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2-Fluoro-5-methylaniline

  • CAS No. 452-84-6

  • Cat. No. CS-D0820
  • Purity≥98%
  • MDL No.MFCD00007654

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

2-Fluoro-5-methylaniline|CS-D0820

Structure of 452-84-6

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General Information

  • CAS No. 452-84-6
  • Cat. No. CS-D0820
  • Purity ≥98%
  • MDL No. MFCD00007654
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈FN
  • Molecular Weight None
  • Synonym(s) 6-Fluoro-m-toluidine
  • SMILES NC1=C(F)C=CC(C)=C1

Description

2-Fluoro-5-methylaniline features a fluorine atom at the ortho position relative to the amino group and a methyl substituent at the para position, delivering enhanced electronic modulation and steric influence. This configuration supports improved reactivity in coupling processes and facilitates integration into complex heterocyclic scaffolds. The compound exhibits bench-stable handling characteristics and is compatible with standard synthetic protocols.

Application

2-Fluoro-5-methylaniline serves as a valuable building block for pharmaceutical and agrochemical synthesis, offering a trifunctional scaffold with ortho-fluorine and meta-methyl substituents. Its enhanced electronic profile facilitates selective electrophilic substitution and coupling reactions, while the aromatic amine functions as a key handle in Suzuki-Miyaura and Ullmann-type transformations. Bench-stable and readily purified via crystallization, it enables efficient access to fluorinated heterocycles and bioactive scaffolds.

Synthesis

  • Route1

    References

    • Chandrappa; Vinaya; Ramakrishnappa; Rangappa Synlett, 2010 , # 20 art. no. D13110ST, p. 3019 - 3022
  • Route2

    References

    • Robertson Journal of Organic Chemistry, 1959 , vol. 24, p. 2051
  • Route3
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      442-10-4
    • ~%
    • In-stock
      2-Fluoro-5-methylaniline|CS-D0820
      452-84-6

    References

    • Buu-Hoi; Xuong Journal of the Chemical Society, 1953 , p. 386

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-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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