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N-(6-Bromohexyl)phthalimide

  • CAS No. 24566-79-8

  • Cat. No. CS-0158364
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

N-(6-Bromohexyl)phthalimide|CS-0158364

Structure of 24566-79-8

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General Information

  • CAS No. 24566-79-8
  • Cat. No. CS-0158364
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₆BrNO₂
  • Molecular Weight 310.19
  • Synonym(s) 6-(N-Phthalimido)hexyl bromide
  • SMILES C(CCCN1C(=O)C2=CC=CC=C2C1=O)CCBr

Description

N-(6-Bromohexyl)phthalimide features a bromoalkyl chain appended to the nitrogen of phthalimide, enabling efficient coupling reactions in polymer functionalization and bioconjugation. The terminal bromide facilitates nucleophilic substitution, while the phthalimide moiety offers stability and ease of removal under mild conditions. This bifunctional architecture supports modular synthesis in materials science and chemical biology applications.

Application

N-(6-Bromohexyl)phthalimide serves as a versatile bifunctional building block in synthetic organic chemistry, enabling efficient installation of both phthalimide and alkyl bromide functionalities. The bromide group facilitates nucleophilic substitution reactions, while the phthalimide moiety acts as a robust nitrogen protecting group that can be readily removed under standard conditions. This compound is particularly valuable for constructing heterocyclic scaffolds, peptide analogs, and functionalized polymers due to its stability, ease of purification, and compatibility with diverse reaction conditions.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P233-P260-P261-P264-P271-P280-P302+P352-P304+P340-P340-P362-P403-P405-P501

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Computational Chemistry Data

  • TPSA   37.38
  • LogP   3.2379
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   6

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