Synthesis and chemical interpretation of 4-((4-nonylphenyl) diazenyl) aniline and 4-((4-decylphenyl) diazenyl) aniline

• Main Authors: S. Habil, Zuhair Jamain, Mohamad Zul Hilmey Makmud
• Format: Proceedings
• Language: English; English
• Published: Faculty of Science and Natural Resources 2021
• Subjects: QD1-999 Chemistry
• Online Access: https://eprints.ums.edu.my/id/eprint/32126/1/Synthesis%20and%20chemical%20interpretation%20of%204-%28%284-nonylphenyl%29%20diazenyl%29%20aniline%20and%204-%28%284-decylphenyl%29%20diazenyl%29%20aniline.ABSTRCT.pdf; https://eprints.ums.edu.my/id/eprint/32126/2/SYNTHESIS%20AND%20CHEMICAL%20INTERPRETATION%20OF%204-%28%284-%20NONYLPHENYL%29%20DIAZENYL%29%20ANILINE%20AND%204-%28%284-DECYLPHENYL%29%20DIAZENYL%29%20ANILINE.pdf; https://eprints.ums.edu.my/id/eprint/32126/; https://drive.google977-2-73-522200-2.com/file/d/1zKEpSiYvg9vZHHzuKra49512D_AMLubu/view
• Institution: Universiti Malaysia Sabah

4-((4-nonylphenyl)diazenyl)aniline and 4-(4-decylphenyl)diazenyl)aniline are an azo compounds with different terminal chains. The synthesis process was started via diazotization of 4- nitroaniline with phenol formed 4-(4-nitrophenyl)phenol (1). After that, 4-(4-nitrophenyl)phenol was alkylated with 1-bromononane and 1-bromodecane to yield 1-(4-nitrophenyl)-2-(4-nonylphenyl)diazene (2) and 1-(4-decylphenyl)-2-(4-nitrophenyl)diazene (3), respectively. Finally, both molecules will undergo reduction to yield 4-((4-nonylphenyl)diazenyl)aniline (4) and 4-(4-decylphenyl)diazenyl)aniline (5), respectively. These two compounds were submitted to extensive spectroscopic examination, including Fourier Transform-Infrared (FT-IR) and Nuclear Magnetic Resonance (NMR).