苯並噻唑
苯並噻唑 | |||
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IUPAC名 1,3-Benzothiazole | |||
識別 | |||
CAS號 | 95-16-9 | ||
PubChem | 7222 | ||
ChemSpider | 6952 | ||
SMILES |
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InChI |
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InChIKey | IOJUPLGTWVMSFF-UHFFFAOYAC | ||
ChEBI | 45993 | ||
性質 | |||
化學式 | C7H5NS | ||
摩爾質量 | 135.19 g·mol−1 | ||
密度 | 1.238 g/mL | ||
熔點 | 2 °C(275 K) | ||
沸點 | 227-228 °C(500-501 K) | ||
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。 |
苯並噻唑(英語:Benzothiazole)是一種芳香雜環化合物,化學式為C
7H
5NS,其性狀為無色稍粘稠液體。苯並噻唑的多種衍生物常見於自然界或商品中。螢火蟲螢光素也可以當做是苯並噻唑的一種衍生物。
製備
苯並噻唑可由2-氨基苯硫酚和二甲基甲醯胺為原料反應得到。[1][2]
苯並噻唑的衍生物可以通過2-氨基苯硫酚和醯氯反應而得:[3]
- C6H4(NH2)SH + RC(O)Cl → C6H4(NH)SCR + HCl + H2O
用途
苯並噻唑天然存在於一些食物當中,也可以作為一種食品添加劑。[4]其氣味似硫,味道似肉。[5]歐洲食品安全局評估苯並噻唑「以調味劑的水平攝入,沒有安全風險」。[6]
參見
參考資料
- ^ Supill Chun, Sabyuk Yang, Young Keun Chung. Synthesis of benzothiazoles from 2-aminobenzenethiols in the presence of a reusable polythiazolium precatalyst under atmospheric pressure of carbon dioxide. Tetrahedron. 2017-06, 73 (25): 3438–3442 [2021-04-22]. doi:10.1016/j.tet.2017.05.003 (英語).
- ^ Hamid Mostafavi, Mohammad Reza Islami, Ehsan Ghonchepour, Ahmad Momeni Tikdari. Synthesis of 1H-1,3-benzimidazoles, benzothiazoles and 3H-imidazo[4,5-c]pyridine using DMF in the presence of HMDS as a reagent under the transition-metal-free condition. Chemical Papers. 2018-12, 72 (12): 2973–2978 [2021-04-22]. ISSN 2585-7290. doi:10.1007/s11696-018-0540-5 (英語).
- ^ T. E. Gilchrist "Heterocyclic Chemistry" 3rd Edition, Longman, 1992.
- ^ Lucille Le Bozec, Christopher J. Moody "Naturally Occurring Nitrogen–Sulfur Compounds. The Benzothiazole Alkaloids" Australian Journal of Chemistry 62(7) 639–647.doi:10.1071/CH09126
- ^ Benzothiazole. The Good Scents Company. [2020-10-06]. (原始內容存檔於2020-10-23).
- ^ Flavouring Group Evaluation 76, (FGE.76) - Consideration of sulphur-containing heterocyclic compounds evaluated by JECFA (59th meeting) structurally related to thiazoles, thiophene, thiazoline and thienyl derivatives from chemical group 29, miscellaneous. EFSA Journal. 2008, 6 (11): 875. doi:10.2903/j.efsa.2008.875.