N-(2-Bromoethyl)phthalimide, CAS No. 574-98-1

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574-98-1

Catalog No. EBD2018062

CAS 574-98-1

Name N-(2-Bromoethyl)phthalimide

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Basic Information

Synonyms: N-(2-Bromoethyl)phtalimide AURORAKA-575 BETA-BROMOETHYLPHTHALIMIDE LABOTEST-BBLT00439821 2-(2-BROMO-ETHYL)-ISOINDOLE-1,3-DIONE TIMTEC-BBSBB003129 1-Bromo-2-phthalimidoethane 1H-Isoindole-1,3(2H)-dione,2-(2-bromoethyl)- 2-(2-Bromoethyl)-1H-isoindole-1,3(2H)-dione 2-(2-bromoethyl)-1h-isoindole-3(2h)-dione 2-(2-Bromoethyl)phthalimide 2-(Bromoethyl)phthalimide 2-Phthalimidoethylbromide beta-Phthalimidoethylbromide b-Phthalimidoethylbromide -Bromoethylphthalimide N-(2-Bromoethyl)pthalimide N-(b-Bromoethyl)phthalimide Phthalimide,N-(2-bromoethyl)- SPECSAE-641/00791032 N-(2-BROMOETHYLYL)-PHTALIMIDE N-BROMOETHYLPHTHALIMIDE N-(2-Bromoethyl)phthalimide

Molecular Formula: C10H8BrNO2

Molecular Weight: 254.08

MDL Number: MFCD00005902

Categories: Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

Product Description:

N-(2-Bromoethyl)phthalimide is an organic compound featuring a phthalimide group linked to a 2-bromoethyl chain. It is a white to off-white crystalline solid with a molecular formula of C10H8BrNO2 and a molecular weight of 254.08 g/mol. This compound is a versatile and widely used synthetic building block. Its primary utility lies in organic synthesis, where it serves as a protected amine precursor. The Gabriel synthesis is a classic application, where the phthalimide group acts as a protecting group for amines. The bromoethyl moiety is a good leaving group, allowing for nucleophilic substitution reactions. After the desired alkylation or other transformations, the phthalimide group can be cleaved (e.g., with hydrazine) to release the primary amine. This makes it a key intermediate for the preparation of various pharmaceuticals, agrochemicals, and other nitrogen-containing compounds. Due to the reactivity of the alkyl bromide and the stability of the phthalimide, it is a fundamental reagent in medicinal chemistry for constructing molecules with ethylenediamine-like structures or for introducing amine functionalities in a controlled manner. It should be handled with care as it is a lachrymator and can cause skin and eye irritation.

Physical Properties

Melting Point: 80-83 °C(lit.)

Boiling Point: 318 °C

Flash Point: 161.2 °C

Density: 1.657 g/cm3

Solubility: insoluble

Analytical Data

Appearance: white powder