PMID- 36061734
OWN - NLM
STAT- PubMed-not-MEDLINE
LR  - 20220907
IS  - 2470-1343 (Electronic)
IS  - 2470-1343 (Linking)
VI  - 7
IP  - 34
DP  - 2022 Aug 30
TI  - Investigation into the Decomposition Pathways of an Acetal-Based Plasticizer.
PG  - 30275-30280
LID - 10.1021/acsomega.2c03494 [doi]
AB  - Until now, it has been assumed that the primary decomposition pathway for the 
      liquid plasticizer bis(2,2-dinitropropyl)acetal and bis(2,2-dinitropropyl)formal 
      (BDNPA/F) was nitrous acid elimination (NAE). An ultrahigh-performance liquid 
      chromatography (UHPLC) coupled to quadrupole time-of-flight mass spectrometry 
      (QTOF) methodology was developed to discover and identify the degradation 
      products of BDNPA/F. No evidence of NAE was found. However, two other degradation 
      pathways were found: (1) hydrolysis of the acetal/formal functional group and (2) 
      radical-based homolysis of the C-N bond, followed by hydrogen atom abstraction. 
      Hydrolysis of BDNPA/F proceeds by the formation of 2,2-dinitropropanol (DNPOH) 
      and 2,2-dinitropropyl hemiacetal/hemiformal, which further decompose into DNPOH 
      and ethanal/methanal, respectively. Hydrolysis is the dominant decomposition 
      pathway in all samples; however, at higher temperatures, C-N homolysis becomes 
      more significant. Also, the solid PBX 9501 has different ratios of decomposition 
      products than the liquid BDNPA/F due to the slower rate of diffusion through 
      solids than liquids.
CI  - (c) 2022 The Authors. Published by American Chemical Society.
FAU - Freye, Chris E
AU  - Freye CE
AUID- ORCID: 0000-0003-2634-1324
AD  - Los Alamos National Laboratory, Q-5, High Explosives Science and Technology, Los 
      Alamos, New Mexico 87545, United States.
FAU - Snyder, Christopher J
AU  - Snyder CJ
AUID- ORCID: 0000-0001-9610-9681
AD  - Los Alamos National Laboratory, Q-5, High Explosives Science and Technology, Los 
      Alamos, New Mexico 87545, United States.
LA  - eng
PT  - Journal Article
DEP - 20220818
PL  - United States
TA  - ACS Omega
JT  - ACS omega
JID - 101691658
PMC - PMC9434789
COIS- The authors declare no competing financial interest.
EDAT- 2022/09/06 06:00
MHDA- 2022/09/06 06:01
PMCR- 2022/08/18
CRDT- 2022/09/05 04:13
PHST- 2022/06/04 00:00 [received]
PHST- 2022/08/08 00:00 [accepted]
PHST- 2022/09/05 04:13 [entrez]
PHST- 2022/09/06 06:00 [pubmed]
PHST- 2022/09/06 06:01 [medline]
PHST- 2022/08/18 00:00 [pmc-release]
AID - 10.1021/acsomega.2c03494 [doi]
PST - epublish
SO  - ACS Omega. 2022 Aug 18;7(34):30275-30280. doi: 10.1021/acsomega.2c03494. 
      eCollection 2022 Aug 30.