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CS-W001157 4
Total: USD 88.00

3-Fluoro-2-methylaniline

  • CAS No. 443-86-7

  • Cat. No. CS-W002032
  • Purity≥98%
  • MDL No.MFCD00007760

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

3-Fluoro-2-methylaniline|CS-W002032

Structure of 443-86-7

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General Information

  • CAS No. 443-86-7
  • Cat. No. CS-W002032
  • Purity ≥98%
  • MDL No. MFCD00007760
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈FN
  • Molecular Weight None
  • Synonym(s) 3-Fluoro-o-toluidine
  • SMILES CC1=C(F)C=CC=C1N

Description

3-Fluoro-2-methylaniline is a fluorinated aromatic amine featuring a methylaniline scaffold with regioselective substitution. This electron-rich derivative exhibits enhanced reactivity in coupling reactions, enabling efficient access to functionalized heterocycles. The ortho-methyl group imparts steric guidance during electrophilic substitution, while the meta-fluorine stabilizes intermediates through inductive effects. Bench-stable and moisture-tolerant, it serves as a key building block in pharmaceutical synthesis and agrochemical development.

Application

3-Fluoro-2-methylaniline serves as a valuable building block in medicinal chemistry, enabling the synthesis of fluorinated aromatic scaffolds via standard coupling reactions. Its ortho-methyl and meta-fluoro substituents provide enhanced metabolic stability and modulate electronic properties, facilitating efficient derivatization in amide formation, Suzuki-Miyaura coupling, and electrophilic substitution. Bench-stable and readily purified, it functions effectively in multi-step syntheses of kinase inhibitors and CNS-targeted compounds.

Synthesis

  • Route1

    References

    • Attina, Marina; Cacace, Fulvio; de Petris, Giulia Journal of the American Chemical Society, 1985 , vol. 107, p. 1556 - 1561
  • Route2

    References

    • Boulouard, Michel; Schumann-Bard, Pascale; Butt-Gueulle, Sabrina; Lohou, Elodie; Stiebing, Silvia; Collot, Valerie; Rault, Sylvain Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 11 p. 3177 - 3180
  • Route3

    References

    • Smith,G.G.; Larson,G.O. Journal of the American Chemical Society, 1960 , vol. 82, p. 99 - 104

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302+H312+H332-H315-H319-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   1.71632
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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