[A11441] CAS 18742-02-4 | 2-(2-Bromoethyl)-1,3-dioxolane, 95%, stab. with silver

CAS : 18742-02-4
MDL : MFCD00003216
EINECS : 242-551-1

Other name :

3-Bromopropanal 1,2-ethanediol acetal3-Bromopropionaldehyde ethylene acetal

Chemical Properties

Formula : C5H9BrO2
Formula weight : 181.04
Boiling Point : 68-70°/8mm
Flash point : 65°(149°F)
Density : 1.512
Refractive Index : 1.4790
Sensitivity : Keep Cold. Light Sensitive. Store under Nitrogen.
Form : Liquid
Solubility : It is immiscible with water.

Literature References

Masked ß-formylethyl synthon, compare preceding entry. The derived Grignard, which, unlike the dioxane analogue, is unstable above room temperature, shows similar attenuated reactivity in comparison with simple alkyl Grignard reagents, reacting with acid chlorides to give -ketoaldehydes without carbinol formation, and with enones to give, at low temperatures, predominantly the 1,4-addition product without the need for Cu catalysis:Tetrahedron Lett., 28, 3217 (1987). The Grignard undergoes coupling reactions (CuBr2 + LiCl catalysis) with allylic halides: Tetrahedron Lett., 4549 (1979); J. Org. Chem., 46, 1504 (1981), allylic acetates: J. Am. Chem. Soc., 104, 2269 (1982), and primary alkyl bromides: J. Org. Chem., 48, 1767 (1983). For a review of 3-carbon homologating reagents, including many examples of Grignard and organocuprate reactions of these molecules, see: Chem. Rev., 84, 409 (1984).

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature: 2 – 8°C. Light sensitive. Store under inert gas.Other References:Beilstein: 103516

Grade Specifications

Grade Specifications

Hazard Statements : H315-H319-H335-H227Causes skin irritation.Causes serious eye irritation.May cause respiratory irritation.Combustible liquid.
Precautionary Statements : P210-P305+P351+P338-P302+P352-P321-P405-P501aKeep away from heat/sparks/open flames/hot surfaces. – No smoking.IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.IF ON SKIN: Wash with plenty of soap and water.Specific treatment (see label).Store locked up.Dispose of contents/container in accordance with local/regional/national/international regulations.