Citation: Qu Wenjuan, Li Wenting, Zhang Haili, Zhang Youming, Lin Qi, Yao Hong, Wei Taibao. Rapid and Highly Sensitive Dual-Channel Detection of Cyanide in Aqueous Medium and the Applications in Food Samples[J]. Chinese Journal of Organic Chemistry, ;2018, 38(7): 1792-1799. doi: 10.6023/cjoc201712004 shu

Rapid and Highly Sensitive Dual-Channel Detection of Cyanide in Aqueous Medium and the Applications in Food Samples

Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education, Key Laboratory of Polymer Materials of Gansu Province, Northwest Normal University, Lanzhou 730070

Corresponding author: Zhang Youming, zhangnwnu@126.com Wei Taibao, weitaibao@126.com
Received Date: 3 December 2017
Revised Date: 3 March 2018
Available Online: 16 July 2018
Fund Project: the National Natural Science Foundation of China 21662031the National Natural Science Foundation of China 21574104Project supported by the National Natural Science Foundation of China (Nos. 21662031, 21661028, 21574104, 21262032)the National Natural Science Foundation of China 21661028the National Natural Science Foundation of China 21262032

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It is well-known that cyanide anion (CN^-) is a hypertoxic anion, which can cause adverse effects in both environment and living beings. Thus, it is highly desirable to develop strategies for detecting cyanide, especially in aqueous medium and food. However, due to the short half-life of free cyanide, long analysis time and interference from other competitive anions are general challenges for accurate monitoring of cyanide. Taking advantage of the special nucleophilicity of cyanide, a new colorimetric and fluorescent sensor (Q1-2) was synthesized based on naphtho[2, 1-b]furan-2-carbonyl chloride and 2-aminobenzimidazole which designed by tuning the intramolecular hydrogen bonding to affect the π-conjugated efficiency. Upon the addition of cyanide anion, the probe displayed a red-shift in absorption spectra and the fluorescence decreased immediately with the detection limit of 8.0769×10^-7 and 1.0510×10^-9 mol/L, respectively. Other anions gave nearly no interference. Furthermore, Q1-2 was successfully applied to the naked eye identification for cyanide in the visible light and under the UV lamp in food samples and silica gel plates.
- dual-channel detection,
- cyanide,
- food sample,
- silica gel plate
1. [1]
  Yan, X. Z.; Wang, M.; Cook, T. R.; Zhang, M. M.; Saha, M. L.; Zhou, Z. X.; Li, X. P.; Huang, F. H.; Stang, P. J. J. Am. Chem. Soc. 2016, 138, 4580. doi: 10.1021/jacs.6b00846
2. [2]
  Shi, B. B.; Jie, K. C.; Zhou, Y. J.; Zhou, J.; Xia, D. Y.; Huang, F. H. J. Am. Chem. Soc. 2016, 138, 80. doi: 10.1021/jacs.5b11676
3. [3]
  Shi, B. B.; Jie, K. C.; Zhou, Y. J.; Xia, D. Y.; Yao, Y. Chem. Commun. 2015, 51, 4503. doi: 10.1039/C5CC00535C
4. [4]
  Wang, S.; Fei, X.; Guo, J.; Yang, Q.; Li, Y.; Song, Y. Talanta 2016, 148, 229. doi: 10.1016/j.talanta.2015.10.058
5. [5]
  Yao, Y.; Jie, K.; Zhou, Y.; Xue, M. Tetrahedron Lett. 2014, 55, 3195. doi: 10.1016/j.tetlet.2014.04.022
6. [6]
  Sun, Y.; Hu, J. H.; Qi, J.; Li, J. B. Spectrochim. Acta Part A:Mol. Biomol. Spectrosc. 2016, 167, 101. doi: 10.1016/j.saa.2016.05.017
7. [7]
  Yu, M.; Liu, Y.; Chen, Y.; Zhang, N.; Liu, Y. Chin. J. Chem. 2012, 30, 1948. doi: 10.1002/cjoc.201200543
8. [8]
  Zhang, Z.; Wang, H.; Zhang, H.; Liu, Y. Chin. J. Chem. 2013, 31, 598. doi: 10.1002/cjoc.201300216
9. [9]
  Wang, L.; Zhu, L.; Li, L.; Cao, D. RSC Adv. 2016, 6, 55182. doi: 10.1039/C6RA10073B
10. [10]
  Wang, L.; Du, J.; Cao, D. Sens. Actuators, B 2014, 198, 455. doi: 10.1016/j.snb.2014.03.046
11. [11]
  Chen, L. J.; Ren, Y. Y.; Wu, N. W.; Sun, B.; Ma, J. Q.; Zhang, L.; Tan, H. W.; Liu, M. H.; Li, X. P.; Yang, H. B. J. Am. Chem. Soc. 2015, 137, 11725. doi: 10.1021/jacs.5b06565
12. [12]
  Liu, T.; Huo, F.; Li, J.; Cheng, F.; Yin, C. Sens. Actuators, B 2017, 239, 526. doi: 10.1016/j.snb.2016.08.051
13. [13]
  Wang, Q.; Cheng, M.; Cao, Y. H.; Qiang, J. L.; Wang, L. Y. Acta Chim. Sinica 2016, 74, 9 (in Chinese).
14. [14]
  Gale, P. A. Chem. Soc. Rev. 2010, 39, 3746. doi: 10.1039/c001871f
15. [15]
  Gale, P. A. Chem. Commun. 2011, 47, 82. doi: 10.1039/C0CC00656D
16. [16]
  Erdemir, S.; Kocyigit, O.; Alici, O.; Malkondu, S. Tetrahedron Lett. 2013, 54, 613. doi: 10.1016/j.tetlet.2012.11.138
17. [17]
  Singh, Y.; Ghosh, T. Talanta 2016, 148, 257. doi: 10.1016/j.talanta.2015.10.085
18. [18]
  Fillaut, J. L.; Akdas-Kilig, H.; Dean, E.; Latouche, C.; Boucekkine, A. Inorg. Chem. 2013, 52, 4890. doi: 10.1021/ic302478e
19. [19]
  Huang, Q.; Qu, W. J.; Chen, J.; Lin, Q.; Yao, H.; Zhang, Y. M.; Wei, T. B. Chin. J. Org. Chem. 2017, 37, 629 (in Chinese).
20. [20]
  Li, W. T.; Qu, W. J.; Zhang, H. L.; Li, X.; Lin, Q.; Yao, H.; Zhang, Y. M.; Wei, T. B. Chin. J. Org. Chem. 2017, 37, 2619 (in Chinese).
21. [21]
  Kumari, N.; Jha, S.; Bhattacharya, S. J. Org. Chem. 2011, 76, 8215. doi: 10.1021/jo201290a
22. [22]
  Lin, W. C.; Fang, S. K.; Hu, J. W.; Tsai, H. Y.; Chen, K. Y. Anal. Chem. 2014, 86, 4648. doi: 10.1021/ac501024d
23. [23]
  Shiraishi, Y.; Nakamura, M.; Hayashi, N.; Hirai, T. Anal. Chem. 2016, 88, 6805. doi: 10.1021/acs.analchem.6b01279
24. [24]
  Kim, H. J.; Ko, K. C.; Lee, J. H.; Lee, J. Y.; Kim, J. S. Chem. Commun. 2011, 47, 2886. doi: 10.1039/c0cc05018k
25. [25]
  Wang, L.; Li, L.; Cao, D. Sens. Actuators, B 2016, 228, 347. doi: 10.1016/j.snb.2016.01.044
26. [26]
  Chen, X.; Zhou, Y.; Peng, X.; Yoon, J. Chem. Soc. Rev. 2010, 39, 2120. doi: 10.1039/b925092a
27. [27]
  Xu, Z.; Kim, S. K.; Yoon, J. Chem. Soc. Rev. 2010, 39, 1457. doi: 10.1039/b918937h
28. [28]
  Cheng, X.; Tang, R.; Jia, H.; Feng, J.; Qin, J.; Li, Z. ACS Appl. Mater. Interfaces 2012, 4, 4387. doi: 10.1021/am3010412
29. [29]
  Wu, X.; Xu, B.; Tong, H.; Wang, L. Macromolecules 2011, 44, 4241. doi: 10.1021/ma2005684
30. [30]
  Li, J.; Qi, X.; Wei, W.; Liu, Y.; Xu, X.; Lin, Q.; Dong, W. Sens. Actuators, B 2015, 220, 986. doi: 10.1016/j.snb.2015.06.042
31. [31]
  Li, J.; Qi, X.; Wei, W.; Zuo, G.; Dong, W. Sens. Actuators, B 2016, 232, 666. doi: 10.1016/j.snb.2016.04.021
32. [32]
  Qu, W. J.; Guan, J.; Wei, T. B.; Yan, G. T.; Lin, Q.; Zhang, Y. M. RSC Adv. 2016, 6, 35804. doi: 10.1039/C6RA05381E
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