SINTESIS 3,4-DIMETOKSIBENZIL ASETAT DAN METIL-(3,4- DIMETOKSIFENIL) ASETAT DARI VANILIN DENGAN METODE SONIKASI
Synthesis of 3,4-dimethoxybenzyl acetate and methyl-(3,4-dimetoxy phenyl) acetate from vanillin have been carried out. Both esters have an activity as attractant fruit flies Dacus dorsalis and Dacus curcubitae. Synthesis of 3,4-dimethoxybenzyl alcohol was carried out via methylation of vanillin foll...
| Main Authors: | , |
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| Format: | Thesis |
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[Yogyakarta] : Universitas Gadjah Mada
2012
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| author | , FIA NABILA , Dra. Tutik Dwi Wahyuningsih, M.Si., Ph.D |
| author_facet | , FIA NABILA , Dra. Tutik Dwi Wahyuningsih, M.Si., Ph.D |
| author_sort | , FIA NABILA |
| collection | UGM |
| description | Synthesis of 3,4-dimethoxybenzyl acetate and methyl-(3,4-dimetoxy
phenyl) acetate from vanillin have been carried out. Both esters have an activity as attractant fruit flies Dacus dorsalis and Dacus curcubitae.
Synthesis of 3,4-dimethoxybenzyl alcohol was carried out via methylation
of vanillin followed by reduction. Vanillin methylation with dimethyl carbonate
(DMC) was performed under sonication. This reaction yielded 98,36% veratraldehyde. Veratraldehyde was then reduced at room temperature using
NaBH4 with stirring and sonication methods, yielded 97,00 and 98,87% 3,4-
dimethoxybenzyl alcohol, respectively.
3,4-Dimethoxybenzyl acetate was yielded 98.28% from esterification of
3,4-dimethoxybenzyl alcohol and acetic acid by the use of sulfuric acid as a
catalyst with sonication. Methyl-(3,4-dimethoxyphenyl) acetate was produced via 4 concecutive reactions, i.e. 1) chlorination of 3,4-dimethoxybenzyl alcohol with SOCl2 yielded 77,75% 3,4-dimethoxybenzyl chloride, 2) nitrilization of 3,4- dimethoxybenzyl chloride with NaCN in acetone yielded 66,16% 3,4-
dimethoxyphenyl acetonitrile, 3) the product was then hydrolyzed with HCl,
yielded 89,28% 3,4-dimethoxybenzyl carboxylate and 4) esterification of 3,4-
dimethoxybenzyl carboxylate using methanol and sulfuric acid as a catalyst by
sonication, yielded 95.23% yellowish viscous liquid of methyl-(3,4-
dimethoxyphenyl) acetate. |
| first_indexed | 2024-03-13T22:44:35Z |
| format | Thesis |
| id | oai:generic.eprints.org:101024 |
| institution | Universiti Gadjah Mada |
| last_indexed | 2024-03-13T22:44:35Z |
| publishDate | 2012 |
| publisher | [Yogyakarta] : Universitas Gadjah Mada |
| record_format | dspace |
| spelling | oai:generic.eprints.org:1010242016-03-04T08:46:37Z https://repository.ugm.ac.id/101024/ SINTESIS 3,4-DIMETOKSIBENZIL ASETAT DAN METIL-(3,4- DIMETOKSIFENIL) ASETAT DARI VANILIN DENGAN METODE SONIKASI , FIA NABILA , Dra. Tutik Dwi Wahyuningsih, M.Si., Ph.D ETD Synthesis of 3,4-dimethoxybenzyl acetate and methyl-(3,4-dimetoxy phenyl) acetate from vanillin have been carried out. Both esters have an activity as attractant fruit flies Dacus dorsalis and Dacus curcubitae. Synthesis of 3,4-dimethoxybenzyl alcohol was carried out via methylation of vanillin followed by reduction. Vanillin methylation with dimethyl carbonate (DMC) was performed under sonication. This reaction yielded 98,36% veratraldehyde. Veratraldehyde was then reduced at room temperature using NaBH4 with stirring and sonication methods, yielded 97,00 and 98,87% 3,4- dimethoxybenzyl alcohol, respectively. 3,4-Dimethoxybenzyl acetate was yielded 98.28% from esterification of 3,4-dimethoxybenzyl alcohol and acetic acid by the use of sulfuric acid as a catalyst with sonication. Methyl-(3,4-dimethoxyphenyl) acetate was produced via 4 concecutive reactions, i.e. 1) chlorination of 3,4-dimethoxybenzyl alcohol with SOCl2 yielded 77,75% 3,4-dimethoxybenzyl chloride, 2) nitrilization of 3,4- dimethoxybenzyl chloride with NaCN in acetone yielded 66,16% 3,4- dimethoxyphenyl acetonitrile, 3) the product was then hydrolyzed with HCl, yielded 89,28% 3,4-dimethoxybenzyl carboxylate and 4) esterification of 3,4- dimethoxybenzyl carboxylate using methanol and sulfuric acid as a catalyst by sonication, yielded 95.23% yellowish viscous liquid of methyl-(3,4- dimethoxyphenyl) acetate. [Yogyakarta] : Universitas Gadjah Mada 2012 Thesis NonPeerReviewed , FIA NABILA and , Dra. Tutik Dwi Wahyuningsih, M.Si., Ph.D (2012) SINTESIS 3,4-DIMETOKSIBENZIL ASETAT DAN METIL-(3,4- DIMETOKSIFENIL) ASETAT DARI VANILIN DENGAN METODE SONIKASI. UNSPECIFIED thesis, UNSPECIFIED. http://etd.ugm.ac.id/index.php?mod=penelitian_detail&sub=PenelitianDetail&act=view&typ=html&buku_id=57231 |
| spellingShingle | ETD , FIA NABILA , Dra. Tutik Dwi Wahyuningsih, M.Si., Ph.D SINTESIS 3,4-DIMETOKSIBENZIL ASETAT DAN METIL-(3,4- DIMETOKSIFENIL) ASETAT DARI VANILIN DENGAN METODE SONIKASI |
| title | SINTESIS 3,4-DIMETOKSIBENZIL ASETAT DAN METIL-(3,4-
DIMETOKSIFENIL) ASETAT DARI VANILIN DENGAN METODE
SONIKASI |
| title_full | SINTESIS 3,4-DIMETOKSIBENZIL ASETAT DAN METIL-(3,4-
DIMETOKSIFENIL) ASETAT DARI VANILIN DENGAN METODE
SONIKASI |
| title_fullStr | SINTESIS 3,4-DIMETOKSIBENZIL ASETAT DAN METIL-(3,4-
DIMETOKSIFENIL) ASETAT DARI VANILIN DENGAN METODE
SONIKASI |
| title_full_unstemmed | SINTESIS 3,4-DIMETOKSIBENZIL ASETAT DAN METIL-(3,4-
DIMETOKSIFENIL) ASETAT DARI VANILIN DENGAN METODE
SONIKASI |
| title_short | SINTESIS 3,4-DIMETOKSIBENZIL ASETAT DAN METIL-(3,4-
DIMETOKSIFENIL) ASETAT DARI VANILIN DENGAN METODE
SONIKASI |
| title_sort | sintesis 3 4 dimetoksibenzil asetat dan metil 3 4 dimetoksifenil asetat dari vanilin dengan metode sonikasi |
| topic | ETD |
| work_keys_str_mv | AT fianabila sintesis34dimetoksibenzilasetatdanmetil34dimetoksifenilasetatdarivanilindenganmetodesonikasi AT dratutikdwiwahyuningsihmsiphd sintesis34dimetoksibenzilasetatdanmetil34dimetoksifenilasetatdarivanilindenganmetodesonikasi |