(Bromomethyl)boronic Acid Pinacol Ester Chemical Properties

Boiling point:

68 °C / 6mmHg

Density 

1.26

refractive index 

1.4520-1.4560

Flash point:

62.8±22.6℃

storage temp. 

Inert atmosphere,2-8°C

form 

clear liquid

color 

Colorless to Light orange to Yellow

InChI

InChI=1S/C7H14BBrO2/c1-6(2)7(3,4)11-8(5-9)10-6/h5H2,1-4H3

InChIKey

KBGMAXNDJAGTDD-UHFFFAOYSA-N

SMILES

O1C(C)(C)C(C)(C)OB1CBr

CAS DataBase Reference

166330-03-6

Safety Information

HS Code 

2931900090

(Bromomethyl)boronic Acid Pinacol Ester Usage And Synthesis

Uses

Pinara bromomethylbenzoate is an organoboron compound that has been extensively studied for its potential applications in organic synthesis and catalysis. It is a versatile reagent with broad reactivity, suitable for a wide range of reactions, including Diels-Alder, Michael, and Wittig reactions. Furthermore, BMTMD has been shown to function as a catalyst for the synthesis of various compounds, such as heterocycles, amines, polymers (e.g., polyesters and polyamides), and organometallic compounds (including borates, borate esters, and boric acids).

Description

(Bromomethyl)boronic Acid Pinacol Ester, also known as 2-(Bromomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (BMTMD), is an organoboron compound extensively researched for its potential applications in organic synthesis and catalysis. It is a versatile reagent, exhibiting a broad range of reactivity suitable for various reactions, including Diels-Alder, Michael, and Wittig reactions. Moreover, BMTMD proves valuable as a catalyst in the synthesis of diverse compounds like heterocycles, amines, polymers (such as polyesters and polyamides), and organometallic compounds (including boronates, boronic esters, and boronic acids). Its ability to react with various functional groups, including carbonyl and carboxyl, facilitates nucleophilic addition and substitution mechanisms. Additionally, BMTMD can interact with amines, alcohols, and sulfonates, where nucleophilic addition and substitution mechanisms are involved depending on the functional group.

(Bromomethyl)boronic Acid Pinacol Ester(166330-03-6)Related Product Information

• Cyclohexylmethyl bromide
• (Bromomethyl)cyclobutane
• (Bromomethyl)cyclopentane
• (BROMOMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE
• Bromomethyl methyl ether
• Cupric bromide
• Bromopentafluorobenzene
• 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
• DIISOPROPYL(BROMOMETHYL)BORONATE
• Bromomethylboronic acid, pinacol ester