179825

Borane dimethyl sulfide complex

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

Propriedades

• Formulário: liquid
• Nível de qualidade: 200
• adequação da reação: reagent type: reductant
• densidade: 0.801 g/mL at 25 °C (lit.)
• grupo funcional: thioether
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres SMILES: B.CSC
• InChI: 1S/C2H6S.BH3/c1-3-2;/h1-2H3;1H3
• chave InChI: RMHDLBZYPISZOI-UHFFFAOYSA-N

Descrição

Descrição geral

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.

Aplicação

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.

Embalagem

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.

Outras notas

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

Informações legais

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

Informações de segurança

• Pictogramas: GHS02,GHS06,GHS08,GHS05
• Palavra indicadora: Danger
• Frases de perigo: H225,H260,H301 + H311,H318,H360FD,H412
• Declarações de precaução: P210 - P231 + P232 - P273 - P280 - P301 + P310 - P305 + P351 + P338
• Classificações de perigo: Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 1B - Water-react 1
• Código de classe de armazenamento: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• Classe de risco de água (WGK): WGK 1
• Ponto de fulgor (°F): 64.4 °F
• Ponto de fulgor (°C): 18 °C
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter