179825

Borane dimethyl sulfide complex

• 동의어(들): (Dimethyl sulfide)trihydroboron, BMS, Borane-dimethyl sulfide
• Linear Formula: (CH₃)₂S · BH₃
• CAS Number: 13292-87-0
• Molecular Weight: 75.97
• Beilstein: 3663489
• EC Number: 236-313-6
• MDL number: MFCD00013189
• UNSPSC 코드: 12352112
• PubChem Substance ID: 24850657
• NACRES: NA.22

속성

• 양식: liquid
• Quality Level: 200
• 반응 적합성: reagent type: reductant
• density: 0.801 g/mL at 25 °C (lit.)
• 작용기: thioether
• 저장 온도: 2-8°C
• SMILES string: B.CSC
• InChI: 1S/C2H6S.BH3/c1-3-2;/h1-2H3;1H3
• InChI key: RMHDLBZYPISZOI-UHFFFAOYSA-N

설명

일반 설명

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.[1][2]

애플리케이션

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.[3]
• For the conversion of ozonides to alcohols.[4]
• In the CBS-catalyzed asymmetric reduction of ferrocenyl-1,3-diketones to 1,3-diols.[5]
• For enantioselective reduction of ketones to chiral secondary alcohols in the presence of C₃-symmetric tripodal hydroxyamide as a ligand.[6]
• For the hydroboration reduction and other applications.[7][8]
• With a dendrimeric supported L-pyrrolidinol in the asymmetric reduction of indanones and tetralones.[9]

포장

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

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기타 정보

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

법적 정보

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

안전성 정보

• 픽토그램: GHS02,GHS06,GHS08,GHS05
• 신호어: Danger
• 유해 및 위험 성명서: H225,H260,H301 + H311,H318,H360FD,H412
• 예방조치 성명서: 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
• 개인 보호 장비: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter