3001-98-7Relevant academic research and scientific papers
Pentaerythritol-derived spirodi-phosphonate
Elnagar, Hassan Y.,Ranken, Paul F.,Fronczek, Frank R.
, p. 905 - 906 (2000)
The title spirodiphosphonate, 3,9-dimethyl-2,4,8,10-tetraoxa- 3λ5,9λ5-diphosphaspiro[5.5]undecan e-3, 9-dione, C7H14O6P2, a polymer additive, has crystallographic symmetry 2. At 100 K, its six-membered rings have chair conformations, with endocyclic torsion-angle magnitudes in the range 51.87 (8)-58.93 (9)°. The P double bond O distance is 1.4749 (8) angstrom, while the P-C(methyl) distance is 1.7691 (12) angstrom.
Fragmentation mechanisms in mass spectrometry of Chemical Weapons Convention related spiro alkylphosphonates and alkyldioxaphosphinane oxides
Saeidian, Hamid,Babri, Mehran,Mirjafary, Zohreh,Naseri, Mohammad Taghi,Sarabadani, Mansour,Ashrafi, Davood,Faraz, Seyyed Sajjad Mousavi
, p. 59 - 70 (2014)
The availability of mass spectra and interpretation skills are essential for unambiguous identification of the Chemical Weapons Convention (CWC)-related compounds. This paper examines electron ionization (EI) and electrospray ionization (ESI) mass spectral fragmentation routes of spiro alkylphosphonates I and 5,5-bis(chloromethyl)-2-alkyl-1,3,2-dioxaphosphinane 2-oxides II as compounds which are covered under CWC schedule 2.B.4. Mass spectrometric studies revealed some fragmentation pathways, such as elimination of alkyl(oxo)phosphane oxide (RPO2), chlorine, chloromethylene, alkene, HCl, and H2O, α-cleavage and McLafferty-type and hydrogen rearrangements. The proposed fragmentation processes include some new fragmentation patterns, such as isomerization of cations to stabilized carbocations and oxocarbocations, and elimination of formaldehyde and alkoxy through concerted retro [2 + 2] cycloaddition reaction and 1,2 PO alkyl shift. Structures of fragments were confirmed using EI-MS and MS/MS analysis of the deuterated analogs. The results will make a contribution to the Organization for the Prohibition of Chemical Weapons (OPCW) Central Analytical Database (OCAD) which may be used for the detection and identification of CWC-related compounds during on-site inspection and OPCW proficiency tests.
