2-(2-Bromoethyl)-1,3-dioxolane, CAS No. 18742-02-4

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18742-02-4

Catalog No. EBD8576

CAS 18742-02-4

Name 2-(2-Bromoethyl)-1,3-dioxolane

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Basic Information

Synonyms: 3-Bromopropionaldehydeethyleneacetal 2-(2-Bromoethyl)-1,3-dioxolane 2-(2-bromoethyl)-1,3-dioxalane

Molecular Formula: C5H9BrO2

Molecular Weight: 181.03

MDL Number: MFCD00003216

Categories: Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds Synthetic Chemistry > Organic Building Blocks > Aldehydes and Ketones

Product Description:

2-(2-Bromoethyl)-1,3-dioxolane is a bifunctional organic compound featuring a terminal bromoethyl group attached to a 1,3-dioxolane protecting group. The dioxolane moiety serves as a protected aldehyde, while the bromine atom acts as a versatile leaving group for nucleophilic substitution reactions. This compound is primarily utilized as a synthetic building block in organic chemistry, particularly for introducing a protected acetaldehyde functionality via alkylation. It is commonly employed in the synthesis of complex molecules, including pharmaceutical intermediates and fine chemicals. The bromoethyl group allows for facile carbon-carbon or carbon-heteroatom bond formation, after which the dioxolane can be hydrolyzed to reveal the aldehyde group. Due to its role in constructing molecular scaffolds for drug discovery, it is also classified as a small molecule drug fragment. Its stability and reactivity make it a valuable reagent in multi-step synthetic pathways, especially in medicinal chemistry for developing lead compounds.

Physical Properties

Boiling Point: 68-70 °C/8 mmHg(lit.)

Flash Point: 65 °C

Density: 1.542 g/mL at 25 °C(lit.)

Solubility: immiscible

Refractivity: n20/D 1.479(lit.)

Storage: 2-8°C

Safety Information

Packing Level: III

Hazard Category: 6.1

Transport Codes: 2810

Analytical Data

Appearance: Clear colorless to yellow or brown liquid