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Product investigation of the gas phase ozonolysis of 1-penten-3-ol, cis-2-penten-1-ol and trans-3-hexen-1-ol
Atmospheric Environment ( IF 5 ) Pub Date : 2020-10-01 , DOI: 10.1016/j.atmosenv.2020.117732
C. Kalalian , E. Roth , G. El Dib , H.J. Singh , P.K. Rao , A. Chakir

Abstract It is well known that the ozonolysis of organic compounds leads to the formation of oxygenated products, which can increase the oxidizing ability of the atmosphere. In this work, the products of the gas phase reactions of ozone with three unsaturated alcohols: 1-penten-3-ol (1P3OL), cis-2-penten-1-ol (c-2P1OL) and trans-3-hexen-1-ol (t-3H1OL) were investigated. The products formation yields were determined at 298 K and 760 Torr, in dry condition, in a 63 L pyrex reactor. The analysis of the products was performed in situ using Fourrier transform infrared (FTIR) spectroscopy (ie technique) and solid phase microextraction sampling in conjunction with gas chromatography coupled to mass spectrometry (SPME/GC-MS) (ie technique). The average yields of primary products were (in %): formaldehyde (62 ± 12) and 2-hydroxybutanal (46 ± 10) for the reaction of O3 with 1-penten-3-ol; glycolaldehyde (56 ± 14) and propanal (40 ± 10) for the reaction of O3 with cis-2-penten-1-ol; propanal (63 ± 8) and 3-hydroxypropanal (43 ± 10) for the reaction of O3 with trans-3-hexen-1-ol. As for secondary products, their average yields were (in %): propanal (12 ± 4) and acetaldehyde (10 ± 4) for the ozonolysis of 1-penten-3-ol; acetaldehyde (13 ± 5), 2-hydroxypropanal (10 ± 2) and methylglyoxal (3 ± 1) for the ozonolysis of cis-2-penten-1-ol, acetaldehyde (30 ± 4), glycolaldehyde (16 ± 4) and methylglyoxal (8 ± 3) for the ozonolysis of trans-3-hexen-1-ol. The obtained yields were compared to the values available in literature. Based on the results obtained in this study, plausible reaction mechanisms of the ozonolysis of these unsaturated alcohols have been proposed.

中文翻译:

1-penten-3-ol、cis-2-penten-1-ol和trans-3-hexen-1-ol的气相臭氧分解产物研究

摘要 众所周知,有机化合物的臭氧分解会导致氧化产物的形成,从而增加大气的氧化能力。在这项工作中,臭氧与三种不饱和醇的气相反应产物:1-penten-3-ol (1P3OL)、cis-2-penten-1-ol (c-2P1OL) 和 trans-3-hexen-研究了 1-ol (t-3H1OL)。在 298 K 和 760 Torr、干燥条件下,在 63 L 耐热玻璃反应器中测定产物形成产率。使用傅里叶变换红外(FTIR)光谱(即技术)和固相微萃取取样结合气相色谱与质谱联用(SPME/GC-MS)(即技术)原位分析产物。初级产品的平均产量为(%):甲醛 (62 ± 12) 和 2-羟基丁醛 (46 ± 10) 用于 O3 与 1-penten-3-ol 的反应;乙醇醛 (56 ± 14) 和丙醛 (40 ± 10) 用于 O3 与 cis-2-penten-1-ol 的反应;丙醛 (63 ± 8) 和 3-羟基丙醛 (43 ± 10) 用于 O3 与 trans-3-hexen-1-ol 的反应。至于副产品,它们的平均收率是(%):用于臭氧分解 1-penten-3-ol 的丙醛 (12 ± 4) 和乙醛 (10 ± 4);乙醛 (13 ± 5)、2-羟基丙醛 (10 ± 2) 和甲基乙二醛 (3 ± 1) 用于 cis-2-penten-1-ol、乙醛 (30 ± 4)、乙醇醛 (16 ± 4) 和甲基乙二醛 (8 ± 3) 用于 trans-3-hexen-1-ol 的臭氧分解。将获得的产率与文献中可用的值进行比较。根据本研究获得的结果,
更新日期:2020-10-01
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