CATECHOLBORANE
- CAS NO.：274-07-7
- Empirical Formula: C6H5BO2
- Molecular Weight: 119.91
- MDL number: MFCD00005846
- EINECS: 205-991-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-21 22:41:43
What is CATECHOLBORANE?
Chemical properties
CATECHOLBORANE is clear colorless solution
The Uses of CATECHOLBORANE
CATECHOLBORANE is used in the transition metal catalyzed hydroboration of alkenes.1,2,3
The Uses of CATECHOLBORANE
Catecholborane is used to prepare B-alkylcatecholboranes. It finds application for the preparation of amides and macrocyclic lactams from carboxylic acids. It is used as a stereoselective reducing agent to convert beta-hydroxy ketones to syn 1,3-diols. Further, it reacts with alkyne through hydroboration to form trans vinyl borane, which is a precursor to Suzuki reaction.
Purification Methods
It is a moisture-sensitive flammable liquid which is purified by distillation in a vacuum under a N2 atmosphere and stored under N2 at 0-4o. It liberates H2 when added to H2O or MeOH. A solution in THF, after 25hours at 25o, has residual hydride of 95% (under N2) and 80% (under air) [Brown & Gupta J Am Chem Soc 97 5249 1975].
Properties of CATECHOLBORANE
| Melting point: | 12 °C(lit.) |
| Boiling point: | 50 °C50 mm Hg(lit.) |
| Density | 1.125 g/mL at 25 °C(lit.) |
| refractive index | n |
| Flash point: | 36 °F |
| storage temp. | 2-8°C |
| solubility | Miscible with diethyl ether, tetrahydrofuran, dichloromethane, chloroform, carbon tetrachloride, toluene, and benzene. |
| form | liquid |
| appearance | Colorless liquid |
| color | Hazy Colourless |
| Water Solubility | Reacts with water. |
| Sensitive | Moisture Sensitive |
| BRN | 972072 |
| Stability: | Hygroscopic |
| CAS DataBase Reference | 274-07-7(CAS DataBase Reference) |
| EPA Substance Registry System | 1,3,2-Benzodioxaborole (274-07-7) |
Safety information for CATECHOLBORANE
| Signal word | Danger |
| Pictogram(s) |
 Flame Flammables GHS02  Corrosion Corrosives GHS05 |
| GHS Hazard Statements |
H225:Flammable liquids H314:Skin corrosion/irritation |
| Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for CATECHOLBORANE
| InChIKey | CENMEJUYOOMFFZ-UHFFFAOYSA-N |
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