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CS-W001157 4
Total: USD 88.00

2-(Dimethylamino)benzoic acid

  • CAS No. 610-16-2

  • Cat. No. CS-W010823
  • Molecule weight165.19
  • Purity≥97%
  • MDL No.MFCD00016496

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

2-(Dimethylamino)benzoic acid|CS-W010823

Structure of 610-16-2

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General Information

  • CAS No. 610-16-2
  • Cat. No. CS-W010823
  • Purity ≥97%
  • MDL No. MFCD00016496
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₂
  • Molecular Weight 165.19
  • Synonym(s) N,N-Dimethylanthranilic Acid
  • SMILES CN(C)C1=C(C=CC=C1)C(O)=O

Description

2-(Dimethylamino)benzoic acid features a strongly electron-donating dimethylamino group positioned ortho to a carboxylic acid moiety, enabling robust intramolecular interactions. This structural arrangement enhances solubility in polar solvents and facilitates efficient coupling reactions in peptide synthesis and pharmaceutical intermediates. The molecule exhibits excellent stability under standard bench conditions.

Application

2-(Dimethylamino)benzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-dimethylaminobenzoic scaffold exhibits favorable reactivity in amide coupling, esterification, and cyclization reactions, with good bench stability and ease of purification. The electron-donating dimethylamino group enhances nucleophilicity at the aromatic ring, facilitating downstream functionalization.

Synthesis

  • Route1
    • null|null
      50-00-0
    • null|null
      118-92-3
    • ~96%
    • In-stock
      2-(Dimethylamino)benzoic acid|CS-W010823
      610-16-2

    References

    • Yeon Joo Jung; Jong Woo Bae; Choon-Ock Maing Yoon; Byung Woo Yoo; Cheol Min Yoon Synthetic Communications, 2001 , vol. 31, # 22 p. 3417 - 3421
  • Route2
    • null|null
      118-92-3
    • null|null
      616-38-6
    • ~0%
    • In-stock
      2-(Dimethylamino)benzoic acid|CS-W010823
      610-16-2
    • In-stock
      2-(Methylamino)benzoic acid|CS-W021445
      119-68-6

    References

    • Selva, Maurizio; Tundo, Pietro; Perosa, Alvise Journal of Organic Chemistry, 2003 , vol. 68, # 19 p. 7374 - 7378
  • Route3
    • null|null
      118-92-3
    • null|null
      77-78-1
    • ~39%
    • In-stock
      2-(Dimethylamino)benzoic acid|CS-W010823
      610-16-2

    References

    • Cui, Xin; Li, Juan; Zhang, Zhi-Ping; Fu, Yao; Liu, Lei; Guo, Qing-Xiang Journal of Organic Chemistry, 2007 , vol. 72, # 24 p. 9342 - 9345

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

Quality Control

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Computational Chemistry Data

  • TPSA   40.54
  • LogP   1.4508
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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