The Schiff bases of salicylaldehyde and aminopyridines as highly sensitive analytical reagents

Cimerman, Zvjezdana; Galić, Nives; Bosner, Branka

doi:10.1016/s0003-2670(96)00587-9

Cited by 136 publications

(68 citation statements)

References 22 publications

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“…They are attractive from several points of view, e.g., for analytical application [1]. The dihedral angle formed by the plane of thiophene ring and the plane (N1, C5, C6, N1a, C5a and C6a) is 3.35°indicating their coplanarity.…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 1,2-di(1-(thiophen-2-yl)ethanone)hydrazine, C12H12N2S2

Zhang¹,

Jian²

2009

Zeitschrift Für Kristallographie - New Crystal Structures

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Source of materialAll commercially available reagents were used as supplied. A mixture of the hydrazine hydrate (0.1 mol, 5g), and 1-(thiophen-2-yl)ethanone (0.2 mol, 53.6 g) was stirred in refluxing ethanol (30 ml) for 5hthen the resulting precipitate was collected by filtration, washed several times with ethanol and dried in vacuo (yield 86 %). Aethanol solution was slowly evaporated and colorless block crystals were obtained after one week. Chemical analysis -found: C, 58.04 %; H, 4.92 %; N, 11.26 %; calculated for C 12 H 12 N 2 S 2 :C,58.02 %; H, 4.88 %; N, 11.28 %. DiscussionSchiff bases have received considerable attention in the literature. They are attractive from several points of view, e.g., for analytical application [1]. The dihedral angle formed by the plane of thiophene ring and the plane (N1, C5, C6, N1a, C5a and C6a) is 3.35°indicating their coplanarity. The relatively short N1-C5 bond length 1.297(2) Å suggests its double bond character. The distance of N1-N1 (1.400(2) Å)i ss imilar to the distance of reported values, e.g., 1.415(3) Å for similar hydrazine derivative [2]. The thiophen group is disordered over two sites, with relatives occupancies 0.809(1) and 0.197(1).

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Section: Discussionmentioning

confidence: 99%

Crystal structure of 1,2-di(1-(thiophen-2-yl)ethanone)hydrazine, C12H12N2S2

Zhang¹,

Jian²

2009

Zeitschrift Für Kristallographie - New Crystal Structures

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“…They are attractive from several points of view, such as the possibility of analytical application [2]. This may be attributed to unusual structural features in the resultant metal complexes and their biological activities [3,4].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of N'-(acetylthiophene)propionylhydrazine, C9H12N2OS

Guo¹,

Jian²

2008

Zeitschrift Für Kristallographie - New Crystal Structures

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Source of materialAll commercially available reagents were used as supplied. The title compound was prepared by amethod similar to that of reference [1] .Asolution of acetylthiophene (0.1 mol, 12.6 g) in ethanol (10 ml) was added slowly to asolution of propionylhydrazine (0.1 mol, 8.8 g) in ethanol. The reaction mixture was refluxed for 4hours with stirring, then the resulting precipitate was collected by filtration, washed several times with ethanol and dried in vacuo (yield, 80 %). Aethanol solution of the title compound was slowly evaporated and colorless block crystals were obtained after one week. Chemical analysis -found: C, 54.28 %; H, 6.52 %; N, 14.02 %; S, 15.88 %; calculated for C 9H12N2OS: C, 55.08 %; H, 6.16 %; N, 14.27 %; S, 16.33 %. Experimental detailsThe hydrogen atom H2A was located from difference density map and was refined with d(N2-H2A) =0.89(1) Å.All other H atoms were placed in calculated positions with d(C-H) =0.93 -0.97 Å and U iso(H) =1.2 -1.5 Ueq of the respective carrier atom. DiscussionSchiff bases have received considerable attention in the literature. They are attractive from several points of view, such as the possibility of analytical application [2]. This may be attributed to unusual structural features in the resultant metal complexes and their biological activities [3,4]. By reaction with metal which could be utilized for preparation of one-, two-, and threedimensional networks and microporous solids [5].In the title crystal structure, C5=N1 bond length of 1.276(2) Å is in accord to the value for adouble bond and similar to the distance reported earlier [6]. The bond length of 1.346(4) Å is greater than the value for adouble bond, and less than the value for asingle bond, because of conjugation effects in the molecule. The neighbouring molecules display strong intramolecular hydrogen bond with d(N2−H2A···O1) =2 .953(2) Å.T hrough the intermolecular hydrogen bonds the molecules are assembled into layers .

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“…For background to Schiff bases, see : Cimerman et al (1997). For a related structure, see: Girgis (2006).…”

Section: Related Literaturementioning

confidence: 99%

“…They are attractive from several points of view, such as the possibility of analytical application (Cimerman et al, 1997). As part of our search for new schiff base compounds we synthesized the title compound (I), and describe its structure here.…”

Section: S1 Commentmentioning

confidence: 99%

N′-(4-Chlorobenzylidene)furan-2-carbohydrazide monohydrate

Jiang

2010

Acta Cryst E

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Key indicators: single-crystal X-ray study; T = 293 K; mean (C-C) = 0.005 Å; R factor = 0.045; wR factor = 0.145; data-to-parameter ratio = 16.4.In the title compound, C 12 H 9 ClN 2 O 2 ÁH 2 O, the dihedral angle between the aromatic rings is 13.9 (2) and an intramolecular N-HÁ Á ÁO hydrogen bond occurs. In the crystal structure, the components are linked by N-HÁ Á ÁO, O-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds. Related literature Data collectionBruker SMART CCD diffractometer 5979 measured reflections 2799 independent reflections 1708 reflections with I > 2 (I) R int = 0.042

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The Schiff bases of salicylaldehyde and aminopyridines as highly sensitive analytical reagents

Cited by 136 publications

References 22 publications

Crystal structure of 1,2-di(1-(thiophen-2-yl)ethanone)hydrazine, C12H12N2S2

Crystal structure of 1,2-di(1-(thiophen-2-yl)ethanone)hydrazine, C12H12N2S2

Crystal structure of N'-(acetylthiophene)propionylhydrazine, C9H12N2OS

N′-(4-Chlorobenzylidene)furan-2-carbohydrazide monohydrate

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