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(Bromomethyl)boronic Acid Pinacol Ester

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(Bromomethyl)boronic Acid Pinacol Ester Basic information

Product Name:
(Bromomethyl)boronic Acid Pinacol Ester
Synonyms:
  • 2-(Bromomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 90.0%(GC&
  • 2-(Bromomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane >
  • 1,3,2-Dioxaborolane, 2-(bromomethyl)-4,4,5,5-tetramethyl-
CAS:
166330-03-6
MF:
C7H14BBrO2
MW:
220.9
Product Categories:
  • Organic boronic acid
  • organic boroinic acid
  • Alkyl
  • Organoborons
  • B (Classes of Boron Compounds)
  • Boronic Acids Esters
Mol File:
166330-03-6.mol
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(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
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Safety Information

HS Code 
2931900090
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(Bromomethyl)boronic Acid Pinacol Ester Usage And Synthesis

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.

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