1-十六醛

1-十六醛是一种有机化合物,属于类,化学式为C16H32O。它可由吡啶氯铬酸盐氧化1-十六烷醇制得。[3]-氯化亚锡试剂又可将其还原为醇。[4]它和溴乙酸乙酯盐酸存在下反应,可以得到3-羟基十八酸乙酯;[5]3,3-二氟-3-溴丙烯和可以与之发生相似反应,生成3,3-二氟十九碳-1-烯-4-醇。[6]

1-十六醛
IUPAC名
hexadecanal
别名 Hexadecanal; AI3-24252; EINECS 211-111-0; UNII-WQD27655QE
识别
CAS号 629-80-1  checkY
PubChem 984
ChemSpider 959
SMILES
 
  • CCCCCCCCCCCCCCCC=O
InChI
 
  • 1S/C16H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h16H,2-15H2,1H3
InChIKey NIOYUNMRJMEDGI-UHFFFAOYSA-N
EINECS 211-111-0
ChEBI 17600
KEGG C00517
性质
化学式 C16H32O
摩尔质量 240.42 g·mol−1
熔点 34—35 °C(307—308 K)[1]
沸点 160—162 °C(433—435 K)(13 torr)[2]
溶解性 难溶
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. ^ Gordeev, K. Yu.; Serebrennikova, G. A.; Evstigneeva, R. P. Use of anionites in the tetrahydroborate form for obtaining higher liquid aldehydes. Zhurnal Organicheskoi Khimii, 1985. 21 (12): 2615-2616. ISSN 0514-7492
  2. ^ Enzo Santaniello, Fulvia Milani, Rosangela Casati. Tetrabutylammonium Chlorochromate, A New Mild and Selective Oxidizing Agent. Synthesis. 1983, 1983 (09): 749–751 [2021-11-23]. ISSN 0039-7881. doi:10.1055/s-1983-30500. (原始内容存档于2018-06-07) (英语). 
  3. ^ Thomas W. Bevan, James Francis-Taylor, Helena Wong, Peter T. Northcote, Joanne E. Harvey. A colourful azulene-based protecting group for carboxylic acids. Tetrahedron. 2018-06, 74 (24): 2942–2955 [2021-11-23]. doi:10.1016/j.tet.2018.04.066 (英语). 
  4. ^ Manobjyoti Bordoloi, Ram P Sharmat, Vaishali Chakraborty. Magnesium-Tin(II) Chloride Dihydrate: A New System for Chemoselective Reduction of Aldehydes into Alcohols in the Presence of Ketones, Ketalization of Ketones and Dehalogenation of Benzyl Halides. Synthetic Communications. 1999-07, 29 (14): 2501–2506 [2021-11-23]. ISSN 0039-7911. doi:10.1080/00397919908086257 (英语). 
  5. ^ Jenny, E. F.; Grob, C. A. The synthesis of erythro-dihydrosphingosine from trans-2-octadecenoic acid. Helvetica Chimica Acta, 1953. 36: 1936-1944. ISSN 0018-019X.
  6. ^ Hikaru Yanai, Haruna Okada, Azusa Sato, Midori Okada, Takeo Taguchi. Copper-free defluorinative alkylation of allylic difluorides through Lewis acid-mediated C–F bond activation. Tetrahedron Letters. 2011-06, 52 (23): 2997–3000 [2021-11-23]. doi:10.1016/j.tetlet.2011.03.148. (原始内容存档于2018-06-25) (英语).