Isoamyl (E)-3-(3,4-Dimethoxyphenyl)acrylate

被引:0
作者
Pamela, Egar [1 ]
Atmaja, Lukman [1 ]
Santoso, Mardi [1 ]
机构
[1] Inst Teknol Sepuluh Nopember, Fac Sci & Analyt Data, Dept Chem, Kampus ITS Sukolilo, Surabaya 60111, Indonesia
关键词
synthesis; isoamyl (E)-3-(3,4-dimethoxyphenyl)acrylate; sun protection factor; ESTERIFICATION;
D O I
10.3390/M1708
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Isoamyl (E)-3-(3,4-dimethoxyphenyl)acrylate (1) was obtained from the 2-methyl-6-nitrobenzoic anhydride (MNBA)/4-dimethylaminopyridine (DMAP)-catalyzed reaction at room temperature for 190 min in dichloromethane with a yield of 95%. The structure of isoamyl (E)-3-(3,4-dimethoxyphenyl)acrylate (1) was elucidated using NMR, FTIR, and high-resolution mass spectrometry. In vitro sun protection factor evaluation exhibited a value of 37.10 +/- 0.03 which indicates that isoamyl (E)-3-(3,4-dimethoxyphenyl)acrylate (1) is a sunscreen agent with high protection.
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页数:5
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共 21 条
  • [1] Amini Novriyanti, 2022, AIP Conference Proceedings, V2638, DOI 10.1063/5.0104219
  • [2] Sunscreens - what's important to know
    Antoniou, C.
    Kosmadaki, M. G.
    Stratigos, A. J.
    Katsambas, A. D.
    [J]. JOURNAL OF THE EUROPEAN ACADEMY OF DERMATOLOGY AND VENEREOLOGY, 2008, 22 (09) : 1110 - 1119
  • [3] Photoprotection Mechanism of p-Methoxy Methylcinnamate: A CASPT2 Study
    Chang, Xue-Ping
    Li, Chun-Xiang
    Xie, Bin-Bin
    Cui, Ganglong
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2015, 119 (47) : 11488 - 11497
  • [4] Experimental and Computational Analysis of Para-Hydroxy Methylcinnamate following Photoexcitation
    Dalton, Jack
    Richings, Gareth W.
    Woolley, Jack M.
    Abiola, Temitope T.
    Habershon, Scott
    Stavros, Vasilios G.
    [J]. MOLECULES, 2021, 26 (24):
  • [5] fda, Facts about Sunscreen
  • [6] Cinnamic acid derivatives in cosmetics: current use and future prospects
    Gunia-Krzyzak, A.
    Sloczynska, K.
    Popiol, J.
    Koczurkiewicz, P.
    Marona, H.
    Pekala, E.
    [J]. INTERNATIONAL JOURNAL OF COSMETIC SCIENCE, 2018, 40 (04) : 356 - 366
  • [7] Recent development of peptide coupling reagents in organic synthesis
    Han, SY
    Kim, YA
    [J]. TETRAHEDRON, 2004, 60 (11) : 2447 - 2467
  • [8] A solvent-reagent selection guide for Steglich-type esterification of carboxylic acids
    Jordan, Andrew
    Whymark, Kyran D.
    Sydenham, Jack
    Sneddon, Helen F.
    [J]. GREEN CHEMISTRY, 2021, 23 (17) : 6405 - 6413
  • [9] Substitution effect on the nonradiative decay and trans → cis photoisomerization route: a guideline to develop efficient cinnamate-based sunscreens
    Kinoshita, Shin-nosuke
    Harabuchi, Yu
    Inokuchi, Yoshiya
    Maeda, Satoshi
    Ehara, Masahiro
    Yamazaki, Kaoru
    Ebata, Takayuki
    [J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2021, 23 (02) : 834 - 845
  • [10] Investigation of micronized titanium dioxide penetration in human skin xenografts and its effect on cellular functions of human skin-derived cells
    Kiss, Borbala
    Biro, Tamas
    Czifra, Gabriella
    Toth, Balazs I.
    Kertesz, Zsofia
    Szikszai, Zita
    Kiss, Arpad Zoltan
    Juhasz, Istvan
    Zouboulis, Christos C.
    Hunyadi, Janos
    [J]. EXPERIMENTAL DERMATOLOGY, 2008, 17 (08) : 659 - 667