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A14662 762-72-1 Allyltrimethylsilane, 98+% Alfa Aesar

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A14662
Allyltrimethylsilane, 98+%

CAS: 762-72-1 MDL: MFCD00008635  EINECS: 212-104-5
UN#:UN1993Hazard Class:3Packing Group:II

 

Pricing and Availability

Size ($) Price Your Price Quantity Options Availability
10g 39.00 Check Availability Add to Favorites Enter qty and click checkbox
50g 109.00 Check Availability Add to Favorites Enter qty and click checkbox
250g 467.00 Check Availability Add to Favorites Enter qty and click checkbox


Chemical Properties

Formula: CH2=CHCH2Si(CH3)3  Flash point: -10°(14°F)
Formula weight: 114.27  Density: 0.717
Boiling point: 85-86° Refractive Index: 1.4080

Literature References

Reactions with electrophiles illustrate the ß-effect (see Appendix 4); e.g. acid chlorides with a Lewis acid give allyl ketones: J. Organomet. Chem., 85, 149 (1975):

Similarly, carbonyl compounds are converted to homoallylic alcohols: J. Organomet. Chem., 69, C15 (1974). In the TiCl4 promoted reaction with enones, behaves as an allyl anion equivalent, giving the product of conjugate addition (Hosomi-Sakurai reaction): J. Am. Chem. Soc., 99, 1673 (1977); 105, 2354 (1983); Org. Synth. Coll., 7, 443 (1990):

More recent studies have shown that TMS cyclopentanes are also formed in these reactions via a competing [3+2] cycloaddition mechanism: Tetrahedron, 49, 9955 (1993). Chemoselective addition to aldehydes can be accomplished in the presence of a ketone, using Scandium(III)­ trifluoromethanesulfonate hydrate, 40566 as catalyst: Synthesis, 1822 (1998).

In the presence of F-, functions as an allyl anion equivalent, affording homoallylic alcohols from carbonyl compounds: Tetrahedron Lett., 3043 (1978), and adding to a variety of Michael acceptors: Tetrahedron Lett., 25, 3213 (1984); J. Org. Chem., 51, 1745 (1986). For a review of reactivity in the presence of Lewis acids and F-, see: J. Prakt. Chem./ Chem. Ztg., 336, 375 (1994).

Has also been used, in the presence of a catalyst such as p-TsOH, I2, Br2 or TfOH, as a silylating agent for alcohols, phenols and carboxylic acids: Tetrahedron Lett., 21, 835 (1980); J. Org. Chem., 46, 5212 (1981). The advantage over more conventional silylation methods is that the only by-product is the neutral gas propene.


Other References

Beilstein: 906755
UN#: UN1993
Harmonized Tariff Code: 2931.90

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-P303+P361+P353-P305+P351+P338-P405-P501A

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. 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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

FlammableHarmful or Irritant

Risk & Safety

Risk Phrases: 11-36/37/38
Flammable. Irritating to eyes, respiratory system and skin.
Safety Phrases: 9-16-23-26-33-37
Keep container in a well ventilated place. Keep away from sources of ignition - No Smoking. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Take precautionary measures against static discharges. Wear suitable gloves.
Irritant Highly Flammable
TSCA: Yes