4-(Dimethylamino)benzaldehyde

Gao, Bo; Zhu, Jian-Liang

doi:10.1107/s160053680801581x

Cited by 14 publications

(18 citation statements)

References 8 publications

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“…Crystal structure landscape for (dimethylamino)benzaldehyde, defined from combined vibrational spectroscopy and ab initio calculations. This representation is consistent with the known arrangement of the molecules in the crystal [9].…”

Section: Resultssupporting

confidence: 79%

“…The methodology lead to the identified the most relevant contacts within the ''unknown" crystal structure of 4-(dimethylamino)benzaldehyde, resulting in a proposed crystal structure based on methyl C-HÁ Á ÁO contacts and p-stacking interactions, in agreement with the actual crystal structure recently reported [9].…”

Section: Resultsmentioning

confidence: 59%

“…4-(dimethylamino)benzaldehyde [9] is known to crystallize with two independent molecules in the asymmetric unit, with C-H(methyl)Á Á ÁO hydrogen bonds linking the molecules into a chain.…”

Section: Introductionmentioning

confidence: 99%

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Crystal structure landscapes from combined vibrational spectroscopy and ab initio calculations: 4-(Dimethylamino)benzaldehyde

Ribeiro‐Claro

Vaz

Nolasco

2010

Journal of Molecular Structure: THEOCHEM

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Section: Resultssupporting

confidence: 79%

Section: Resultsmentioning

confidence: 59%

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Crystal structure landscapes from combined vibrational spectroscopy and ab initio calculations: 4-(Dimethylamino)benzaldehyde

Ribeiro‐Claro

Vaz

Nolasco

2010

Journal of Molecular Structure: THEOCHEM

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“…The sum of the bond angles around the nitrogen atom in both conformers is 359.9 (2) °, corresponding to a sp 2 hybridization. With 1.414 (3) Å, the aniline C-N bond is much longer than the corresponding bond (1.366 (2) Å) in the sterically undisturbed dimethylaminobenzaldehyde (Gao & Zhu, 2008).…”

Section: Crystal Datamentioning

confidence: 95%

“…Acceptor-substituted anilines display dual fluorescence due to the formation of TICT (twisted intramolecular chargetransfer) states, see: Rotkiewicz et al (1973);Okada et al (1999). For the crystal structure of 4-dimethylaminobenzaldehyde, see: Gao & Zhu (2008).…”

Section: Related Literaturementioning

confidence: 99%

4-Diethylamino-3,5-diisopropylbenzaldehyde

2011

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The title benzaldehyde, C17H27NO, was prepared via lithiation of bromoaniline and reaction with DMF. In the crystal, the molecule adopts a C2-symmetrical conformation; nevertheless, two modes of disorder are present: the orientation of the aldehyde group (occupancy ratio 0.5:0.5) and of symmetry-equivalent ethyl groups [occupancy ratio 0.595 (7):0.405 (7)]. The phenylene ring and the carbonyl group are essentially coplanar [C—C—C—O torsion angle = −179.0 (4)°] but the dihedral angle between the mean planes of the phenylene ring and the amino group = 67.5 (2)°. This and the long [1.414 (3) Å] aniline C—N bond indicate electronic decoupling between the carbonyl and amino groups. The angle sum of 359.9 (2)° around the N atom results from steric compression-induced rehybridization.

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Synthesis, Spectral Characterization, Thermal and Optical Studies of Novel Complexes: 4-(Dimethylamino)benzylidene-4-acetamideaniline and 4-(Dimethylamino)benzylidene-4-nitroaniline

Neupane

2017

J Fluoresc

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The phase diagram representing solid-liquid equilibrium of entire range of composition and thermodynamic studies of two binary organic systems of 4-dimethylaminobenzaldehyde (DMAB) with two NLO active compounds, p-aminoacetanilide (PAA) and p-nitroaniline (PNA), have been studied by solid state synthetic route. Both systems are independently forming a new entity called intermolecular complex (IMC) and two eutectics on either side of intermolecular complexes. The various thermodynamic parameters such as heat of mixing, entropy of fusion, roughness parameter, interfacial energy and excess thermodynamic functions of IMCs and eutectics were calculated using the heat of fusion values. The TGA and DTA studies were performed to understand the physico-chemical, thermal behavior and unique identity of newly synthesized organic complexes, 4-(dimethylamino)benzylidene-4-acetamideaniline (DMABPAA) and 4-(dimethylamino)benzylidene-4-nitroaniline (DMABPNA), and their respective enthalpy of fusion values were found to be 30.01 and 37.26 kJ mol. The higher melting point of both the novel complexes than their parent's compounds reveal the strong molecular interaction between parent components to yield the complex. The FTIR spectral analysis predicts the disappearance of aldehyde peaks of DMAB and NH peaks of PAA and PNA while the appearance of entirely new peaks than that of parent's compounds are the supportive for the formation of new molecular entities. These findings are further supported by FTNMR spectrum studies by observation of disappearance of proton peak of aldehyde of DMAB and amine peaks of PAA and PNA rather formation of new imine proton peak or peaks were observed. The appearance of new peaks in Powder XRD of complexes than those of parent components is further indicative for the formation of complexes. The absorption spectrum of DMABPAA and DMABPNA showed intra-molecular charge-transfer (ICT) excited state absorption at 258 and 241 nm, respectively. Both the IMCs, DMABPAA and DMABPNA, show strong fluorescence with quantum yield 0.66 and 0.93, respectively, in methanol solution.

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4-(Dimethylamino)benzaldehyde

Cited by 14 publications

References 8 publications

Crystal structure landscapes from combined vibrational spectroscopy and ab initio calculations: 4-(Dimethylamino)benzaldehyde

Crystal structure landscapes from combined vibrational spectroscopy and ab initio calculations: 4-(Dimethylamino)benzaldehyde

4-Diethylamino-3,5-diisopropylbenzaldehyde

Synthesis, Spectral Characterization, Thermal and Optical Studies of Novel Complexes: 4-(Dimethylamino)benzylidene-4-acetamideaniline and 4-(Dimethylamino)benzylidene-4-nitroaniline

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