δ-癸内酯

δ-癸内酯，简称DDL，是一种内酯，化学式 C10H18O2。它天然微量存在于水果[1]和奶制品中。[2]它可以从化学和生物来源获得。[3][4]从化学方法获得的方法是2-戊基环戊酮的拜耳－维立格氧化反应；[5]而生物质方法是通过6-戊基-α-吡喃酮的氢化产生。[4] DDL应用于食品、[6]聚合物[7]和农业[8]。

δ-癸内酯
IUPAC名
6-Pentyloxan-2-one
识别
CAS号 705-86-2  checkY
PubChem 12810
ChemSpider 12282
SMILES
 
  • CCCCCC1CCCC(=O)O1
ChEBI 87327
性质
化学式 C10H18O2
摩尔质量 170.25 g·mol−1
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

δ-癸内酯的S-对映异构体很香，而R-对映异构体则是北美豪猪的警告性恶臭的主要成分。[9]

参见

参考资料
  1. Tamura, Hirotoshi; Appel, Markus; Richling, Elke; Schreier, Peter. . Journal of Agricultural and Food Chemistry. 2005, 53 (13): 5397–5401. PMID 15969525. doi:10.1021/jf0503964.
  2. Karagül-Yüceer, Yonca; Drake, Maryanne; Cadwallader, Keith R. . Journal of Agricultural and Food Chemistry. 2001, 49 (6): 2948–2953. PMID 11409991. doi:10.1021/jf0009854.
  3. Corma, Avelino; Iborra, Sara; Mifsud, María; Renz, Michael; Susarte, Manuel. . Advanced Synthesis & Catalysis. 2004, 346 (23): 257–262. doi:10.1002/adsc.200303234.
  4. Alam, Md. Imteyaz; Khan, Tuhin S.; Haider, M. Ali. . ACS Sustainable Chemistry & Engineering. 2019, 7 (3): 2894–2898. doi:10.1021/acssuschemeng.8b05014.
  5. Corma, Avelino; Iborra, Sara; Mifsud, María; Renz, Michael; Susarte, Manuel. . Advanced Synthesis & Catalysis. 2004, 346 (23): 257–262. doi:10.1002/adsc.200303234.
  6. The forty-ninth meeting of the Joint FAO/WHO Expert Committee on Food Additives; WHO food additive series 40; WHO: Geneva, 1998
  7. Martello, Mark T.; Burns, Adam; Hillmyer, Marc. . ACS Macro Letters. 2012, 1: 131–135. doi:10.1021/mz200006s.
  8. Menger, D. J.; Van Loon, J. J. A.; Takken, W. . Medical and Veterinary Entomology. 2014, 28 (4): 407–413. PMID 24797537. S2CID 13106405. doi:10.1111/mve.12061.
  9. Li, Guang; Roze, Uldis; Locke, David C. . Journal of Chemical Ecology. December 1997, 23 (12): 2737–2754. Bibcode:1997JSP....23.2737L. S2CID 36405223. doi:10.1023/A:1022511026529.
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