2,4-二羥基-6-甲基苯甲醛

2,4-二羥基-6-甲基苯甲醛
	IUPAC名; 2,4-Dihydroxy-6-methylbenzaldehyde
別名	苔色醛 Orcylaldehyde; Orcinaldehyde; Orcylic aldehyde; 6-Methyl-β-resorcyladehyde; ;
識別
CAS號	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
性質
化學式	C8H8O3
摩爾質量	152.15 g·mol−1
外觀	無色
熔點	181—183 °C（454—456 K）
沸點	321.9 °C（595 K）
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

2,4-二羥基-6-甲基苯甲醛也稱為苔色醛（英語：Orsellinaldehyde）是一種有機化合物，化學式為C₈H₈O₃，它是一些真菌的天然產物，如灰樹花^[2]、Aspergillus cleistominutus（英語：Aspergillus cleistominutus）^[3]、小巢狀麴菌^[4]和田頭菇（英語：Agrocybe praecox）^[5]等。

它可由苔黑酚和氰化鋅在氯化氫下進行加特曼反應^[1]，再經水解得到。^[1]^[6]

參考文獻

^ ^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. （原始內容存檔於2022-05-16）.
^ 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. （原始內容存檔 (PDF)於2022-12-25）.
^ 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  . PMID 28050053. doi:10.1016/j.simyco.2016.10.001.
^ 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  . PMID 22510154. doi:10.1021/ja3016395 （英語）.
^ 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.
^ 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 （德語）.

[rao-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. （原始內容存檔於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. （原始內容存檔 (PDF)於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  . 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  . PMID 22510154. doi:10.1021/ja3016395 （英語）.

[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 （德語）.

[2]

[3]

[4]

[5]

[1]

[6]

2,4-二羥基-6-甲基苯甲醛

IUPAC名 2,4-Dihydroxy-6-methylbenzaldehyde
別名	苔色醛 Orcylaldehyde Orcinaldehyde Orcylic aldehyde 6-Methyl-β-resorcyladehyde
識別
CAS號	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
性質
化學式	C₈H₈O₃
摩爾質量	152.15 g·mol⁻¹
外觀	無色
熔點	181—183 °C（454—456 K）^[1]
沸點	321.9 °C（595 K）
若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。