| Identification | More | [Name]
(IODOMETHYL)TRIMETHYLSILANE | [CAS]
4206-67-1 | [Synonyms]
(IODOMETHYL)TRIMETHYLSILANE
(TRIMETHYLSILYL)METHYL IODIDE
Silane, (iodomethyl)trimethyl-
(IODOMETHYL)TRIMETHYLSILANE 99%
(Trimethylsilyl)iodomethane
Trimethyl(iodomethyl)silane | [EINECS(EC#)]
224-123-6 | [Molecular Formula]
C4H11ISi | [MDL Number]
MFCD00001077 | [Molecular Weight]
214.12 | [MOL File]
4206-67-1.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR YELLOW TO BROWN LIQUID | [Melting point ]
137-141 °C | [Boiling point ]
139-141 °C (lit.) | [density ]
1.443 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.491(lit.)
| [Fp ]
89 °F
| [storage temp. ]
Flammables area | [solubility ]
Difficult to mix. | [form ]
clear liquid | [color ]
Colorless to Light orange to Yellow | [Specific Gravity]
1.441 | [Hydrolytic Sensitivity]
3: reacts with aqueous base | [Sensitive ]
Light Sensitive | [BRN ]
1731485 | [InChIKey]
VZNYXGQMDSRJAL-UHFFFAOYSA-N | [CAS DataBase Reference]
4206-67-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 2924 3/PG 3
| [WGK Germany ]
3
| [F ]
8-10-21 | [TSCA ]
No | [HazardClass ]
3.2 | [PackingGroup ]
III | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR YELLOW TO BROWN LIQUID | [Physical properties]
bp 140–142 °C; d 1.442 g cm?3. | [Uses]
(Iodomethyl)trimethylsilane can be used as electrophile for the preparation of allylsilanes and propargylsilanes;
forms carbon alkylation adducts useful for alkene
synthesis; alkylation adducts are frequently a source of fluorideinduced
reactive intermediates, forming nitrogen and sulfur
alkylation adducts that function as ylide precursors; readily undergoes
metal–halogen exchange to generate a reagent for Peterson
methylenation. | [Uses]
(Iodomethyl)trimethylsilane is used for the N-alkylation of amides, in a reaction sequence to prepare unstabilized ylides for [2+3]-cycloadditions. It can react with acetoacetic acid ethyl ester to get 3-trimethylsilanyl-proπonic acid ethyl ester. | [Purification Methods]
If slightly violet in colour, wash it with aqueous 1% sodium metabisulfite, H2O, dry (Na2SO4) it and fractionally distil it at 760mm. [Whitmore & Sommer J Am Chem Soc 68 481 1946, Beilstein 4 IV 3878.] |
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