Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

247383

Sigma-Aldrich

Boron tribromide dimethyl sulfide complex solution

1.0 M in methylene chloride

Synonym(s):

Dimethyl sulfide-tribromoborane, Tribromoborane-methyl sulfide

Sign Into View Organizational & Contract Pricing

Select a Size

100 ML
$161.50

$161.50

List Price$170.00Save 5%

In StockDetails


Request a Bulk Order

Select a Size

Change View
100 ML
$161.50

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

$161.50

List Price$170.00Save 5%

In StockDetails


Request a Bulk Order

form

liquid

Quality Level

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.[1]
  • To hydrolyze 1,3-methylenedioxole ring compounds to 1,2-dihydroxy compounds.[1]
  • To prepare benzyl S,S′-diphenyl acetal by reacting with phenylacetic acid and thexylphenylthioborane.[2]
  • To synthesize Baylis−Hillman adducts and α-halomethyl enones by the reaction between aldehydes and 3-buten-2-one.[3]

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

Reagent for:
  • Baylis-Hillman reactions

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

supp_hazards

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
Tetrahedron Letters, 21, 3731-3731 (1980)

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service