| Summary: | Synthesis of 5-(3,3-dimethyloxiran-2-il)-3-methylpentanal, 7-hydroxy3,7-
dimethyl-6-oxooctanal, 3,7-dimethyloctanal and citronellol from citronellal
via addition have been carried out. Additions have been done by: epoxidation,
hydroxylation, and hydrogenation.
Citronellal was isolated from citronella oil by chemical methods.
Citronellal was isolated by NaHSO. 6 M and followed with Na.CO. 0.8 M.
Epoxidation with peroxymonocarbonate was done by two methods. The First
method of the reaction was accomplished at room temperature without stirring
for 24 hours while the second method with MnSO. as catalyst was stirred at 20.C
for 4 hours. Hydroxylation was done by KMnO. at 0-3.C for 1.5 hours in alkaline
condition with water and methanol as solvent. Hydrogenation by Raney-nickel as
catalyst was started with washing alloy Al-Ni using NaOH 6.5 M and followed by
hydrogenation for 2 hours.
Citronellal produced by chemical method was in 63.68% yield and
93.81% purity. 5-(3,3-Dimethyloxiran-2-il)-3-methylpentanal was obtained by
epoxidation of citronellal with peroxymonocarbonate and MnSO. in 76.5% yield
whereas epoxidation of citronellal with peroxymonocarbonate gave 27.48%
yield. 7-Hydroxy-3,7-dimethyl-6-oxooctanal was produced by hydroxylation
citronelal with KMnO. in H.O as solvent in 69.89% yield while hydroxylation in
methanol as solvent gave 91.40% yield. 3,7-Dimethyloctanal and citronellol were
produced by hydrogenation of citronellal using Raney-nickel as catalyst with total
percentage of conversion of 88.46% within 5.13% and 31.21% purity.
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