BORANE-METHYL SULFIDE COMPLEX (C005B-015168)

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.

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 L-pyrrolidinol in the asymmetric reduction of indanones and tetralones.

Packaging

The 25 mL Sure/Seal^™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

View returnable container options.

Other Notes

10.0-10.2 M as BH₃. May contain excess methyl sulfide.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Molecular Weight: 75.97. Empirical Formula: C₂H₉BS. linearFormula: (CH₃)₂S · BH₃. form: liquid. Quality Level: 200. reaction suitability: reagent type: reductant. density: 0.801 . g/mL . at 25 . °C (lit.). storage temp.: 2-8°C. SMILES string: B.CSC. InChI: 1S/C2H6S.BH3/c1-3-2. /h1-2H3. 1H3. InChI key: RMHDLBZYPISZOI-UHFFFAOYSA-N. Pictograms: 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 Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 1B - Water-react 1. Storage Class Code: 4.3 - Hazardous materials, which set free flammable gases upon contact with water. WGK: WGK 1. Flash Point(F): 64.4 °F. Flash Point(C): 18 °C. Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter.