| Identification | Back Directory | [Name]
Bromomethylboronic acid, pinacol ester | [CAS]
166330-03-6 | [Synonyms]
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-
2-(Bromomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane > | [Molecular Formula]
C7H14BBrO2 | [MDL Number]
MFCD09271779
| [MOL File]
166330-03-6.mol | [Molecular Weight]
220.91 |
| Chemical Properties | Back Directory | [Boiling point ]
68 °C / 6mmHg | [density ]
1.26 | [refractive index ]
1.4520-1.4560 | [Fp ]
62.8±22.6℃ | [storage temp. ]
0-10°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 |
| Hazard Information | Back Directory | [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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