1-CHLORO-1-METHYLSILACYCLOBUTANE Chemical Properties

Boiling point:

103 °C(lit.)

Density 

0.985 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.45(lit.)

Flash point:

37 °F

solubility 

soluble in most aprotic organic solvents.

Specific Gravity

0.985

Hydrolytic Sensitivity

8: reacts rapidly with moisture, water, protic solvents

Safety Information

Hazard Codes 

F,C

Risk Statements 

11-14-34

Safety Statements 

16-26-36/37/39-45

RIDADR 

UN 2985 3/PG 2

WGK Germany 

3

TSCA 

No

MSDS

• Language:English Provider:SigmaAldrich

1-CHLORO-1-METHYLSILACYCLOBUTANE Usage And Synthesis

Physical properties

bp 103°C; d 0.985 g cm?3.

Uses

Intermediate in the formation of enoxysilacyclobutanes.

Uses

Siletanes (silacyclobutanes) represent a unique class of silicon-based reagents that have enjoyed much success in a number of synthetic applications including aldol reactions, allylations, cross-coupling reactions, carbosilane oxidations, and ring expansions. The manifestation of their strain in enhanced Lewis acidity and in the ring opening to silanols accounts for their utility. 1-Chloro-1-methylsiletane can be used for the preparation of the various siletane derivatives for these applications.
Grignard reagents react efficiently with 1-chloro-1-methylsiletane to provide the corresponding aryl-, alkenyl-, or alkylsiletanes (eqs 1–3).On the contrary, reactions with alkyllithiums are limited to the reaction of 1 with a lithium acetylide (eq 4).The reaction of 1 with an intermediate vinylalane obtained by hydroalumination of 1-heptyne gave (E)-1-heptenylmethylsiletane in >99/1 isomeric purity (eq 5).The reaction of 1 with LiAlD4 afforded 1-deuterio-1-methylsiletane (eq 6).

Preparation

siletane can be prepared in large quantities byWurtz coupling reaction of dichloro-3-chloropropylmethylsilane with Mg.It is commercially available from Gelest and Aldrich chemical company.

1-CHLORO-1-METHYLSILACYCLOBUTANE(2351-34-0)Related Product Information

• 1-CHLORO-1-METHYLSILACYCLOBUTANE
• 1-(4-METHOXYPHENYL)-1-CHLOROSILACYCLOBUTANE
• SILACYCLOBUTANE