Photoreaction of N-butyl 3,4-dimethoxy-6-nitrobenzamide with butylamine. A model study for lysine-directed photoaffinity labelling

1987 ◽  
Vol 52 (7) ◽  
pp. 1780-1785 ◽  
Author(s):  
Petr Kuzmič ◽  
Libuše Pavlíčková ◽  
Milan Souček
Keyword(s):  
Nitro Group ◽  
Aromatic Ring ◽  
Ultraviolet Irradiation ◽  
Title Compound ◽  
Reductive Coupling ◽  
Photoaffinity Labelling ◽  
Photolysis Rate ◽  
Model Study ◽  
A Minor

Ultraviolet irradiation of the title compound I in the presence of butylamine gave predominantly products of nucleophilic photosubstitution by the amine, i.e., nitroanilines IIa and IIb. Besides, small amounts of products of hydrolysis (phenol III) and reductive coupling (azoxybenzene IV) were also formed. Comparison of the overall photolysis rate of I with that of 3,4-dimethoxy-1-nitrobenzene (V) indicates a minor loss of reactivity, most probably due to some deviation from coplanarity of the activating nitro group and the aromatic ring.

scholarly journals 4-Methyl-2-(2-nitrobenzenesulfonamido)pentanoic acid

2012 ◽  
Vol 68 (8) ◽  
pp. o2573-o2573 ◽  
Author(s):  
Muhammad Nadeem Arshad ◽  
Muhammad Danish ◽  
Muhammad Nawaz Tahir ◽  
Savera Khalid ◽  
Abdullah M. Asiri
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Nitro Group ◽  
Aromatic Ring ◽  
Title Compound ◽  
Pentanoic Acid ◽  
Isopropyl Group ◽  
Tetrahedral Geometry ◽  
Distorted Tetrahedral Geometry ◽  
Compound C

In the title compound, C12H16N2O6S, the S atom adopts a distorted tetrahedral geometry with an O—S—O angle of 119.76 (13)°. The nitro group is twisted by 35.34 (2)° with respect to the aromatic ring; it accepts an N—H...O hydrogen bond, resulting in aS(7) motif. In the crystal, N—H...O and O—H...O hydrogen bonds connect the molecules into an infinite chain along theaaxis. The methyl C atoms of the isopropyl group are disordered in a 1:1 ratio.

scholarly journals (4R*,5R*)-Diethyl 2-(4-nitrophenyl)-1,3-dioxolane-4,5-dicarboxylate

2012 ◽  
Vol 68 (4) ◽  
pp. o1128-o1128 ◽  
Author(s):  
Chun-Lei Lv ◽  
Jian-Hui Chen ◽  
Yu-Zhe Zhang ◽  
Ding-Qiang Lu ◽  
Ping-Kai OuYang
Keyword(s):  
Nitro Group ◽  
Aromatic Ring ◽  
Dihedral Angle ◽  
Title Compound ◽  
Membered Ring ◽  
Helical Chain ◽  
Compound C ◽  
Twist Conformation

In the title compound, C15H17NO8, the nitro group is essentially coplanar with the aromatic ring [dihedral angle = 6.4 (3) Å]. The five-membered ring has a twist conformation. In the crystal, C—H...O interactions link the molecules into a helical chain propagating along [010].

scholarly journals Crystal structure of 2,6-dichloro-4-nitropyridineN-oxide

2015 ◽  
Vol 71 (10) ◽  
pp. o775-o775 ◽  
Author(s):  
Andrew M. Prichard ◽  
Will E. Lynch ◽  
Clifford W. Padgett
Keyword(s):  
Crystal Structure ◽  
Nitro Group ◽  
Aromatic Ring ◽  
Title Compound ◽  
Twist Angle ◽  
Compound C ◽  
Oxide Group

In the title compound, C5H2Cl2N2O3, the nitro group is essentially coplanar with the aromatic ring, with a twist angle of 4.00 (6)° and a fold angle of 2.28 (17)°. The crystal structure exhibits a herringbone pattern with the zigzag running along thebaxis. The herringbone layer-to-layer distance is 3.0075 (15) Å, with a shift of 5.150 (4) Å. Neighboring molecules are tilted at a 57.83 (4)° (ring-to-ring) angle with each other. The nitro group on one molecule points to theN-oxide group on the neighboring one, with an intermolecular O...N(nitro) distance of 3.1725 (13) Å.

scholarly journals 2-Chloro-4-nitropyridine N-oxide

IUCrData ◽  
2018 ◽  
Vol 3 (1) ◽  
Author(s):  
Sarah K Shafer ◽  
Will E Lynch ◽  
Clifford W Padgett
Keyword(s):  
Hydrogen Bonds ◽  
Nitro Group ◽  
Aromatic Ring ◽  
Title Compound ◽  
Twist Angle ◽  
Molecular Packing ◽  
Π Interactions ◽  
Compound C ◽  
Short Contacts

In the title compound, C5H3ClN2O3 (systematic name: 2-chloro-4-nitropyridin-1-ium-1-olate), the nitro group is essentially coplanar with the aromatic ring, with a twist angle of 6.48 (8)°. The molecular packing exhibits a herringbone pattern with the zigzag running along the b axis; here, there are no short contacts, hydrogen bonds, or π–π interactions.

The X-Ray Molecular Structure of 1-(2′,4′-Dinitrophenyl)-1,2,3-triazole and the Problem of the Orthogonal Interaction Between a 'Pyridine-Like' Nitrogen and a Nitro Group

2005 ◽  
Vol 58 (11) ◽  
pp. 817 ◽  
Author(s):  
Glenn P. A. Yap ◽  
Fernando A. Jové ◽  
Rosa M. Claramunt ◽  
Dionisia Sanz ◽  
Ibon Alkorta ◽  
...  
Keyword(s):  
Molecular Structure ◽  
Nitro Group ◽  
Title Compound ◽  
Theoretical Calculations ◽  
X Ray

The structure of the title compound serves for a discussion about the topic of orthogonal interactions. This interaction, although weak, is important due to its peculiar geometry. Other examples from the Cambridge Crystallographic Database, together with theoretical calculations are reported.

4-(Acetylaminomethyl)-1-methylpyridinium iodide

2007 ◽  
Vol 63 (11) ◽  
pp. o4278-o4278
Author(s):  
Alexandra M. Z. Slawin ◽  
William T. A. Harrison
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Aromatic Ring ◽  
Dihedral Angle ◽  
Title Compound ◽  
Compound C ◽  
Acetyl Group

In the title compound, C9H13N2O+·I−, the dihedral angle between the aromatic ring and the N-acetyl group is 73.93 (8)°. In the crystal structure, the cation and anion interact by way of an N—H...I hydrogen bond.

scholarly journals Crystal structure of (3E)-3-(2,4-dinitrophenoxymethyl)-4-phenylbut-3-en-2-one

2014 ◽  
Vol 70 (9) ◽  
pp. o1051-o1052 ◽  
Author(s):  
Ignez Caracelli ◽  
Stella H. Maganhi ◽  
Paulo J. S. Moran ◽  
Bruno R. S. de Paula ◽  
Felix N. Delling ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Double Bond ◽  
Nitro Group ◽  
Benzene Ring ◽  
Torsion Angle ◽  
Title Compound ◽  
Phenyl Ring ◽  
Aromatic Rings ◽  
Compound C ◽  
The One

In the title compound, C17H14N2O6, the conformation about the C=C double bond [1.345 (2) Å] isE, with the ketone moiety almost coplanar [C—C—C—C torsion angle = 9.5 (2)°] along with the phenyl ring [C—C—C—C = 5.9 (2)°]. The aromatic rings are almost perpendicular to each other [dihedral angle = 86.66 (7)°]. The 4-nitro moiety is approximately coplanar with the benzene ring to which it is attached [O—N—C—C = 4.2 (2)°], whereas the one in theorthoposition is twisted [O—N—C—C = 138.28 (13)°]. The molecules associateviaC—H...O interactions, involving both O atoms from the 2-nitro group, to form a helical supramolecular chain along [010]. Nitro–nitro N...O interactions [2.8461 (19) Å] connect the chains into layers that stack along [001].

The nucleophilic aromatic photosubstitution in photoaffinity labelling. A model study of a cycloheximide derivative.

1985 ◽  
Vol 26 (20) ◽  
pp. 2489-2492 ◽  
Author(s):  
A. Castelló ◽  
J. Marquet ◽  
M. Moreno-Mañas ◽  
X. Sirera
Keyword(s):  
Photoaffinity Labelling ◽  
Model Study

1-Benzoyl-3-(4-chlorophenyl)thiourea

2006 ◽  
Vol 62 (4) ◽  
pp. o1419-o1420 ◽  
Author(s):  
M. Khawar Rauf ◽  
Amin Badshah ◽  
Ulrich Flörke ◽  
Aamer Saeed
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Aromatic Ring ◽  
Dihedral Angle ◽  
Title Compound ◽  
Crystal Packing ◽  
Compound C

In the crystal structure of the title compound, C14H11ClN2OS, the dihedral angle between the two aromatic ring planes is 43.93 (6)°. The crystal packing shows dimers formed by intermolecular N—H...S hydrogen bonds which are stacked along [100].

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