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| | 1-CHLORO-1-METHYLSILACYCLOBUTANE Basic information |
| | 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.) | | Fp | 37 °F | | solubility | soluble in most aprotic organic solvents. | | Specific Gravity | 0.985 | | Hydrolytic Sensitivity | 8: reacts rapidly with moisture, water, protic solvents |
| | 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 Preparation Products And Raw materials |
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