The Structure and Infrared Absorption Spectra of Polynitrophenylmethylnitramines and Polynitroanilines¹

Abstract

The infrared spectra of six polynitro aromatic amines have been determined and found t o support chemical evidenceThe struc-Major improvements are reported in the synthesis of 3,5-that so-called pentanitrophenylmethylnitramine (I) is in reality a tetranitrophenylmethylnitramine (I11 or IV). ture of pentanitroaniline has been c o n b e d by infrared study. dinitroaniline and 3,5-dinitrcdimethylaniline.

Crystal Engineering with Symmetrical Threefold Acceptor-Substituted Triaminobenzenes

“…m.p. ); 1 H NMR (CD 3 CN) no signal; 2,4,6-Trichloro-3,5-dinitroaniline (25): [51] A solution of 3,5-dinitroaniline [52] ( 3,5-Dinitroiodobenzene (27): [53] M.p. 100.5 ± 103 8C, then recrystallizing and melting at 104.5 ± 105.5 8C (first from EtOH, then from n-heptane/toluene), lit.…”

Heats of Combustion of Organic Compounds

“…This statement has been upheld and justified by a number of instances in which a determination, discarded a t first as being incorrect, has been revised by later determination or by other structural assignments, bringing the observed heat of combustion in line with the calculated value (38). Such methods of linear equations have one distinct advantage over the methods of bond energies and empirical formulas.…”

“…Isolated points which do not fall on the best line or within a reasonable range of it arouse suspicion of inaccurate determination. This statement has been upheld and justified by a number of instances in which a determination, discarded at first as being incorrect, has been revised by later determination or by other structural assignments, bringing the observed heat of combustion in line with the calculated value (38).…”

Infrared Spectroscopy

“…The following subjects in this category were studied: degradation of polystyrene (1), polymerization of styrene and drying oils (34), rubber structure (56), ethylene polymers (84), pleochroism in linear polymers (140), analysis of plasticizers for polyvinyl chloride (163), acrylic fibers (182), charred cellophane (207), drying oils (210), polynitro phenyl methyl nitramines (230), polyamides (235), identification of accelerators and antioxidants (236), oxidized cellulose (323), rubber derivatives (329), and polyisoprenes (369).…”