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Confirmation of the molecular structure of tetramethylene diperoxide dicarbamide (TMDD) and its sensitiveness properties

Citation

Fitzgerald, M and Gardiner, MG and Armitt, D and Dicinoski, GW and Wall, C, Confirmation of the molecular structure of tetramethylene diperoxide dicarbamide (TMDD) and its sensitiveness properties, The Journal of Physical Chemistry Part A, 119, (5) pp. 905-910. ISSN 1089-5639 (2015) [Refereed Article]

Copyright Statement

2015 American Chemical Society

DOI: doi:10.1021/jp510827h

Abstract

Conjecture existed as to the molecular structure of the crystalline organic peroxide reaction product derived from the acidified aqueous mixture of urea, formaldehyde, and hydrogen peroxide. This study used X-ray crystal structure determination to unequivocally define the reaction product as the 14-membered ring structure tetramethylene diperoxide dicarbamide (TMDD). Crystals of TMDD belong to the monoclinic space group Pc, a = 4.587(4), b = 16.080(2), c = 6.690(5) , β = 107.44(5). The crystal contains one crystallographically independent molecule with approximate Cs symmetry. Intramolecular π-stacking of the carbonyl groups is a feature, while intermolecular H-bonding between the NH and C═O functionalities affords linear polymeric strands that is associated with the extremely fine needle crystal morphology that necessitated synchrotron radiation for the structure determination. Sensitiveness testing examining susceptibility to initiate due to heat, impact, friction, and electrostatic stimuli was conducted to gauge the hazards associated with the material. It was revealed to be a primary explosive, particularly susceptible to impact initiation.

Item Details

Item Type:Refereed Article
Research Division:Chemical Sciences
Research Group:Analytical Chemistry
Research Field:Separation Science
Objective Division:Defence
Objective Group:Defence
Objective Field:National Security
Author:Gardiner, MG (Associate Professor Michael Gardiner)
Author:Dicinoski, GW (Associate Professor Gregory Dicinoski)
ID Code:102511
Year Published:2015
Web of Science® Times Cited:2
Deposited By:Chemistry
Deposited On:2015-08-25
Last Modified:2017-11-02
Downloads:0

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