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CS-W001157 4
Total: USD 88.00

2-Amino-4-iodoanisole

  • CAS No. 77770-09-3

  • Cat. No. CS-W014107
  • Purity≥98%
  • MDL No.MFCD03095407

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

2-Amino-4-iodoanisole|CS-W014107

Structure of 77770-09-3

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General Information

  • CAS No. 77770-09-3
  • Cat. No. CS-W014107
  • Purity ≥98%
  • MDL No. MFCD03095407
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈INO
  • Molecular Weight 249.05
  • Synonym(s) 5-Iodo-2-methoxyaniline
  • SMILES COC1=C(N)C=C(I)C=C1

Description

2-Amino-4-iodoanisole features a strategically positioned iodine atom and methoxy group on an aromatic scaffold, enabling efficient cross-coupling reactions. The electron-donating methoxy moiety enhances reactivity, while the amino group provides a handle for further functionalization. This compound serves as a key building block in pharmaceutical and agrochemical synthesis.

Application

2-Amino-4-iodoanisole serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki and Stille reactions due to its stable iodo functionality and ortho-amino group. The methoxy substituent enhances solubility and provides a handle for further derivatization. Bench-stable and readily purified by recrystallization, it functions reliably in the synthesis of functionalized heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Malysheva; Voitovich; Sharonova; Combes; Svirshchevskaya; Vodovozova; Fedorov Russian Chemical Bulletin, 2013 , vol. 62, # 4 p. 1103 - 1110 Izv. Akad. Nauk, Ser. Khim., 2013 , # 4 p. 1102 - 1110,9
  • Route2

    References

    • Morofuji, Tatsuya; Shimizu, Akihiro; Yoshida, Jun-Ichi Journal of the American Chemical Society, 2013 , vol. 135, # 13 p. 5000 - 5003
  • Route3
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    • In-stock
      2-Amino-4-iodoanisole|CS-W014107
      77770-09-3

    References

    • Journal of the Chemical Society, , vol. 109, p. 1087

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   35.25
  • LogP   1.882
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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