2-Fluoro-4-iodoaniline

Name: 2-Fluoro-4-iodoaniline
Brand: ChemScene
Availability: InStock
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CAS No. 29632-74-4
Cat. No. CS-W002069
Purity≥98%
MDL No.MFCD00011738

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Structure of 29632-74-4

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General Information

CAS No. 29632-74-4
Cat. No. CS-W002069
Purity ≥98%
MDL No. MFCD00011738
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅FIN
Molecular Weight 237.01
Synonym(s) 2-fluoro-5-iodo-aniline
SMILES Ic1ccc(c(c1)F)N

Description

2-Fluoro-4-iodoaniline features a strategically positioned fluorine atom and iodine substituent on the aromatic ring, enabling selective cross-coupling reactions. This electron-deficient aniline derivative offers enhanced stability and reactivity in palladium-catalyzed transformations, facilitating efficient access to complex arylated architectures in medicinal chemistry and materials science.

Application

2-Fluoro-4-iodoaniline serves as a versatile building block for Suzuki-Miyaura and Ullmann coupling reactions, enabling the construction of biaryl scaffolds under mild conditions. The ortho-fluoro substituent enhances regioselectivity in palladium-catalyzed cross-couplings, while the iodide group provides high reactivity in standard transition-metal-mediated transformations. Bench-stable and readily purified by recrystallization, it functions efficiently in the synthesis of fluorinated heterocycles and functionalized arylamines relevant to medicinal chemistry and agrochemical development.

Synthesis

Route1
- 348-54-9
- ~77%
- In-stock
  
  29632-74-4
References
- Glendenning, Margaret E.; Goodby, John W.; Hird, Michael; Toyne, Kenneth J. Journal of the Chemical Society. Perkin Transactions 2, 1999 , # 3 p. 481 - 491

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

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Computational Chemistry Data

TPSA 26.02
LogP 2.0125
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Fluoro-4-iodoaniline

CAS No. 29632-74-4

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