2,4-二羟基-6-甲基苯甲醛

编辑链接
维基百科，自由的百科全书
2,4-二羟基-6-甲基苯甲醛
IUPAC名
2,4-Dihydroxy-6-methylbenzaldehyde
别名
  • * Orcylaldehyde
    • Orcinaldehyde
    • Orcylic aldehyde
    • 6-Methyl-β-resorcyladehyde
识别
CAS号 487-69-4
PubChem 251690
ChemSpider 220511
SMILES
 
  • CC1=CC(=CC(=C1C=O)O)O
InChI
 
  • 1S/C8H8O3/c1-5-2-6(10)3-8(11)7(5)4-9/h2-4,10-11H,1H3
InChIKey LJFQTUKKYWDRAT-UHFFFAOYSA-N
ChEBI 155863
性质
化学式 C8H8O3
摩尔质量 152.15 g·mol−1
外观 无色
熔点 181—183 °C（454—456 K）[1]
沸点 321.9 °C（595 K）
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

2,4-二羟基-6-甲基苯甲醛是一种有机化合物，化学式为C8H8O3，它是一些真菌的天然产物，如灰樹花[2]、Aspergillus cleistominutus（英语：Aspergillus cleistominutus）[3]、小巢狀麴菌[4]和Agrocybe praecox（英语：Agrocybe praecox）[5]等。

它可由苔黑酚和氰化锌在氯化氢下进行加特曼反应[1]，再经水解得到。[1][6]

参考文献[编辑]

  1. ^ 1.0 1.1 1.2 Rao, K Ranganatha; Seshadri, T. R. Synthesis of 7-hydroxy-5-methylcoumarin. Proceeding of the Indian Academy of Sciences. April 1941, 13 (4): 255 [2022-12-25]. S2CID 81699243. doi:10.1007/BF03048997. （原始内容存档于2022-05-16）. 
  2. ^ Lin, Jiun-Tsai; Liu, Wen-Hsiung. ο-Orsellinaldehyde from the Submerged Culture of the Edible Mushroom Grifola frondosa Exhibits Selective Cytotoxic Effect Against Hep 3B Cells Through Apoptosis (PDF). Journal of Agricultural and Food Chemistry. 1 October 2006, 54 (20): 7564–7569 [2022-12-25]. PMID 17002422. doi:10.1021/jf0616762. （原始内容存档 (PDF)于2022-12-25）. 
  3. ^ Chen, A.J.; Frisvad, J.C.; Sun, B.D.; Varga, J.; Kocsubé, S.; Dijksterhuis, J.; Kim, D.H.; Hong, S.-B.; Houbraken, J.; Samson, R.A. Aspergillus section Nidulantes (formerly Emericella ): Polyphasic taxonomy, chemistry and biology. Studies in Mycology. 1 June 2016, 84 (1): 1–118. PMC 5198626 可免费查阅. PMID 28050053. doi:10.1016/j.simyco.2016.10.001. 
  4. ^ Ahuja, Manmeet; Chiang, Yi-Ming; Chang, Shu-Lin; Praseuth, Mike B.; Entwistle, Ruth; Sanchez, James F.; Lo, Hsien-Chun; Yeh, Hsu-Hua; Oakley, Berl R.; Wang, Clay C. C. Illuminating the Diversity of Aromatic Polyketide Synthases in Aspergillus nidulans. Journal of the American Chemical Society. 16 May 2012, 134 (19): 8212–8221. PMC 3357392 可免费查阅. PMID 22510154. doi:10.1021/ja3016395 （英语）. 
  5. ^ Fushimi, Keiji; Anzai, Kota; Tokuyama, Shinji; Kiriiwa, Yoshikazu; Matsumoto, Noriyuki; Sekiya, Atsushi; Hashizume, Daisuke; Nagasawa, Kazuo; Hirai, Hirofumi; Kawagishi, Hirokazu. Agrocybynes A–E from the culture broth of Agrocybe praecox. Tetrahedron. January 2012, 68 (4): 1262–1265. S2CID 51767920. doi:10.1016/J.TET.2011.11.049. hdl:10297/6698. 
  6. ^ Gattermann, L.; Köbner, M. Synthese von Oxyaldehyden der Benzolreihe. Berichte der Deutschen Chemischen Gesellschaft. January 1899, 32 (1): 278–283. doi:10.1002/cber.18990320144 （德语）. 
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