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All Journal MAJALAH BIAM Indonesian Journal of Chemistry Chemistry Indonesian Journal of Chemical Research Molluca Journal of Chemistry Education (MJoCE) Science Nature

Hanoch J Sohilait

Chemistry Department, Faculty Of Mathematics And Natural Sciences, Pattimura University

Author-ID : 384671

Biochemistry, Genetics & Molecular Biology Chemical Engineering, Chemistry & Bioengineering Chemistry Education Engineering Environmental Science

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OXIDATION OF BENZYLIC SECONDARY ALCOHOL WITH PYRIDINIUM CHLOROCHROMATE-ALUMINA (PCC-Al2O3) Hanoch J. Sohilait
Indonesian Journal of Chemistry Vol 8, No 1 (2008)
Publisher : Universitas Gadjah Mada

In these studies, Pyridinium chlorochromate-Alumina was used for oxidation of secondary alcohols (safryl alcohol and methyleugenyl alcohol) to ketone. The oxidation of safryl alcohol with PCC-Al2O3 followed by purification by potassium bisulfite yields safryl ketone (62,92%). The oxidation of methyleugenyl alcohol with PCC-Al2O3, followed by purification by potassium bisulfite yields methyleugenyl ketone (68,04%). The elucidation of these products was analyzed by FTIR, 1H-NMR and MS.

SYNTHESIS OF ANALOG L-α-METIL-DOPA FROM EUGENOL Hanoch J Sohilait; Hardjono Sastrohamidjojo; Sabirin Matsjeh; J Stuart Grossert
Indonesian Journal of Chemistry Vol 5, No 3 (2005)
Publisher : Universitas Gadjah Mada

Synthesis of analog L-α-metil-Dopa from eugenol has been achieved through conversion of allyl group to ketone, followed by reaction with NH3 and KCN and by hydrolisis. The addition reaction of methyleugenol with formic acid yield methyleugenyl formate (60,69%). The hydrolis of methyileugenylformate with KOH in aqaueous-ethanolic solution produced methyleugenyl alcohol (73,68%). The oxidation of methyleugenyl alcohol with PCC yield methyleugenyl ketone (67,71%). The reaction of methyleugenyl ketone with NH3 and KCN yield D,L-α-amino-α-(3,4-dimetoxybenzyl) propionitril (84,14%). The hydrolisis of D,L-α-amino-α-(3,4-dimetoxybenzyl) propionitril with concentrated hydrochloric acid gave Analog L-α-metil-Dopa as a main target (91,98%). The structure elucidation of these products were analyzed by FTIR, 1H-NMR, 13C-NMR and MS

SYNTHESIS OF SAFRYL KETONE FROM SAFROLE Hanoch J Sohilait; Hardjono Sastrohamidjojo; Sabirin Matsjeh; J Stuart Grossert
Indonesian Journal of Chemistry Vol 4, No 1 (2004)
Publisher : Universitas Gadjah Mada

Synthesis of safryl ketone from safrole has been achieved through conversion of allyl group to secondary alcohol, followed by oxidation with PCC-Al2O3. The oxymecuration-demercuration reaction of safrole with HgSO4-NaBH4 yields safryl alcohol (66.38%) and the oxidation of safryl alcohol with PCC-Al2O3 yields safryl ketone (62.92%). The structure elucidation of these products was conducted using Fourier Transformed Infra Red Spectroscopy (FTIR), Proton-Nuclear Magnetic Resonance (1H-NMR) and Mass Spectroscopy (MS).

SYNTHESIS OF SECONDARY ALCOHOL COMPOUNDS FROM SAFROLE AND METHYLEUGENOL Hanoch J Sohilait; Hardjono Sastrohamidjojo; Sabirin Matsjeh
Indonesian Journal of Chemistry Vol 3, No 3 (2003)
Publisher : Universitas Gadjah Mada

Synthesis of secondary alcohols compound from safrole and methyleugenol has been achieved through conversion of allyl group to alcohol.The reaction of safrole and methyleugenol with mercuric acetate in aqueous tetrahydrofuran, followed by in situ reduction of the mercurial intermediate by alkaline sodium borohydride produced secondary alcohol namely safryl alcohol (71.25%) and methyleugenil alcohol (65.56%). The structure elucidation of these products were analyzed by FTIR, 1H-NMR, 13C-NMR and MS.

SYNTHESIS of 3.4-METHYLENEDIOXYPHENYL-2-PROPANONE from SAFROLE Hanoch J Sohilait; Hardjono Sastrohamidjojo; Sabirin Matsjeh; J Stuart Grossert
Indonesian Journal of Chemistry Vol 1, No 3 (2001)
Publisher : Universitas Gadjah Mada

The Synthesis of 3.4-methylenedioxyphenyl-2-propanone from safrole has been achieved through conversion of allyl group to secondary alcohol, followed by oxidation with pyridinium chlorochromate(PCC). The secondary alcohol has been achieved by two methods. The first method was formic acid adition reaction, followed by hydrolysis in aqueous ethanolic solution of potassium hydroxide. The second method was the oxymercuration-demercuration reaction of safrole. The addition reaction of safrole with formic acid yield safrylformate (34,70%). The hydrolysis of safrylformate with 3M KOH produced safrylalchohol (73,29%). The oxymercuration-demercuration reaction of safrole with Hg(OAc)2-NaBH4 gave (74,37%) of safrylalcohol. The oxidation of safryalcohol with PCC gave 3.4-methylenedioxyphenyl-2-propanone as a main target in 71,83%. The structure elucidations of these products were analyzed by FTIR , 1H-NMR, 13C-NMR and MS.

Co-Authors Candra Y. Tahya Christian Jacob Souisa Eirene Fransina Eirene G Fransina Elim, Hendry Izaac Fransina, Eirene G. Hardjono Sastrohamidjojo Hardjono Sastrohamidjojo Hardjono Sastrohamidjojo Healthy Kainama Healthy Kainama J Stuart Grossert J Stuart Grossert J Stuart Grossert Johanis Wairata Johanis Wairata, Johanis Mario R. Sohilait Nur Arafah Mahubessy Sabirin Matsjeh Sabirin Matsjeh Sabirin Matsjeh Serly Jolanda Sekewael Souhoka, Fensia Analda Yance Manoppo

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