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Trimethylsulfoxonium Bromide

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Name

Trimethylsulfoxonium Bromide

EINECS N/A
CAS No. 25596-24-1 Density 1.440 (estimate)
PSA 36.28000 LogP -2.62070
Solubility N/A Melting Point N/A
Formula C3H9 O S . Br Boiling Point N/A
Molecular Weight 173.074 Flash Point N/A
Transport Information N/A Appearance N/A
Safety Thermal decompositon at 180°C results in vigorous, potentially dangerous release of vapor. Solutions in dimethyl sulfoxide decompose similarly at 74-80°C. When heated to decomposition it emits toxic fumes of Br and SOx. See also BROMIDES. Risk Codes N/A
Molecular Structure Molecular Structure of 25596-24-1 (TRIMETHYLSULFOXONIUM BROMIDE) Hazard Symbols
Synonyms

Trimethylsulfoxonium bromide;Trimethyloxosulfoniumbromide;

 

Trimethylsulfoxonium Bromide Synthetic route

74-83-9

methyl bromide

67-68-5

dimethyl sulfoxide

25596-24-1

trimethyloxosulfonium bromide

7787-47-5

beryllium(II) chloride

25596-24-1

trimethyloxosulfonium bromide

tetrakis(dimethylsulfoxonium methylide)beryllium dichloride

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran THF soln. of Me2SOCH2 prepd. from mixt. of Me3SO(1+)Br(1-) and NaH in dry THF, to this soln. added BeCl2, stirred for 5 d at room temp.; pptd. complex filtered, washed with pentane, dried under vac.; elem. anal.;88.8%
14243-64-2

(triphenylphosphine)gold(I) chloride

25596-24-1

trimethyloxosulfonium bromide

111800-89-6, 110923-62-1

bis(dimethylsulfoxonium methylide)gold(I) chloride

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran byproducts: hydrogen; Me2SOCH2 prepd. by refluxing mixt. of Me3SO(1+)Br(1-) and NaH in dry THF under N2 until evolution of H2 ceased, cooled, filtered under N2, to resulting soln. added Ph3PAuCl, stirred for 3 h at room temp.; pptd. complex filtered, washed with dry pentane, dried under vac.; elem. anal.;85.5%
57179-37-0

3,5-diacetoxybenzaldehyde

25596-24-1

trimethyloxosulfonium bromide

C12H12O5

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide at 60℃; for 5.33333h;85.1%

vitamin B12

25596-24-1

trimethyloxosulfonium bromide

methylcobalamin

Conditions
ConditionsYield
Stage #1: vitamin B12 With sodium tetrahydroborate; cobalt(II) chloride In water; butanone at 30 - 50℃; for 1.5 - 2.5h;
Stage #2: trimethyloxosulfonium bromide at 15 - 50℃;
85%
68-19-9

cyanocobalamin

25596-24-1

trimethyloxosulfonium bromide

Conditions
ConditionsYield
Stage #1: cyanocobalamin With sodium tetrahydroborate; cobalt(II) chloride In water; butanone at 30 - 50℃; for 1.66667 - 2.5h;
Stage #2: trimethyloxosulfonium bromide In water; butanone at 15 - 50℃;
85%
25596-24-1

trimethyloxosulfonium bromide

150344-44-8

2-chlorobenzyl 4-fluorophenyl ketone

C15H12ClFO

Conditions
ConditionsYield
Stage #1: trimethyloxosulfonium bromide With sodium hydroxide In dimethyl sulfoxide at 0 - 20℃; for 0.5h;
Stage #2: 2-chlorobenzyl 4-fluorophenyl ketone In dimethyl sulfoxide at 40℃; for 12h;
85%

C14H9BrClFO

25596-24-1

trimethyloxosulfonium bromide

C15H11BrClFO

Conditions
ConditionsYield
Stage #1: trimethyloxosulfonium bromide With sodium hydride In dimethyl sulfoxide at 0 - 20℃; for 0.5h;
Stage #2: C14H9BrClFO In dimethyl sulfoxide at 40℃; for 12h;
85%
115851-28-0

5-[(4-chlorophenyl)methyl]-2,2-dimethylcyclopentanone

41253-21-8

sodium triazole

25596-24-1

trimethyloxosulfonium bromide

125116-23-6

metconazole

Conditions
ConditionsYield
With sodium hydroxide In 1-methyl-pyrrolidin-2-one at 110℃; for 5h; Reagent/catalyst; Solvent; Temperature; Flow reactor; Inert atmosphere;85%

2-(4-chlorobenzyl)-8,8-dimethyl-7,9-dioxaspiro[4,5]decan-1-one

41253-21-8

sodium triazole

25596-24-1

trimethyloxosulfonium bromide

1447648-36-3

2-(4-chlorobenzyl)-8,8-dimethyl-1-(1H-1,2,4-triazol-1-yl methyl)-7,9-dioxaspiro[4,5]decan-1-ol

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl acetamide; water at 65 - 85℃; for 9h; Reagent/catalyst; Time; Temperature;82%
Stage #1: 2-(4-chlorobenzyl)-8,8-dimethyl-7,9-dioxaspiro[4,5]decan-1-one; sodium triazole; trimethyloxosulfonium bromide In N,N-dimethyl acetamide at 85℃; for 0.833333h;
Stage #2: With sodium methylate In methanol; N,N-dimethyl acetamide for 0.833333h; Reagent/catalyst;
78.2%

Trimethylsulfoxonium Bromide Specification

Trimethylsulfoxonium Bromide, with the CAS NO.25596-24-1, it has the Synonyms of trimethyloxosulfonium bromide; trimethylsulfoxonium bromide; trimethyl-oxo-λ4-sulfanium; bromide; Trimethylsulfoxoniumbromid; TMSOB; trimethylsulfoxonium; bromide. The Molecular Formula of it is C3H9BrOS and the Molecular Weight is 173.07. It is white to off-white crystalline powder. It belongs to the Product Categories of Iodonium Sulfonium and Oxonium Compounds; Sulfonium Compounds; Sulfur Compounds (for Synthesis); Synthetic Organic Chemistry. Trimethylsulfoxonium Bromide is used as intermediate chemical.

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