247383

Boron tribromide dimethyl sulfide complex solution

1.0 M in methylene chloride

• Synonym(s): Dimethyl sulfide-tribromoborane, Tribromoborane-methyl sulfide
• Linear Formula: (CH₃)₂S·BBr₃
• CAS Number: 29957-59-3
• Molecular Weight: 312.66
• MDL number: MFCD00043296
• UNSPSC Code: 12352101
• PubChem Substance ID: 24854866
• NACRES: NA.22

Properties

• form: liquid
• Quality Level: 100
• 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

Description

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

Safety Information

• Pictograms: GHS08,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H314,H336,H351
• Precautionary Statements: P202 - P261 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Carc. 2 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3
• Target Organs: Central nervous system
• Supplementary Hazards: EUH014
• 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