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15587

Sigma-Aldrich

Borane dimethyl sulfide complex

technical, >90% in dimethyl sulfide

Synonym(s):

BMS, Borane methyl sulfide complex, Dimethyl sulfide borane, Trihydro[thiobis[methane]]boron

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About This Item

Linear Formula:
(CH3)2S · BH3
CAS Number:
Molecular Weight:
75.97
Beilstein:
3663489
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:

grade

technical

reaction suitability

reagent type: reductant

concentration

>90% in dimethyl sulfide

density

0.801 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

B.CSC

Application

Reactant used as a regioselective reducing agent

Reactant involved in:
  • Hydroboration / oxidation
  • Synthesis of cage compounds

Other Notes

Convenient and stable source of borane for hydroborations, reviews ; Selective reduction of α-hydroxyesters

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 1B - Water-react 1

Supplementary Hazards

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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S. Saito et al.
Chemistry Letters (Jpn), 1389-1389 (1984)
R.O. Hutchins et al.
Organic preparations and procedures international, 13, 225-225 (1981)
H.C. Brown et al.
The Journal of Organic Chemistry, 47, 3153-3153 (1982)
S. Krishnamurthy
Tetrahedron Letters, 23, 3315-3315 (1982)
Elin S Gray et al.
Oncotarget, 6(39), 42008-42018 (2015-11-03)
Repeat tumor biopsies to study genomic changes during therapy are difficult, invasive and data are confounded by tumoral heterogeneity. The analysis of circulating tumor DNA (ctDNA) can provide a non-invasive approach to assess prognosis and the genetic evolution of tumors

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