Borane dimethyl sulfide complex
ALDRICH/179825
Synonym: (Dimethyl sulfide)
CAS Number: 13292-87-0
Empirical Formula (Hill Notation): C2H9BS
Molecular Weight: 75.97
EC Number: 236-313-6
MDL Number: MFCD00013189
Linear Formula: (CH3)2S · BH3
Product Type: Chemical
25 mL Sure/Seal™ Packaging
| density | 0.801 g/mL at 25 °C (lit.) |
| form | liquid |
| functional group | thioether |
| InChI | 1S/C2H6S.BH3/c1-3-2;/h1-2 |
| InChI key | RMHDLBZYPISZOI-UHFFFAOYSA |
| Quality Level | 200  |
| reaction suitability | reagent type: reductant |
| SMILES string | B.CSC |
| storage temp. | 2-8°C |
| Application: | Borane-dimethyl sulfide (BH3 Me2S) can be used as a reagent: • For the selective synthesis of 1,3,5-oxygenated compounds from dimethyl 3-oxoglutarate. • For the conversion of ozonides to alcohols. • In the CBS-catalyzed asymmetric reduction of ferrocenyl-1,3-diketones to 1,3-diols. • For enantioselective reduction of ketones to chiral secondary alcohols in the presence of C3-symmetric tripodal hydroxyamide as a ligand. • For the hydroboration reduction and other applications. • With a dendrimeric supported |
| General description: | Borane dimethyl sulfide complex (BMS) is a commonly used reagent and a mediator for hydroboration reaction for the preparation of organoborane compounds, which are utilized as key intermediates in organic synthesis. BMS is also employed as a reducing agent for the reduction of various functional groups such as aldehydes, ketones, epoxides, esters, and carboxylic acids to corresponding alcohols. |
| Legal Information: | Sure/Seal is a trademark of Sigma-Aldrich Co. LLC |
| Other Notes: | 10.0-10.2 M as BH3. May contain excess methyl sulfide. |
| Packaging: | 1 L in Sure/Seal™ |
| Packaging: | 18 L in Kilo-Lab™ |
| Packaging: | 25, 4×25, 100, 800 mL in Sure/Seal™ |
| Packaging: | The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product. |
| Packaging: | View returnable container options . |
| Symbol |     GHS02,GHS05,GHS06,GHS08 |
| Signal word | Danger |
| Hazard statements | H225 - H260 - H301 + H311 - H318 - H360FD - H412 |
| Precautionary statements | P210 - P231 + P232 - P273 - P280 - P301 + P310 - P305 + P351 + P338 |
| Hazard Codes | F,Xi |
| Risk Statements | 11-14/15-37/38-41 |
| Safety Statements | 16-26-39-43 |
| RIDADR | UN 3399A 4.3(3) / PGI |
| WGK Germany | WGK 1 |
| Flash Point(F) | 64.4 °F |
| Flash Point(C) | 18 °C |
| Supplemental Hazard Statements | EUH014 |
| Density | 0.801 g/mL at 25 °C (lit.) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352112 |