Basic information
- CAS
2290-65-5- Standard SMILES
C[Si](C)(C)N=C=S- InChIKey
XLTUPERVRFLGLJ-UHFFFAOYSA-N- Molecular formula
- C4H9NSSi
- Average molar mass
- 131.27 g/mol
- Monoisotopic mass
- 131.02249682
Names & identifiers
- Preferred name
- Isothiocyanatotrimethylsilane
- IUPAC
- isothiocyanato(trimethyl)silane
- English name
- TRIMETHYLSILYL ISOTHIOCYANATE
- Molecular formula
- C4H9NSSi
- Molecular weight
- 131.27
Names & synonyms
Trimethylsilyl isothiocyanate2290-65-5IsothiocyanatotrimethylsilaneTrimethylsilylisothiocyanateJK38S9F7MNDTXSID4062307TMS-ITCRefChem:899922DTXCID9036771218-929-7Silane, isothiocyanatotrimethyl-Isothiocyanato(trimethyl)silane
Show more names
Trimethylsilyl Isothicyanateisothiocyanatotrimethyl-silanTrimethylsilylisothiocyanate,94%Trimethylsilyl isothiocyanate,97%(TriMethylsilyl)isothiocyanate 99%
(Trimethylsilyl)isothiocyanateMFCD00004797EINECS 218-929-7C4H9NSSiTMSisothiocyanateTMS-isothiocyanateTrimethylisothiocyanatosilanetrimethylsilyl-isothiocyanate
Database identifiers
- CAS
2290-65-5- PubChem CID
- 75297
- DTXSID
DTXSID4062307- UNII
- JK38S9F7MN
- EC Number
- 218-929-7
- Nikkaji
- J213.167F
Properties
Computed structural properties
- Topological polar surface area
- 44.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 98.7
Experimental & physicochemical properties
SpringerMaterials Properties29Si nuclear magnetic resonance spectrum
Physicochemical properties
- Melting point
- 32.8 °C · −32.8 °C(lit.)
- Boiling point
- 143 °C · 143 °C(lit.)
- Density
- 0.931 g/mL · 0.931 g/mL at 25 °C(lit.)
- vapor density
- 1 · >1 (vs air)
- refractive index
- 20 · n20/D 1.482(lit.)
- Flash point
- 95 °F · 95 °F
- storage temp.
- 2 · 2-8°C
- form
- liquid
- Specific Gravity
- 0.931 · 0.931
- Water Solubility
- Reacts with water.
- Hydrolytic Sensitivity
- 8 · 8: reacts rapidly with moisture, water, protic solvents
- Sensitive
- Moisture Sensitive
- BRN
- 1745262 · 1745262
Safety & regulation
GHS classification
GHS Classification
Danger
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P280, P284, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P342+P316, P361+P364, P362+P364, P370+P378, P403, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesFlam. Liq. 3 (100%)
Safety data
- F
- 10-19-21
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 1992 3/PG 3
- hs_code
- 29319090
- risk_code
- 10-23/24/25-36/37/38-42
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS06,GHS08
- hazard_code
- T
- safety_code
- 23-26-36/37-45
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- II
- target organs
- Respiratory system
- Hazard statements
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationSilane, isothiocyanatotrimethyl-: ACTIVE
Applications
UsesTrimethylsilyl 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.
UsesTrimethylsilyl isothiocyanate was used as derivatizing reagent during the synthesis of amino acid thiohydantoins.
General DescriptionTrimethylsilyl 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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
69 records
Compound notes
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