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Borane dimethylsulfide (BMS) is a chemical compound with the chemical formula BH 3 ·S(CH 3) 2. It is an adduct between borane molecule ( BH 3 ) and dimethyl sulfide molecule ( S(CH 3 ) 2 ). It is a complexed borane reagent that is used for hydroborations and reductions .
Dimethyl sulfide has a characteristic odor commonly described as cabbage-like.It becomes highly disagreeable at even quite low concentrations. Some reports claim that DMS has a low olfactory threshold that varies from 0.02 to 0.1 ppm [clarification needed] between different persons, but it has been suggested that the odor attributed to dimethyl sulfide may in fact be due to disulfides ...
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Borane–tetrahydrofuran is an adduct derived from borane and tetrahydrofuran (THF). These solutions, which are colorless, are used for reductions and hydroboration, reactions that are useful in synthesis of organic compounds. A common alternative to BHF•THF is borane–dimethylsulfide, which has a longer shelf life and effects similar ...
It is obtained by hydroboration of (−)‐α‐pinene with borane dimethyl sulfide. [7] Dialkylboranes are also rare for small alkyl groups. One common way of preparing them is the reduction of dialkylhalogenoboranes with metal hydrides. [8]
CAS Number. 7637-07-2 ... Another common adduct is the adduct with dimethyl sulfide (BF 3 ·S(CH 3) 2), which can be handled as a neat liquid. [17] Comparative Lewis ...
The use of the borane reagent catecholborane, which has been shown to participate in CBS reductions carried out at temperatures as low as -126 °C with marked enantioselectivity, offers a potential solution to improving the diminished ee values obtained at lower temperatures. [16] [17]
For example, borane-tetrahydrofuran, which often behaves equivalently to diborane, degrades to borate esters. Its adduct with dimethyl sulfide is an important reagent in organic synthesis. With ammonia diborane forms the diammoniate of diborane, DADB with small quantities of ammonia borane as byproduct. The ratio depends on the conditions.