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CS-W001157 4
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4-Amino-3-methylbenzoic acid

  • CAS No. 2486-70-6

  • Cat. No. CS-W018121
  • Purity≥98%
  • MDL No.MFCD00007736

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

4-Amino-3-methylbenzoic acid|CS-W018121

Structure of 2486-70-6

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General Information

  • CAS No. 2486-70-6
  • Cat. No. CS-W018121
  • Purity ≥98%
  • MDL No. MFCD00007736
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₂
  • Molecular Weight 151.17
  • Synonym(s) Benzoic acid, 4-amino-3-methyl- (9CI)
  • SMILES C1=C(C(=CC=C1C(=O)O)N)C

Description

4-Amino-3-methylbenzoic acid features a strategically positioned amino group and methyl substituent on the aromatic ring, enabling precise tuning of electronic properties and solubility. This ortho-substituted benzoic acid derivative serves as a key intermediate in the synthesis of bioactive compounds and functional materials, offering enhanced reactivity in coupling and derivatization processes under standard conditions.

Application

4-Amino-3-methylbenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling access to diverse heterocyclic scaffolds through standard coupling and cyclization protocols. Its ortho-substituted aryl functionality provides enhanced metabolic stability and tunable solubility, while the amino and carboxylic acid groups offer orthogonal reactivity for peptide coupling, amide formation, and derivatization. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring functional group compatibility and structural precision.

Synthesis

  • Route1

    References

    • Della Ca, Nicola; Motti, Elena; Mega, Antonio; Catellani, Marta Advanced Synthesis and Catalysis, 2010 , vol. 352, # 9 p. 1451 - 1454
  • Route2

    References

    • Chemische Berichte, , vol. 42, p. 433
  • Route3
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      5855-93-6
    • ~%
    • In-stock
      4-Amino-3-methylbenzoic acid|CS-W018121
      2486-70-6
    • null|null
      56536-88-0

    References

    • Chemische Berichte, , vol. 58, p. 65

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 : P233-P261-P264-P271-P272-P280-P285-P302+P352-P304+P340-P405-P501

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   1.27542
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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