1,5-Bis(4-chlorophenyl)penta-1,4-dien-3-one

Butcher, Ray J.; Yathirajan, H. S.; Sarojini, B. K.; Narayana, B.; Raj, K. K. Vijaya

doi:10.1107/s1600536806014024

Cited by 16 publications

(25 citation statements)

References 9 publications

(7 reference statements)

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“…These cell parameters are in good agreement with the cell parameters reported in Ref. [13]. The density of the crystal measured using floatation technique was found to be 1.40 g/cm 3 .…”

Section: Resultssupporting

confidence: 84%

“…FTIR confirmed the various functional groups present in CDBA. In the solidstate structure depicted by Butcher et al [13] the intermolecular hydrogen bonding interaction between CDBA molecules was not observed in the crystal structure. The carbonyl oxygen is an electron acceptor in CDBA molecule and the vibration band due to CQO appeared as a medium intensity absorption band in the FTIR spectrum indicating that the oxygen atom of the carbonyl group is not involved in the hydrogen bond formation.…”

Section: Resultsmentioning

confidence: 87%

“…The carbonyl group present in CDBA is relatively week electron acceptor compared to CN and NO 2 groups. The enhancement of SHG in CDBA could be due to: (i) the presence of one extra conjugated double bond compared to the structure reported by Crasta et al, (ii) electron donor like behavior of chlorine atom attached at the ends of the molecule and (iii) the helicity of the molecule [13]. The advantage of CDBA crystal is that its thermal stability is more compared to the organic NLO materials given in Table 2.…”

Section: Article In Pressmentioning

confidence: 79%

See 2 more Smart Citations

Synthesis, crystal growth and characterization of a phase matchable nonlinear optical single crystal: p-chloro dibenzylideneacetone

Ravindra

Kiran

Nooji

et al. 2008

Journal of Crystal Growth

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“…These cell parameters are in good agreement with the cell parameters reported in Ref. [13]. The density of the crystal measured using floatation technique was found to be 1.40 g/cm 3 .…”

Section: Resultssupporting

confidence: 84%

Section: Resultsmentioning

confidence: 87%

Section: Article In Pressmentioning

confidence: 79%

See 1 more Smart Citation

Synthesis, crystal growth and characterization of a phase matchable nonlinear optical single crystal: p-chloro dibenzylideneacetone

Ravindra

Kiran

Nooji

et al. 2008

Journal of Crystal Growth

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“…For related structures, see: Butcher, Yathirajan, Sarojini, Narayana & Indira (2006); Butcher, Yathirajan, Sarojini, Narayana & Vijaya Raj (2006); Harrison et al (2006); Etter (1990).…”

Section: Related Literaturementioning

confidence: 99%

“…As part of our ongoing studies Butcher, Yathirajan, Sarojini, Narayana & Indira, 2006;Butcher, Yathirajan, Sarojini, Narayana & Vijaya Raj, 2006;Harrison et al, 2006) of the syntheses and structures of chalcone derivatives, the title compound, (I), (Fig. 1) is described here.…”

Section: Commentmentioning

confidence: 99%

(1E)-5-Amino-1,5-bis[4-(methylsulfanyl)phenyl]pent-1-en-3-one

Harrison

Sarojini²,

Bindya

et al. 2007

Acta Cryst E

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Harrison et al., 2006) of the syntheses and structures of chalcone derivatives, the title compound, (I), (Fig. 1) is described here. It arose as an unexpected product from an attempt to prepare the symmetric methylthio-substituted bis-chalcone 1,5-di(4-methylthiophenyl)penta-1,4-dien-3-one.The dihedral angle between the mean planes of the aromatic rings in (I) is 31.87 (14)°. The molecule of (I) is chiral. In the arbitrarily chose asymmetric molecule, C11 has R configuration, but crystal symmetry generates a racemic mixture.In the crystal, adjacent molecules of (I) interact by way of N-H···N hydrogen bonds (Table 1) to result in C(2) chains (Etter, 1990) propagating in [010] (Fig. 2). ExperimentalA solution of 25 ml of NH 3 in 150 ml of water and 100 ml of ethanol was placed in a 500-ml bolt-head flask provided with a mechanical stirrer. The flask was immersed in a water bath and the temperature of the solution was maintained at 393-398 K. The solution was vigorously stirred and one half of a previously prepared mixture of 4-(methylthio)benzaldehyde (38 g, 0.25 mol) and acetone (7.3 g, 0.125 mol) was added. A flocculent precipitate was formed within 2-3 minutes. After 15 minutes, the remainder of the aldehyde-acetone mixture was added and the stirring was continued for a further 40 minutes.The crude product obtained was filtered and washed with cold water to eliminate the alkali (yield: 70%). The compound was purified from ethanol-dioxane mixture (8:2 v/v). The crystal growth was done in acetone:toluene (1:1 v/v) by slow evaporation to yield amber plates and slabs of (I) (m.p. 348-353 K). RefinementBoth terminal methyl groups are disordered over two positions, with occupancies of 0.557 (10):0.443 (10) for C18A/C18B and 0.642 (9):0.358 (9) for C19A/C19B (occupancy sums constrained to unity in both cases).The hydrogen atoms were geometrically placed (C-H = 0.93-0.98 Å, N-H = 0.89 Å) and refined as riding with U iso (H) = 1.2U eq (C,N) or 1.5U eq (methyl C).

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Enhancing nonlinear optical responses via Methoxy Positional Isomerism in Chalcone-Based Materials

Shankara,

Eshwarappa,

et al. 2024

Materials Chemistry and Physics

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1,5-Bis(4-chlorophenyl)penta-1,4-dien-3-one

Abstract: Key indicatorsSingle-crystal X-ray study T = 298 K Mean (C-C) = 0.007 Å R factor = 0.079 wR factor = 0.245 Data-to-parameter ratio = 22.4For details of how these key indicators were automatically derived from the article, see

Cited by 16 publications

References 9 publications

Synthesis, crystal growth and characterization of a phase matchable nonlinear optical single crystal: p-chloro dibenzylideneacetone

Synthesis, crystal growth and characterization of a phase matchable nonlinear optical single crystal: p-chloro dibenzylideneacetone

(1E)-5-Amino-1,5-bis[4-(methylsulfanyl)phenyl]pent-1-en-3-one

Enhancing nonlinear optical responses via Methoxy Positional Isomerism in Chalcone-Based Materials

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