.026 °C at 760 mmHg
• Flash Point: 176.981 °C
• Appearance: /
• Density: 1.299 g/cm³
• Vapor Pressure: 2.59E-05mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: Keep Cold
• CAS DataBase Reference: (3-BROMOMETHYLPHENYL)BORONIC ACID NEOPENTYL GLYCOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (3-BROMOMETHYLPHENYL)BORONIC ACID NEOPENTYL GLYCOL ESTER(143805-78-1)
• EPA Substance Registry System: (3-BROMOMETHYLPHENYL)BORONIC ACID NEOPENTYL GLYCOL ESTER(143805-78-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 143805-78-1(Hazardous Substances Data)

Usage

General Description

(3-Bromomethylphenyl)boronic acid neopentyl glycol ester is a chemical compound that consists of a neopentyl glycol ester of (3-bromomethylphenyl)boronic acid. It is commonly used as a building block in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals. (3-Bromomethylphenyl)boronic acid neopentyl glycol ester is a boronic acid derivative, which means it can be used in the Suzuki-Miyaura coupling reaction to form carbon-carbon bonds. Its neopentyl glycol ester structure confers stability and solubility in organic solvents, making it a versatile reagent for various synthetic applications. As with any boronic acid derivative, caution should be exercised when handling (3-Bromomethylphenyl)boronic acid neopentyl glycol ester, as boronic acids can be toxic and may pose a risk of skin and eye irritation.

InChI:InChI=1/C12H16BBrO2/c1-12(2)8-15-13(16-9-12)11-5-3-4-10(6-11)7-14/h3-6H,7-9H2,1-2H3

Upstream product

• 5720-05-8 4-methylphenylboronic acid 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 380481-66-3 5,5-dimethyl-2-(4-methylphenyl)-1,3,2-dioxaborinane 
• 106-38-7 para-bromotoluene 

Downstream Products

• 570424-28-1 5-chloro-3-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)benzyl]-2-phenyl-3H-imidazole-4-carbaldehyde 
• 1353999-02-6 (HO)2BC₆H₄CH₂OC₂₀H₁₀O₃(OH) 
• 436853-30-4 N,N'-4,4'-bis(benzyl-4''-boronic acid)bipyridinium dibromide 
• 570424-32-7 3-[4-(4-chloro-5-formyl-2-phenyl-imidazol-1-ylmethyl)phenyl]-5-isobutylthiophene-2-(3-ethyl) sulfonylurea 

Relevant articles and documents

Design of a "turn-off/turn-on" biosensor: Understanding carbohydrate-lectin interactions for use in noncovalent drug delivery

A low-cost and highly sensitive biosensor system is designed to investigate carbohydrate-lectin interactions. This combination of glyco-gold nanoparticles and boronic acid biosensor system opens a way to study noncovalent drug delivery.

14C-labeled and large-scale synthesis of the angiotensin-(1-7)-receptor agonist AVE 0991 by cross-coupling reactions.

The synthesis of (14)C-labeled AVE 0991 ((14)()C-1a) and large-scale synthesis of AVE 0991 (1a) are described. In the key step of the synthesis, the C-C coupling reaction of the imidazole (2) and thiophene (3) building blocks was studied under Suzuki and Stille reaction conditions, respectively. Suzuki reaction gave only moderate yields, whereas the best results were obtained under Stille reaction conditions with up to 64% yield.