(IODOMETHYL)TRIMETHYLSILANE Chemical Properties

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.)

Flash point:

89 °F

storage temp. 

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

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 Information

Hazard Codes 

Xi

Risk Statements 

10-36/37/38

Safety Statements 

26-36-24/25-16

RIDADR 

UN 2924 3/PG 3

WGK Germany 

3

F 

8-10-21

TSCA 

No

HazardClass 

3.2

PackingGroup 

III

HS Code 

29319090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

(IODOMETHYL)TRIMETHYLSILANE Usage And Synthesis

Chemical Properties

CLEAR YELLOW TO BROWN LIQUID

Physical properties

bp 140–142 °C; d 1.442 g cm?3.

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.

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.

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.]

(IODOMETHYL)TRIMETHYLSILANE(4206-67-1)Related Product Information

• Clotrimazole
• BIS(TRIMETHYLSILYL) SULFIDE
• Iodomethane
• (IODOMETHYL)TRIMETHYLSILANE
• TRIMETHYLSILANE
• IODOMETHYLTRIMETHYLSILANE = (IODOMETHYL)-TRIMETHYLSILANE
• Tetramethylsilane
• 3-IODO-3-TRIMETHYLSILANYL-PROP-2-EN-1-OL