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166330-03-6
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???(??):
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???:
(Bromomethyl)boronic Acid Pinacol Ester
???(??):
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 >
CBNumber:
CB11486488
???:
C7H14BBrO2
??? ??:
220.9
MOL ??:
166330-03-6.mol

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68 °C / 6mmHg
??
1.26
???
1.4520-1.4560
???
62.8±22.6℃
?? ??
Inert atmosphere,2-8°C
??? ??
??? ??
??
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 ??????
166330-03-6
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
HS ?? 2931900090
????(GHS): GHS hazard pictograms
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H227 ??? ?? ??? ?? ?? 4 ?? P210, P280, P370+P378, P403+P235,P501
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
??????:
P210 ?·???·??·????? ????? - ?? ???.
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P280 ????/???/???/?????? ?????.
P403+P235 ??? ? ?? ?? ???? ???? ?????.
P501 ...? ??? / ??? ?? ???.
NFPA 704
0
1 0

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(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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