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TRIMETHYLSILYL ISOTHIOCYANATE

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TRIMETHYLSILYL ISOTHIOCYANATE Basic information

Product Name:
TRIMETHYLSILYL ISOTHIOCYANATE
Synonyms:
  • isothiocyanatotrimethyl-silan
  • Silane, isothiocyanatotrimethyl-
  • TRIMETHYLSILYL ISOTHIOCYANATE
  • ISOTHIOCYANATOTRIMETHYLSILANE
  • Trimethylsilylisothiocyanate,94%
  • Trimethylsilyl isothiocyanate,97%
  • (TriMethylsilyl)isothiocyanate 99%
  • Trimethylsilyl Isothicyanate
CAS:
2290-65-5
MF:
C4H9NSSi
MW:
131.27
EINECS:
218-929-7
Mol File:
2290-65-5.mol
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TRIMETHYLSILYL ISOTHIOCYANATE Chemical Properties

Melting point:
−32.8 °C(lit.)
Boiling point:
143 °C(lit.)
Density 
0.931 g/mL at 25 °C(lit.)
vapor density 
>1 (vs air)
refractive index 
n20/D 1.482(lit.)
Flash point:
95 °F
storage temp. 
2-8°C
form 
liquid
Specific Gravity
0.931
Water Solubility 
Reacts with water.
Hydrolytic Sensitivity
8: reacts rapidly with moisture, water, protic solvents
Sensitive 
Moisture Sensitive
BRN 
1745262
InChIKey
XLTUPERVRFLGLJ-UHFFFAOYSA-N
CAS DataBase Reference
2290-65-5(CAS DataBase Reference)
EPA Substance Registry System
Isothiocyanatotrimethylsilane (2290-65-5)
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Safety Information

Hazard Codes 
T
Risk Statements 
10-23/24/25-36/37/38-42
Safety Statements 
23-26-36/37-45
RIDADR 
UN 1992 3/PG 3
WGK Germany 
3
10-19-21
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29319090

MSDS

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TRIMETHYLSILYL ISOTHIOCYANATE Usage And Synthesis

Chemical Properties

clear colorless to light yellow liquid

Uses

Trimethylsilyl isothiocyanate is used as derivatizing reagent during the synthesis of amino acid thiohydantoins. It participates in ring opening reaction of N-substituted aziridines and cyclohexene oxide.

Uses

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.

Purification Methods

The 1H NMR spectrum should have only one peak; if not purify it by repeated fractionation in an all-glass system using a 50cm (4mm internal diameter) column without packing. [Anderson J Am Chem Soc 69 3049 1947, Fehér & Blümcke Chem Ber 90 1934 1957, Neidleim & Hege Synthesis 51 1975, Beilstein 4 III 1861, 4 IV 4011.]

TRIMETHYLSILYL ISOTHIOCYANATESupplier

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