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2344-80-1 - (Chloromethyl)trimethylsilane, 98% - A14303 - Alfa Aesar

A14303 (Chloromethyl)trimethylsilane, 98%

CAS Number
2344-80-1
Synonyms

Size Price ($) Quantity Availability
10g 42.85
50g 120.14
250g 505.80
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(Chloromethyl)trimethylsilane, 98%

MDL
MFCD00000878
EINECS
219-058-5

Chemical Properties

Formula
ClCH2Si(CH3)3
Formula Weight
122.67
Boiling Point
97-98°
Flash Point
-2°(28°F)
Density
0.886
Refractive Index
1.4180
Sensitivity
Moisture Sensitive
Solubility
Soluble in water (0.4g/L at 20°C).

Applications

(Chloromethyl)trimethylsilane is used for Wittig reaction and building blocks.

Notes

Store in cool, well ventilated area. Keep container tightly closed. Moisture sensitive. Store under argon.

Literature References

Akira Sekiguchi; Wataru Ando. Direct synthesis of terminal olefins from ketones. Application of (chloromethyl)trimethylsilane to a Wittig reaction. J. Org. Chem. 1979, 44 (3), 413-415.

John W. Connolly; Grant Urry. The Wurtz Reaction of Chloromethyltrimethylsilane. A Classical Study. J. Org. Chem. 1964, 29 (3), 619-623.

Treatment with s-BuLi at -78o gives ɑ-lithio-ɑ-chloromethyltrimethylsilane which reacts with aldehydes and ketones to give ɑß-epoxy silanes, readily hydrolyzed to homologated aldehydes: Tetrahedron, 39, 867 (1983):

Metallation gives useful precursors of various organosilicon compounds. For use of the Grignard in the olefination of ketones, see: J. Org. Chem., 39, 3264 (1974); 52, 281 (1987). For Ni-catalyzed reaction of the Grignard with allylic dithioacetals, see: J. Org. Chem., 53, 5582 (1988); Org. Synth. Coll., 9, 727 (1998); for an example with reaction scheme, see trans-Cinnamaldehyde, A14689.

For a review of the chemistry of chloromethyltrimethylsilane, see: Synthesis, 717 (1985).

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H315-H319-H335

Highly flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210-P261-P280-P240-P303+P361+P353-P305+P351+P338-P304+P340-P362-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
906705
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
Yes

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