247383
Boron tribromide dimethyl sulfide complex solution
1.0 M in methylene chloride
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Synonym(s):
Dimethyl sulfide-tribromoborane, Tribromoborane-methyl sulfide
Linear Formula:
(CH3)2S·BBr3
CAS Number:
Molecular Weight:
312.66
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
form
liquid
Quality Level
concentration
1.0 M in methylene chloride
density
1.456 g/mL at 25 °C
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
Related Categories
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:
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
Carc. 2 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3
Target Organs
Central nervous system
Supplementary Hazards
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
危险化学品
Certificates of Analysis (COA)
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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)
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)
Boron trihalide-methyl sulfide complexes as convenient reagents for dealkylation of aryl ethers
Williard PG and Fryhle CB
Tetrahedron Letters, 21(39), 3731-3734 (1980)
Tetrahedron Letters, 21, 3731-3731 (1980)
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