European Journal of Chemistry 2019, 10(4), 381-385 | doi: https://doi.org/10.5155/eurjchem.10.4.381-385.1922 | Get rights and content






  OPEN ACCESS | PEER-REVIEWED | RESEARCH ARTICLE | DOWNLOAD PDF | VIEW FULL-TEXT PDF | TOTAL VIEWS

Synthesis, structural elucidation and X-ray crystallographic studies of 1-(3,5-bis(trifluoromethyl)phenyl)-3-(dimethylamino)prop-2-en-1-one


Stability Nongrum (1) orcid , Susma Das (2) orcid , Shikpika Khanikar (3) orcid , Jai Narain Vishwakarma (4,*) orcid

(1) Organic Research Laboratory, Department of Chemical Science, Assam Don Bosco University, Tapesia Gardens, Kamarkuchi, Sonapur, 782 402 Assam, India
(2) Organic Research Laboratory, Department of Chemical Science, Assam Don Bosco University, Tapesia Gardens, Kamarkuchi, Sonapur, 782 402 Assam, India
(3) Organic Research Laboratory, Department of Chemical Science, Assam Don Bosco University, Tapesia Gardens, Kamarkuchi, Sonapur, 782 402 Assam, India
(4) Organic Research Laboratory, Department of Chemical Science, Assam Don Bosco University, Tapesia Gardens, Kamarkuchi, Sonapur, 782 402 Assam, India
(*) Corresponding Author

Received: 03 Sep 2019 | Revised: 24 Sep 2019 | Accepted: 06 Oct 2019 | Published: 31 Dec 2019 | Issue Date: December 2019

Abstract


A new enaminone was synthesized by reacting 3,5-bis-(trifluoromethyl)acetophenones and N,N-dimethylformamide dimethyl acetal and its detailed structural and crystalline properties were studied. The crystal data were found to be as C13H11F6NO, monoclinic, space group P21/c (no. 14), a = 8.1556(8) Å, b = 24.877(3) Å, c = 7.6067(7) Å, β = 116.745(6)°, = 1378.2(3) Å3, Z = 4, T = 293(2) K, μ(MoKα) = 0.150 mm-1, Dcalc = 1.500 g/cm3, 40777 reflections measured (5.594° ≤ 2Θ ≤ 56.786°), 3413 unique (Rint = 0.1040, Rsigma = 0.0584) which were used in all calculations. The final R1 was 0.0771 (I > 2σ(I)) and wR2 was 0.2541 (all data).


Keywords


Enaminones; Acetophenone; Trifluoromethyl; X-ray crystallography; Geometric parameters; N,N-Dimethylformamide dimethyl acetal

Full Text:

PDF /    /


DOI: 10.5155/eurjchem.10.4.381-385.1922

Links for Article


| | | | |

| | | | | | |

Related Articles




Article Metrics

This Abstract was viewed 69 times | PDF Article downloaded 21 times

Funding information


Department of Biotechnology, Government of India, India.

References

[1]. Musumeci, D.; Irace, C.; Santamaria, R.; Montesarchio, D. Med. Chem. Commun. 2013, 4, 1405-1410.
https://doi.org/10.1039/c3md00159h

[2]. Wang, J.; Sanchez-Rosello, M.; Acena, L. J.; Pozo, del C.; Sorochinsky, E. A.; Fustero, S.; Soloshonok, A. V.; Liu, H. Chem. Rev. 2014, 114, 2432-2506.
https://doi.org/10.1021/cr4002879

[3]. Lisi, H.; Xinkan, Y.; Gavin, C. T. J. Org. Chem. 2017, 82, 6192-6201
https://doi.org/10.1021/acs.joc.7b00755

[4]. Purser, S.; Moore, P. R.; Swallow, S.; Gouverneur, V. Chem. Soc. Rev. 2008, 37, 320-330.
https://doi.org/10.1039/B610213C

[5]. Champagne, A. P.; Desroches, J.; Hamel, J. D.; Vandamme, M.; Paquin, J. F. Chem. Rev. 2015, 115, 9073-9174.
https://doi.org/10.1021/cr500706a

[6]. Charpentier, J.; Fruh, N.; Togni, A. Chem. Rev. 2015, 115, 650-682.
https://doi.org/10.1021/cr500223h

[7]. Vishwakarma, J. N.; Khanikar, S.; Kalita, U.; Kaping S.; Ray, M. Curr. Chem. Lett. 2018, 7, 35-44.
https://doi.org/10.5267/j.ccl.2018.3.001

[8]. Mohamed, A. R.; Omran, A. O. J. Heterocycl. Chem. 2016, 53, 1121-1128.
https://doi.org/10.1002/jhet.2359

[9]. Kalita, U.; Kaping, S.; Nongkynrih, R.; Sunn, M.; Boiss, I.; Singha, I. L.; Vishwakarma, J. N. Med. Chem. Res. 2015, 24(6), 2742-2755.
https://doi.org/10.1007/s00044-015-1332-x

[10]. Kalita, U.; Kaping, S.; Nellanant, J.; Helissey, P.; Vishwakarma, N. J. Heterocyclic Lett. 2014, 4(1), 137-145.

[11]. Bruker, APEX II, Bruker AXS Inc., Madison, WI, USA, 2004.

[12]. Sheldrick, G. M. SHELXS-97 and SHELXL-97, Program for Crystal Structure Solution and Refinement, University of Gottingen, Gottingen, 1997

[13]. Farrugia, L. J. J. Appl. Crystallogr. 1999, 32, 837-838.
https://doi.org/10.1107/S0021889899006020

Supporting information


The Supplementary Material for this article can be found online at: Supplementary files

How to cite


Nongrum, S.; Das, S.; Khanikar, S.; Vishwakarma, J. Eur. J. Chem. 2019, 10(4), 381-385. doi:10.5155/eurjchem.10.4.381-385.1922
Nongrum, S.; Das, S.; Khanikar, S.; Vishwakarma, J. Synthesis, structural elucidation and X-ray crystallographic studies of 1-(3,5-bis(trifluoromethyl)phenyl)-3-(dimethylamino)prop-2-en-1-one. Eur. J. Chem. 2019, 10(4), 381-385. doi:10.5155/eurjchem.10.4.381-385.1922
Nongrum, S., Das, S., Khanikar, S., & Vishwakarma, J. (2019). Synthesis, structural elucidation and X-ray crystallographic studies of 1-(3,5-bis(trifluoromethyl)phenyl)-3-(dimethylamino)prop-2-en-1-one. European Journal of Chemistry, 10(4), 381-385. doi:10.5155/eurjchem.10.4.381-385.1922
Nongrum, Stability, Susma Das, Shikpika Khanikar, & Jai Narain Vishwakarma. "Synthesis, structural elucidation and X-ray crystallographic studies of 1-(3,5-bis(trifluoromethyl)phenyl)-3-(dimethylamino)prop-2-en-1-one." European Journal of Chemistry [Online], 10.4 (2019): 381-385. Web. 20 Jan. 2020
Nongrum, Stability, Das, Susma, Khanikar, Shikpika, AND Vishwakarma, Jai. "Synthesis, structural elucidation and X-ray crystallographic studies of 1-(3,5-bis(trifluoromethyl)phenyl)-3-(dimethylamino)prop-2-en-1-one" European Journal of Chemistry [Online], Volume 10 Number 4 (31 December 2019)

DOI Link: https://doi.org/10.5155/eurjchem.10.4.381-385.1922

| | | | |

| | | | | |

Save to Zotero Save to Mendeley

European Journal of Chemistry 2019, 10(4), 381-385 | doi: https://doi.org/10.5155/eurjchem.10.4.381-385.1922 | Get rights and content

Refbacks

  • There are currently no refbacks.




Copyright (c) 2019 Authors

Creative Commons License
This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at http://www.eurjchem.com/index.php/eurjchem/pages/view/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (http://www.eurjchem.com/index.php/eurjchem/pages/view/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).


© Copyright 2019  Atlanta Publishing House LLC All Right Reserved.

The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.

Copyright 2019 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 4614 Lavista road, Tucker, GA, 30084, USA. Registered in USA.