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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:
13292-87-0
Molecular Weight:
75.97
Beilstein/REAXYS Number:
3663489
MDL number:
MFCD00013189
UNSPSC Code:
12352000
PubChem Substance ID:
24849576

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 [1][2][3]; Selective reduction of α-hydroxyesters[4]

signalword

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

supp_hazards

EUH014

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

wgk_germany

WGK 1

flash_point_f

64.4 °F

flash_point_c

18 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
STBD3011V
STBD1888V
STBC2772V
STBC5613V
STBC5612V

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S. Krishnamurthy
Tetrahedron Letters, 23, 3315-3315 (1982)
H.C. Brown et al.
The Journal of Organic Chemistry, 47, 3153-3153 (1982)
S. Saito et al.
Chemistry Letters (Jpn), 1389-1389 (1984)
R.O. Hutchins et al.
Organic preparations and procedures international, 13, 225-225 (1981)
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