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CS-W001157 4
Total: USD 88.00

4-(2-Carboxyethyl)-4-nitroheptanedioic acid

  • CAS No. 59085-15-3

  • Cat. No. CS-0179886
  • Purity≥98%
  • MDL No.MFCD00077684

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

4-(2-Carboxyethyl)-4-nitroheptanedioic acid|CS-0179886

Structure of 59085-15-3

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General Information

  • CAS No. 59085-15-3
  • Cat. No. CS-0179886
  • Purity ≥98%
  • MDL No. MFCD00077684
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅NO₈
  • Molecular Weight 277.23
  • Synonym(s) Tris(2-carboxyethyl)nitromethane
  • SMILES O=C(O)CCC([N+]([O-])=O)(CCC(O)=O)CCC(O)=O

Description

4-(2-Carboxyethyl)-4-nitroheptanedioic acid features a bifunctional scaffold with a nitro group and two carboxylic acid termini, enabling versatile conjugation in bioconjugation and polymer synthesis. This electron-deficient diacid offers enhanced solubility and stability under standard conditions, facilitating efficient coupling reactions in aqueous environments.

Application

4-(2-Carboxyethyl)-4-nitroheptanedioic acid serves as a versatile building block for the synthesis of complex heterocyclic systems and functionalized carboxylic acid scaffolds. Its dual carboxylate functionality and nitro group enable selective transformations under standard conditions, facilitating coupling reactions, cyclizations, and derivatization pathways relevant to medicinal chemistry and materials science. The molecule exhibits good bench stability and facilitates straightforward purification via crystallization or ion-exchange chromatography.

Synthesis

  • Route1
    • null|null
      136587-00-3
    • ~96%
    • In-stock
      4-(2-Carboxyethyl)-4-nitroheptanedioic acid|CS-0179886
      59085-15-3

    References

    • Ornelas, Catia; Pennell, Ryan; Liebes, Leonard F.; Weck, Marcus Organic Letters, 2011 , vol. 13, # 5 p. 976 - 979
  • Route2
    • Dimethyl 4-(3-Methoxy-3-oxopropyl)-4-nitroheptanedioate|CS-0764853
      83935-54-0
    • ~97%
    • In-stock
      4-(2-Carboxyethyl)-4-nitroheptanedioic acid|CS-0179886
      59085-15-3

    References

    • Weis, Claus D.; Newkome, George R. Journal of Organic Chemistry, 1990 , vol. 55, # 22 p. 5801 - 5802
  • Route3

    References

    • Newkome, George R.; Moorefield, Charles N.; Theriot, Kevin J. Journal of Organic Chemistry, 1988 , vol. 53, # 23 p. 5552 - 5554

Safety Information

Download SDS
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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   155.04
  • LogP   0.5963
  • H_Acceptors   5
  • H_Donors   3
  • Rotatable_Bonds   10

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