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33884-43-4 - 2-(2-Bromoethyl)-1,3-dioxane, 98% - 2-Bromopropanal 1,3-propanediol acetal - 2-Bromopropionaldehyde trimethylene acetal - L00958 - Alfa Aesar

L00958 2-(2-Bromoethyl)-1,3-dioxane, 98%

CAS Number
33884-43-4
Synonyms
2-Bromopropanal 1,3-propanediol acetal
2-Bromopropionaldehyde trimethylene acetal

Size Price ($) Quantity Availability
10g 26.06
50g 89.82
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2-(2-Bromoethyl)-1,3-dioxane, 98%

MDL
MFCD00006567
EINECS
251-716-7

Chemical Properties

Formula
C6H11BrO2
Formula Weight
195.06
Boiling Point
67-70°/3mm
Flash Point
96°(204°F)
Density
1.434
Refractive Index
1.4820
Solubility
It is not soluble in water but soluble in organic solvent such as ethanol.

Applications

2-(2-Bromoethyl)-1,3-dioxane, Provides a useful means of introducing a masked ß-formylethyl group. In comparison with the corresponding dioxolane (following entry), the dioxane is more stable to acid, and the Grignard is thermally stable. Reaction of the Grignard with an acid chloride gives the ketone in high yield without further reaction to the tertiary alcohol. Subsequent hydrolysis of the 1,3-dioxane gives the -ketoaldehyde. It is also used as a pharmaceutical intermediate.

Notes

Air, Heat sensitive. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Keep away from oxidizing agents. Stable under recommended storage conditions.

Literature References

JC Stowell. New. gamma.-keto Aldehyde synthesis. The Journal of Organic Chemistry. 197641(3) , 560-561.

A Fadel.; P Arzel. Asymmetric construction of benzylic quaternary carbons by lipase-mediated enantioselective transesterification of prochiral α, α-disubstituted 1, 3-propanediols. Tetrahedron: Asymmetry. 19978(2) , 283-291.

Provides a useful means of introducing a masked ß-formylethyl group. In comparison with the corresponding dioxolane (following entry), the dioxane is more stable to acid, and the Grignard is thermally stable. Reaction of the Grignard with an acid chloride gives the ketone in high yield without further reaction to the tertiary alcohol. Subsequent hydrolysis of the 1,3-dioxane gives the -ketoaldehyde: J. Org. Chem., 41, 560 (1976).

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. 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. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1421628
Harmonized Tariff Code
2932.99
TSCA
Yes

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