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Merck
CN

247383

硫化硼三溴化二甲基络合物 溶液

1.0 M in methylene chloride

别名:

三溴化硼-二甲基硫醚, 三溴甲基硫化硼

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关于此项目

线性分子式:
(CH3)2S·BBr3
化学文摘社编号:
分子量:
312.66
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
MDL number:
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产品名称

硫化硼三溴化二甲基络合物 溶液, 1.0 M in methylene chloride

InChI

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

SMILES string

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

InChI key

NCVLHAUANAMSTL-UHFFFAOYSA-N

form

liquid

concentration

1.0 M in methylene chloride

density

1.456 g/mL at 25 °C

functional group

thioether

Quality Level

Application

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

Reagent for:
  • Baylis-Hillman reactions
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.

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

supp_hazards

存储类别

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

法规信息

危险化学品
此项目有

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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

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