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2-(2-Bromoethyl)-1,3-dioxane, 98%, Thermo Scientific Chemicals
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Catalog number L00958.09
also known as L00958-09
Price (USD)/ Each
40.60
-
Quantity:
10 g
Price (USD)/ Each
40.60
2-(2-Bromoethyl)-1,3-dioxane, 98%, Thermo Scientific Chemicals
Catalog numberL00958.09
Price (USD)/ Each
40.60
-
Chemical Identifiers
CAS33884-43-4
IUPAC Name2-(1-bromoethyl)-1,3-dioxane
Molecular FormulaC6H11BrO2
InChI KeyKXMZOKKPQZRPRN-UHFFFAOYNA-N
SMILESCC(Br)C1OCCCO1
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Specifications
Specification Sheet
Specification SheetIdentification (FTIR)Conforms
Refractive Index1.4800-1.4840 @ 20?C
FormLiquid
Appearance (Color)Clear colorless to yellow
Assay (GC)≥97.5%
2-(2-Bromoethyl)-1,3-dioxane, Provides a useful means of introducing a masked β-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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
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.
Solubility
It is not soluble in water but soluble in organic solvent such as ethanol.
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.
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.
Solubility
It is not soluble in water but soluble in organic solvent such as ethanol.
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.
RUO – Research Use Only
General 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).