179825

Borane dimethyl sulfide complex

• Sinonimo/i: (Dimethyl sulfide)trihydroboron, BMS, Borane-dimethyl sulfide
• Formula condensata: (CH₃)₂S · BH₃
• Numero CAS: 13292-87-0
• Peso molecolare: 75.97
• Beilstein: 3663489
• Numero CE: 236-313-6
• Numero MDL: MFCD00013189
• Codice UNSPSC: 12352112
• ID PubChem: 24850657
• NACRES: NA.22

Proprietà

• Forma fisica: liquid
• Livello qualitativo: 200
• Impiego in reazioni chimiche: reagent type: reductant
• Densità: 0.801 g/mL at 25 °C (lit.)
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: B.CSC
• InChI: 1S/C2H6S.BH3/c1-3-2;/h1-2H3;1H3; RMHDLBZYPISZOI-UHFFFAOYSA-N

Descrizione

Descrizione generale

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.

Applicazioni

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.

Confezionamento

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.

Altre note

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

Note legali

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

Informazioni sulla sicurezza

• Pittogrammi: GHS02,GHS06,GHS08,GHS05
• Avvertenze: Danger
• Indicazioni di pericolo: H225,H260,H301 + H311,H318,H360FD,H412
• Consigli di prudenza: P210 - P231 + P232 - P273 - P280 - P301 + P310 - P305 + P351 + P338
• Classi di pericolo: Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 1B - Water-react 1
• Codice della classe di stoccaggio: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• Classe di pericolosità dell'acqua (WGK): WGK 1
• Punto d’infiammabilità (°F): 64.4 °F
• Punto d’infiammabilità (°C): 18 °C
• Dispositivi di protezione individuale: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter