N-(2-Bromoethyl)phthalimide

Name: N-(2-Bromoethyl)phthalimide
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CAS No. 574-98-1
Cat. No. CS-W008910
Purity≥98%
MDL No.MFCD00005902

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 574-98-1

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Description

N-(2-Bromoethyl)phthalimide serves as a reactive electrophile for site-specific conjugation in synthetic chemistry. The bromoethyl side chain enables efficient alkylation of nucleophiles, while the phthalimide scaffold provides stability and solubility under standard conditions. This compound facilitates the introduction of functional handles in peptide and small-molecule derivatization workflows.

Application

N-(2-Bromoethyl)phthalimide serves as a versatile alkylating agent in synthetic organic chemistry, enabling efficient introduction of bromoethyl functionality under mild conditions. Its phthalimide group provides excellent stability and facilitates straightforward removal via hydrazinolysis, simplifying deprotection in multistep syntheses. The molecule exhibits high reactivity toward nucleophiles, making it particularly useful for constructing heterocyclic systems and functionalizing amines, thiols, and enolates with predictable regiochemistry.

General Information

CAS No. 574-98-1
Cat. No. CS-W008910
Purity ≥98%
MDL No. MFCD00005902
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrNO₂
Molecular Weight 254.08
Synonym(s) 2-(2-Bromoethyl)-1H-isoindole-1,3(2H)-dione; 1-Bromo-2-phthalimidoethane; 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-ethyl bromide; 2-(2-Bromoethyl)-2,3-dihydro-1H-isoindole-1,3-dione; Phthalimide, N-(2-bromoethyl)-
SMILES O=C1N(CCBr)C(C2=C1C=CC=C2)=O

Computational Chemistry Data

TPSA 37.38
LogP 1.6775
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Life Science Crosslinking Agent

General Reagents Organic General Reagents

Key Words

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N-(2-Bromoethyl)phthalimide

CAS No. 574-98-1

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