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230766 Aldrich

(Trimethylsilyl)isothiocyanate

99%

Synonym: Isothiocyanatotrimethylsilane

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Sulfur Compounds, Thiocyanates/Isothiocyanates More...
vapor density   >1 (vs air)
InChI Key   XLTUPERVRFLGLJ-UHFFFAOYSA-N
assay   99%
refractive index   n20/D 1.482(lit.)
bp   143 °C(lit.)
mp   −32.8 °C (lit.)
density   0.931 g/mL at 25 °C(lit.)

Description

Packaging

10, 50 g in glass bottle

Application

Trimethylsilyl isothiocyanate was used as derivatizing reagent during the synthesis of amino acid thiohydantoins.

General description

Trimethylsilyl isothiocyanate (TMS-ITC) reacts with fullerene-mixed peroxide C60(O)(OOtBu)4 to yield isothiocyanate derivative C60(NCS)(OH)(OOtBu)4. TMS-ITC undergoes condensation with ethyl 2-benzylamino-5-methyl-3-phenylcyclopent-1-enecarboxylate to yield 1-benzyl-5-methyl-7-phenyl-2-thioxo-1,2,3,5,6,7-hexahydrocyclopentapyrimidin-4-one. It participates in ring opening reaction of N-substituted aziridines and cyclohexene oxide.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
RIDADR 
UN 1992 6.1(3) / PGIII
WGK Germany 
3
Flash Point(F) 
84.2 °F
Flash Point(C) 
29 °C

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Protocols & Articles
Peer-Reviewed Papers
15

References

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