247375
Boron tribromide dimethyl sulfide complex
97%
Synonym(s):
Dimethyl sulfide-tribromoborane, Tribromoborane-methyl sulfide
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All Photos(3)
About This Item
Linear Formula:
BBr3 · S(CH3)2
CAS Number:
Molecular Weight:
312.66
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
form
powder
mp
106-108 °C (lit.)
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
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Application
Boron tribromide dimethyl sulfide complex (BBr3S(CH3)2) can be used as a reagent:
- To deprotect the methylenedioxy acetal bonding of poly vinyl-1, 3-benzodioxole.
- To prepare benzyl S,S′-diphenyl acetal by reacting with carboxylic acid and thexylphenylthioborane.
- To prepare Baylis-Hillman adducts by the reaction of aldehydes with 3-buten-2-one.
Boron tribromide in convenient solid form. Used as a brominating agent.
Reactant for preparation of:
Reagent for:
- Precursor of HIV protease inhibitor KNI 764 using cation-exchange resin mediated Mannich reaction
Reagent for:
- Baylis-Hillman reactions
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Supplementary Hazards
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Inorganic Chemistry, 29, 4162-4162 (1990)
Protection and Polymerization of Functional Monomers. 24. Anionic Living Polymerizations of 5-Vinyl-and 4-Vinyl-1, 3-benzodioxoles
Ishizone T, et al.
Macromolecules, 28(11), 3787-3793 (1995)
Direct conversion of carboxylic acids and carboxylic esters into S, S?-diphenyl acetals and phenyl sulfides with thexylphenylthioborane
Kim S and Kim SS
Tetrahedron Letters, 28(17), 1913-1916 (1987)
Dimethyl sulfide-boron trihalide-mediated reactions of α, β, unsaturated ketones with aldehydes: one-pot synthesis of Baylis-Hillman adducts and ?-halomethyl enones
Iwamura T, et al.
Tetrahedron, 57(40), 8455-8462 (2001)
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