CAS 4206-67-1 (Iodomethyl)trimethylsilane (HCID 77877)

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Basic information

CAS: 4206-67-1
Standard SMILES: C[Si](C)(C)CI
InChIKey: VZNYXGQMDSRJAL-UHFFFAOYSA-N
Molecular formula: C4H11ISi
Average molar mass: 214.12 g/mol
Monoisotopic mass: 213.96747

Names & identifiers

Preferred name: (Iodomethyl)trimethylsilane
IUPAC: iodomethyl(trimethyl)silane
English name: (Iodomethyl)trimethylsilane
Molecular formula: C4H11ISi
Molecular weight: 214.12

Names & synonyms

(Iodomethyl)trimethylsilane4206-67-1EINECS 224-123-6DTXSID70194900RefChem:406543DTXCID70117391224-123-6Iodomethyltrimethylsilaneiodomethyl(trimethyl)silane(Trimethylsilyl)methyl iodideC4H11ISiiodomethyl-trimethylsilane

Show more names

DK779DK296DKSI026DKFELEX0199(Lodomethyl)trimethylsilaneTrimethyl(iodomethyl)silane(Trimethylsilyl)iodomethane(Iodomethyl)trimethylsilane>

MFCD00001077S10025Sila-Neopentyliodidetrimethylsilylmethyl iodideiodomethyl-trimethyl-silanetrimethylsilyl methyl iodide(Iodomethyl)tri(methyl)silaneSCHEMBL279623

Database identifiers

CAS: 4206-67-1
PubChem CID: 77877
DTXSID: DTXSID70194900
EC Number: 224-123-6
Nikkaji: J46.444I

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 1
Heavy atoms: 6
Formal charge: 0
Complexity: 37

Physicochemical properties

Melting point: 137 · 137-141 °C
Boiling point: 139 · 139-141 °C (lit.)
Density: 1.443 g/mL · 1.443 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.491(lit.)
Flash point: 89 °F · 89 °F
storage temp.: 2 · Keep in dark place,Inert atmosphere,2-8°C
solubility: Difficult to mix.
form: clear liquid
color: Colorless to Light orange to Yellow
Specific Gravity: 1.441 · 1.441
Hydrolytic Sensitivity: 3 · 3: reacts with aqueous base
Sensitive: Light Sensitive
BRN: 1731485 · 1731485
InChI: 1S/C4H11ISi/c1-6(2,3)4-5/h4H2,1-3H3
InChIKey: VZNYXGQMDSRJAL-UHFFFAOYSA-N
SMILES: C[Si](C)(C)CI

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]；H315 (95.7%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (95.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information(Iodomethyl)trimethylsilane: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesFlam. Liq. 3 (100%)；Skin Irrit. 2 (95.7%)；Eye Irrit. 2 (95.7%)；STOT SE 3 (97.8%)

Regulatory information

Regulatory Information(Iodomethyl)trimethylsilane: Does not have an individual approval but may be used under an appropriate group standard

Safety data

F: 8-10-21

Chemistry & industry

Applications · 2 items

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.