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Structure of 59147-02-3
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4-(Furan-2-yl)aniline integrates a furan ring directly conjugated to an aniline scaffold, delivering enhanced electron density and planarity. This structure enables efficient π-stacking in organic semiconductors and facilitates coupling reactions under mild conditions. The molecule exhibits robust stability under standard bench protocols and serves as a key intermediate in the synthesis of bioactive heterocycles and functional dyes.
4-(Furan-2-yl)aniline serves as a versatile building block in medicinal chemistry and materials science, enabling direct access to biologically relevant heterocyclic scaffolds. Its ortho-substituted aniline functionality facilitates electrophilic aromatic substitution, Suzuki-Miyaura coupling, and Ullmann-type C–N bond formations under standard conditions. The furan ring provides enhanced π-conjugation and metabolic stability, while the amine group offers straightforward derivatization for prodrug design or macrocyclization. Bench-stable and readily purified by column chromatography or recrystallization, it functions effectively in multi-step syntheses requiring functional group tolerance and predictable reactivity.
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GHS Pictogram :
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GHS No : GHS05,GHS07
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Signal Word : Danger
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UN#: 1759
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H227-H302-H318
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Precautionary Statements : P210-P264-P270-P280-P330-P370+P378-P403-P501
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Lot numbers can be found on the outside label of a product: