Lot numbers can be found on the outside label of a product:
N-(2-Bromoethyl)phthalimide
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CAS No. 574-98-1
- Cat. No. CS-W008910
- Purity≥98%
- MDL No.MFCD00005902
*For research and further manufacturing use only, not for direct human use.
Structure of 574-98-1
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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
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.
Synthesis
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Route1
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1074-82-4 -
106-93-4
- ~95%
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In-stock
574-98-1
References
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Phosphorus, Sulfur and Silicon and Related Elements, , vol. 161, p. 97 - 113
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Route2
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136918-14-4
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106-93-4
- ~92%
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In-stock
574-98-1
References
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Journal of Heterocyclic Chemistry, , vol. 45, # 5 p. 1371 - 1375
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Route3
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136918-14-4
- ~51%
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In-stock
574-98-1
References
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US5973201 A1, ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 37.38
- LogP 1.6775
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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