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About This Item

Linear Formula:
(CH3)2S·BBr3
CAS Number:
Molecular Weight:
312.66
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
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form

liquid

concentration

1.0 M in methylene chloride

density

1.456 g/mL at 25 °C

functional group

thioether

SMILES string

C[S+](C)[B-](Br)(Br)Br

InChI

1S/C2H6BBr3S/c1-7(2)3(4,5)6/h1-2H3

InChI key

NCVLHAUANAMSTL-UHFFFAOYSA-N

Application

Boron tribromide dimethyl sulfide complex (BBr3S(CH3)2) can be used as a reagent:
  • To prepare demethylated products from aryl methyl ethers by deprotection of methyl groups.
  • To hydrolyze 1,3-methylenedioxole ring compounds to 1,2-dihydroxy compounds.
  • To prepare benzyl S,S′-diphenyl acetal by reacting with phenylacetic acid and thexylphenylthioborane.
  • To synthesize Baylis−Hillman adducts and α-halomethyl enones by the reaction between aldehydes and 3-buten-2-one.

Reactant for preparation of:
  • Precursor of HIV protease inhibitor KNI 764 using cation-exchange resin mediated Mannich reaction

Reagent for:
  • Baylis-Hillman reactions

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Central nervous system

Supplementary Hazards

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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