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EFCTC HFC and HFO Substances degradation products and TFA yields mimimum structural requirement to potentially form significant yield of TFA is a CF3C group with a halogen such as Designation HFC-125 HFC-134a HFC-227ea HFC-236fa HFC-245fa HFC-365mfc HFO-1234ze(E) HFO-1336mzz(Z) HFO- 1336mzz(E) HCFO-1233zd(E) REFERENCES s 1 2 3 4 5 6 7 8 9 10 p with a halogen such as F or Cl also attached to the C eg CF3CF Complete Name Formula CAS Final Degradation Products number pentafluoroethane 1,1,1,2-tetrafluoroethane 1,1,1,2,3,3,3-heptafluoropropane 1,1,1,3,3,3-hexafluoropropane 1,1,1,3,3-pentafluoropropane 1,1,1,3,3-pentafluorobutane CHF2CF3 CH2FCF3 CF3CHFCF3 CF3CH2CF3 CHF2CH2CF3 CF3CH2CF2CH3 354-33-6 811-97-2 431-89-0 290-39-1 460-73-1 406-58-6 CO2, HF HCOOH, CO2, HF, CF3COOH CO2, HF, CF3COOH CO2,HF, CF3COOH CO2,HF, CF3COOH CO2,HF, CF3COOH Trans-1,3,3,3-tetrafluoroprop-1-ene Cis-1,1,1,4,4,4-hexafluorobut-2-ene Trans- CF3CH=CFH Cis-CF3CH=CHCF3 29118-24- CO2, HCOOH, HF 692-49-9 CO2, HF, insignificant formation of CF3COOH Trans-1,1,1,4,4,4-hexafluorobut-2ene TransCF3CH=CHCF3 66711-86- CO2, HF, insignificant 2 formation of CF3COOH Trans 1-Chloro-3,3,3-trifluoroprop-1- Trans-CHCl=CHCF3 102687- CO2, HF, HCl, zero or ene 65-0 insignificant CF3COOH The TFA yields have been determined using models and/or laboratory experiments. HFC-23, HFC-32, HFC125, HFC-134a, HFC152a, HFC-143a, HCFC142b IPCC/TEAP Special Report Safeguarding the Ozone Layer and the Global Climate System: Issues Related to Hydrofluorocarbons and Perfluorocarbons Chapter 2 page 153 HFC-227ea, HFC-245fa, HFC-236fa, HFC-365mfc World Meteorological Organisation (2010) Global Ozone Research and Monitoring Project Report No. 52. Scientific Assessment of Ozone Depletion. Table1 HFO-1234yf Solomon, K.R., Velders, G. J. M., Wilson S. R., Madronich S., Longstreth J., Aucamp P. J., (2016) Sources, fates, toxicity, and risks of trifluoroacetic acid and i HFO-1234ze Nilsson, E.J.K., Nielsen, O.J., Johnson, M.S., Hurley, M.D., Wallington, T.J.,(2009) Atmospheric chemistry of cis-CF3CH=CHF: Kinetics of reactions with OH ra HCFO-1233zd Mads P. Sulbaek Andersen, Johan A. Schmidt, Aleksandra Volkov, Donald J. Wuebbles, A three-dimensional model of the atmospheric chemistry of E and ZCF3CH=CHCl (HCFO1233(zd) (E/Z)), Atmospheric Environment Volume 179, April 2018, Pages 250-259. Calculates <2% TFA per CF3 molecule. Structural relevance to HFO-1336mzz isomers resulting in <4% TFA. HFO-1234yf, HFO1234ze isomers, HCFO1233zd Wallington et al (2014): Atmospheric chemistry of sort-chain haloolefins: Photochemical ozone creation potentials (POCPs), global warming potentials (GWPs), and ozone depletion products (ODPs). Chemosphere, 129, pp 135-141. HFC-365mfc 1,1,1,3,3-pentafluorobutane (HFC-365mfc): atmospheric degradation and contribution to radiative forcing, John Barry Garrett Locke Donncha Scollard Ho HFO-1336mzz isomers Atmospheric Chemistry of (Z)-CF3CHCHCF3: OH Radical Reaction Rate Coefficient and Global Warming Potential, Munkhbayar Baasandorj, A.R. Ravishankara and James B. Burkholder, J. Phys. Chem. A 2011, 115, 38, 10539-10549 https://doi.org/10.1021/jp206195g HFO-1336mzz(E ) with relevance to Z isomer Feiya Qing, Qin Gua, Liang Chen, Hengdao Quan, Junji Mizukado, (2018) Atmospheric Chemistry of E-CF3CHCHCF3: Atmospheric chemistry of E-CF3CH=CHCF3: Reaction kinetics of OH radicals and products of OHinitiated oxidation, Chem Phys Lett, 706, 93-98 HFC-134a, reference 1 quotes a TFA yield of 13%, whereas this reference quotes 21% Luecken, D. J., Waterland R.L, Papasavva, S., Taddonio, K. N., Hutzell, W. T., Rugh, J. P., Andersen, S. O. (2010): Ozone and TFA impacts in North America from degradation of 2,3,3,3-Tetrafluoropropene (HFO-1234yf), a potential greenhouse gas replacement. Environ. Sci. Technol., 44, pp 343-348 CF3COOH Yield References for final degradation products and TFA yields 0% 1 21% 1, 10 100% 2 <10% 2 <10% 2 <10% 2, 7 0% 4, 6 HCFO- 6, 8 1233zd(E) has structural relevance to HFO-1336mzz isomers, maximum theoretical yield <4% HCFO- 6, 9 1233zd(E) has structural relevance to HFO-1336mzz isomers, maximum theoretical yield <4% 0% experimental, max 2% theoretical 5, 6, 9