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262064

Sigma-Aldrich

mono-Bromoborane methyl sulfide complex solution

1.0 M in methylene chloride

Synonym(s):

Bromo(dimethyl sulfide)borane, Bromo(dimethyl sulfide)dihydroboron

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About This Item

Linear Formula:
(CH3)2S·BH2Br
CAS Number:
55652-52-3
Molecular Weight:
154.86
MDL number:
MFCD00011602
UNSPSC Code:
12352112
PubChem Substance ID:
24855856
NACRES:
NA.22

form

liquid

Quality Level

100

reaction suitability

reagent type: reductant

concentration

1.0 M in methylene chloride

density

1.347 g/mL at 25 °C

functional group

thioether

SMILES string

BBr.CSC

InChI

1S/C2H6S.BBrH2/c1-3-2;1-2/h1-2H3;1H2

InChI key

AQRNIOMHNXJPFD-UHFFFAOYSA-N

Related Categories

Application

Reactant for:
  • Substitution reactions for synthesis of N-heterocyclic carbene boranes with boron-heteroatom bonds
  • Hydroboration reactions
  • Regio- and chemoselective brominative cleavage of terminal epoxides

Signal Word

Danger

Hazard Statements

H225,H260,H314,H336,H351

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1

Target Organs

Central nervous system

Supplementary Hazards

EUH014

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

50.0 °F

Flash Point(C)

10 °C

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Certificates of Analysis (COA)

Lot/Batch Number
SHBK2853
SHBG6236V
SHBD4657
06696HM
48996JK

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Xaba, N.; Jaganyi, D.
Polyhedron, 28, 1145-1145 (2009)
Roy, C. D.; Brown, H. C.
Australian Journal of Chemistry, 60, 139-139 (2007)
Andrey Solovyev et al.
Journal of the American Chemical Society, 132(42), 15072-15080 (2010-10-05)
Boryl halide, carboxylate and sulfonate complexes of 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (dipp-Imd-BH(2)X, X = halide or sulfonate) have been prepared from the parent borane dipp-Imd-BH(3) by (1) substitution reactions with R-X (X = halide or sulfonate), (2) reactions with electrophiles (like I(2) or

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