2.  Direct Synthesis of a 1,3-bis(m-nitrophenyl) Urea in Three Polymorphic Forms, Identified by FTIR Spectroscopy and Optical Microscopy

Authors: Monika Simon, Ana Maria Raduta, Aurel Raduta, Carol Csunderlik


Abstract:

1,3-Bis(m-nitrophenyl)urea (MNPU) was identified as having three different nonsolvated polymorphs (α form, yellow prisms; β and δ forms, white needles), one monohydrate (γ form, yellow plates) and many others as cocrystal complexes with various hydrogen bond acceptors. When the main polymorphs were characterized by IR spectroscopy, major differences were noticed in their IR spectra: α has νC=O = 1710 cm-1, β has νC=O = 1660 cm-1, δ has νC=O = 1674 cm-1 and γ has νC=O = 1707 cm-1. While investigating the reactivity of some reagents as potential replacements of the toxic phosgene, we discovered that bis(o-nitrophenyl)carbonate (DONPC) can be efficiently used in the synthesis of symmetrical N,N`-diaryl ureas. MNPU, like other diaryl ureas synthesised by this method, was isolated from reaction mixture (solvent toluene) by precipitation. Here we report a study of polymorphic forms obtained directly from reaction mixture when DONPC was treated with m-nitroaniline under various conditions. The products were analysed by IR spectroscopy and optical microscopy and both α and β forms were shown to be obtained. Another form with a previously unreported IR spectrum was identified by analysing the precipitate formed under particular conditions.


Keywords:

PDF Version

 
 
Issues

Articles in Press
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2016
Volume 61(75), Issue 2, 2016
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2016
Volume 61(75), Issue 1, 2016
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2015
Volume 60(74), Issue 2, 2015
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2015
Volume 60(74), Issue 1, 2015
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2014
Volume 59(73), Issue 2, 2014
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2014
Volume 59(73), Issue 1, 2014
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2013
Volume 58(72), Issue 2, 2013
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2013
Volume 58(72), Issue 1, 2013
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2012
Volume 57(71), Issue 2, 2012
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2012
Volume 57(71), Issue 1, 2012
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2011
Volume 56(70), Issue 2, 2011
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2011
Volume 56(70), Issue 1, 2011
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2010
Volume 55(69), Issue 2, 2010
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2010
Volume 55(69), Issue 1, 2010
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2009
Volume 54(68), Issue 2, 2009
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2009
Volume 54(68), Issue 1, 2009
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2008
Volume 53(67), Issue 1 - 2, 2008
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2007
Volume 52(66), Issue 1 - 2, 2007
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2006
Volume 51(65), Item 1 - 2, 2006
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)


2005
Volume 50(64), Item 1 - 2, 2005
Chem. Bull. `POLITEHNICA` Univ. (Timisoara)



   
 
 
  © 2024 Industrial Chemistry and Environmental Engineering Faculty