(Bromomethyl)boronic Acid Pinacol Ester
- CAS NO.：166330-03-6
- Empirical Formula: C7H14BBrO2
- Molecular Weight: 220.9
- MDL number: MFCD09271779
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-07-14 15:27:00
What is (Bromomethyl)boronic Acid Pinacol Ester?
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.
Properties of (Bromomethyl)boronic Acid Pinacol Ester
| 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 |
| CAS DataBase Reference | 166330-03-6 |
Safety information for (Bromomethyl)boronic Acid Pinacol Ester
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H227:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P403+P235:Store in a well-ventilated place. Keep cool. P501:Dispose of contents/container to..… |
Computed Descriptors for (Bromomethyl)boronic Acid Pinacol Ester
| InChIKey | KBGMAXNDJAGTDD-UHFFFAOYSA-N |
| SMILES | O1C(C)(C)C(C)(C)OB1CBr |
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