179825

Borane dimethyl sulfide complex

• Sinónimos: (Dimethyl sulfide)trihydroboron, BMS, Borane-dimethyl sulfide
• Fórmula lineal: (CH₃)₂S · BH₃
• Número de CAS: 13292-87-0
• Peso molecular: 75.97
• Beilstein: 3663489
• Número CE: 236-313-6
• Número MDL: MFCD00013189
• Código UNSPSC: 12352112
• ID de la sustancia en PubChem: 24850657
• NACRES: NA.22

Propiedades

• Formulario: liquid
• Nivel de calidad: 200
• idoneidad de la reacción: reagent type: reductant
• densidad: 0.801 g/mL at 25 °C (lit.)
• grupo funcional: thioether
• temp. de almacenamiento: 2-8°C
• cadena SMILES: B.CSC
• InChI: 1S/C2H6S.BH3/c1-3-2;/h1-2H3;1H3
• Clave InChI: RMHDLBZYPISZOI-UHFFFAOYSA-N

Descripción

Descripción general

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.

Aplicación

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.

Envase

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.

Otras notas

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

Información legal

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

Información de seguridad

• Pictogramas: GHS02,GHS06,GHS08,GHS05
• Palabra de señalización: Danger
• Frases de peligro: H225,H260,H301 + H311,H318,H360FD,H412
• Consejos de prudencia: P210 - P231 + P232 - P273 - P280 - P301 + P310 - P305 + P351 + P338
• Clasificaciones de peligro: Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 1B - Water-react 1
• Código de clase de almacenamiento: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• Clase de riesgo para el agua (WGK): WGK 1
• Punto de inflamabilidad (°F): 64.4 °F
• Punto de inflamabilidad (°C): 18 °C
• Equipo de protección personal: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter