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臭氧化亚磷酸三苯酯

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Triphenyl phosphite ozonide
IUPAC名
4,4,4-triphenoxy-1,2,3,4λ5-trioxaphosphetane
识别
缩写 TPPO
CAS号 29833-83-8  checkY
PubChem 12503112
SMILES
 
  • C1=CC=C(C=C1)OP2(OOO2)(OC3=CC=CC=C3)OC4=CC=CC=C4
InChI
 
  • 1S/C18H15O6P/c1-4-10-16(11-5-1)19-25(23-22-24-25,20-17-12-6-2-7-13-17)21-18-14-8-3-9-15-18/h1-15H
InChIKey BVCCTQHXJQXLKM-UHFFFAOYSA-N
性质
化学式 C18H15O6P
摩尔质量 358.28 g·mol−1
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

臭氧化亚磷酸三苯酯(英語:Triphenyl phosphite ozonide,缩写TPPO)是一种化合物,化学式为PO3(C6H5O)3,可用于生成单线态氧[1][2]

它和混合时,臭氧根断裂,生成单线态氧,并产生亚磷酸三苯酯。目前N-氧化吡啶是唯一已知能高效断裂臭氧根而不淬灭所生成氧的胺。[1][2]

合成

TPO可由干燥的臭氧通入亚磷酸三苯酯二氯甲烷溶液(−78 °C)反应得到,[2]当亚磷酸酯过量时,TPPO会被还原为氧化膦(PO(C6H5O)3,),并放出氧气[3]

参考文献

  1. ^ 1.0 1.1 Pryor, William A.; Govindan, C. K. Decomposition of triphenyl phosphite ozonide in the presence of spin traps. The Journal of Organic Chemistry. November 1981, 46 (23): 4679–4682 [2022-10-06]. ISSN 0022-3263. doi:10.1021/jo00336a010. (原始内容存档于2022-10-07) (英语). 
  2. ^ 2.0 2.1 2.2 Bartlett, Paul D.; Mendenhall, G. David; Durham, Dana L. Controlled generation of singlet oxygen at low temperatures from triphenyl phosphite ozonide. The Journal of Organic Chemistry. October 1980, 45 (22): 4269–4271 [2022-10-06]. ISSN 0022-3263. doi:10.1021/jo01310a001. (原始内容存档于2022-10-08) (英语). 
  3. ^ Mendenhall, G. David; Priddy, Duane B. A Reexamination of the Ozone−Triphenyl Phosphite System. The Origin of Triphenyl Phosphate at Low Temperatures. The Journal of Organic Chemistry. 1999-08-01, 64 (16): 5783–5786 [2022-10-06]. ISSN 0022-3263. doi:10.1021/jo982339y. (原始内容存档于2022-10-07) (英语).