CoChat
Sign Up
Cited by 654Ionic liquids properties and applicationsMulticomponent Synthesis of HeterocyclesChemistry and Chemical Engineering

Low melting mixtures in organic synthesis–an alternative to ionic liquids?

Open access
Ruß, Carolin, König, Burkhard·2012·Green Chemistry
DOI 10.1039/c2gc36005e
Open this paper in CoChat — free account

Abstract

There is a pressing need to replace hazardous and harmful solvents with “green” or “sustainable” media. Natural compounds have recently been used to produce deep eutectic solvents, sugar melts, or ionic liquids. This review presents physicochemical data of these reaction media and highlights recent advances in their use in organic synthesis and biotransformations.

The claims and statistics of this paper haven’t been checked yet.

Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.

A few free checks a day · papers already verified open instantly · results are public

Integrity signals

Registry

Crossref · 10.1039/c2gc36005e

Cites

Statistics

Claims the paper makes

The claims and statistics of this paper haven’t been checked yet.

Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.

A few free checks a day · papers already verified open instantly · results are public

Claims other papers make about this one

Each is checked against this paper’s own text: does it say what the citing paper says it does?

  • Most of the synthesized DES reviewed are hydrophilic.

    “Most of the synthesized DES reviewed [10,12,22] are hydrophilic.”

    From Recent Advances in Hydrophobic Deep Eutectic Solvents for Extraction (2019) · cites this paper as [10]

  • LTTMs are synthesized mostly by mixing natural high-melting-point starting materials, which form a liquid by hydrogen-bond interactions, with applications in organic synthesis, biofuel processing, and catalysis.

    “The LTTMs are synthesized mostly by mixing natural high-melting-point starting materials, which form a liquid by hydrogen-bond interactions with notable applications in organic synthesis [26][27][28], biofuel processing [29,30], and catalysis [10,31].”

    From Recent Advances in Hydrophobic Deep Eutectic Solvents for Extraction (2019) · cites this paper as [10]

Self-check

Percentages, sums and reported differences re-computed from the paper’s own numbers.

The self-check needs the paper’s full text.

The citation lists haven’t been fetched yet

References 83 · Cited by 654

Research works printed but not linked: 87

  1. 1 L. Moity, M. Durand, A. Benazzouz, C. Pierlot, V. Molinier and J.-M. Aubry, Green Chem. , 2012, 14 , 1132 -1145.
  2. 2 D. Reinhardt, F. Ilgen, D. Kralisch, B. Konig and G. Kreisel, Green Chem. , 2008, 10 , 1170 -1181.
  3. 4 S. Stolte, J. Arning and J. Thöming, Chem. Ing. Tech. , 2011, 83 , 1454 -1467.
  4. 5 M. Petkovic, K. R. Seddon, L. P . N. Rebelo and C. Silva Pereira, Chem. Soc. Rev. , 2011, 40 , 1383 -1403.
  5. 6 C. Atwater, Ullmann ' s Encyclopedia of Industrial Chemistry , Wiley-VCH Verlag GmbH & Co. KGaA, 2000.
  6. 8 A. P. Abbott, R. C. Harris, K. S. Ryder, C. D ' Agostino, L. F. Gladden and M. D. Mantle, Green Chem. , 2011, 13 , 82 -90.
  7. 9 A. P. Abbott, D. Boothby, G. Capper, D. L. Davies and R. K. Rasheed, J. Am. Chem. Soc. , 2004, 126 , 9142 -9147.
  8. 10 A. P . Abbott, G. Capper and S. Gray, ChemPhysChem , 2006, 7 , 803 -806.
  9. 11 A. P . Abbott, R. C. Harris and K. S. Ryder, J. Phys. Chem. B , 2007, 111 , 4910 -4913.
  10. 12 Z. Maugeri and P . D. de Maria, RSC Adv. , 2012, 2 , 421 -425.
  11. 13 A. P. Abbott, J. C. Barron, K. S. Ryder and D. Wilson, Chem. -Eur. J. , 2007, 13 , 6495 -6501.
  12. 14 H. M. A. Abood, A. P . Abbott, A. D. Ballantyne and K. S. Ryder, Chem. Commun. , 2011, 47 , 3523 -3525.
  13. 15 P. Nockemann, B. Thijs, K. Driesen, C. R. Janssen, K. Van Hecke, L. Van Meervelt, S. Kossmann, B. Kirchner and K. Binnemans, J. Phys. Chem. B , 2007, 111 , 5254 -5263.
  14. 16 Y. Fukaya, Y . Iizuka, K. Sekikawa and H. Ohno, Green Chem. , 2007, 9 , 1155 -1157.
  15. 17 M. Petkovic, J. L. Ferguson, H. Q. N. Gunaratne, R. Ferreira, M. C. Leitao, K. R. Seddon, L. P . N. Rebelo and C. S. Pereira, Green Chem. , 2010, 12 , 643 -649.
  16. 18 Q.-P . Liu, X.-D. Hou, N. Li and M.-H. Zong, Green Chem. , 2012, 14 , 304 -307.
  17. 20 G. Imperato, S. Hoger, D. Lenoir and B. Konig, Green Chem. , 2006, 8 , 1051 -1055.
  18. 21 G. Imperato, R. Vasold and B. König, Adv. Synth. Catal. , 2006, 348 , 2243 -2247.
  19. 22 Y. H. Choi, J. van Spronsen, Y. T. Dai, M. Verberne, F. Hollmann, I. Arends, G. J. Witkamp and R. Verpoorte, Plant Physiol. , 2011, 156 , 1701 -1705.
  20. 23 Q. Abbas and L. Binder, ECS Trans. , 2010, 33 , 49 -59.
  21. 25 F. Ilgen and B. Konig, Green Chem. , 2009, 11 , 848 -854.
  22. 26 H.-j. Lu, Y.-x. Hua, Y. Li and X.-y. Zhang, Kunming Ligong Daxue Xuebao, Ligongban , 2010, 35 , 11 -14.
  23. 27 K. D. O. Vigier, A. Benguerba, J. Barrault and F. Jerome, Green Chem. , 2012, 14 , 285 -289.
  24. 28 A. P . Abbott, G. Capper, D. L. Davies and R. Rasheed, Inorg. Chem. , 2004, 43 , 3447 -3452.
  25. 29 C. Russ, F. Ilgen, C. Reil, C. Luff, A. Haji Begli and B. Koenig, Green Chem. , 2011, 13 , 156 -161.
  26. 30 C. Reichardt, Solvent Effects on the Rates of Homogeneous Chemical Reactions , Wiley-VCH Verlag GmbH & Co. KGaA, 2004.
  27. 31 C. Reichardt, Chem. Rev. , 1994, 94 , 2319 -2358.
  28. 32 Y. Wu, T. Sasaki, K. Kazushi, T. Seo and K. Sakurai, J. Phys. Chem. B , 2008, 112 , 7530 -7536.
  29. 34 C. Reichardt, Green Chem. , 2005, 7 , 339 -351.
  30. 35 D. Lide, CRC Handbook of Chemistry and Physics, 88th Edition (CRC Handbook of Chemistry & Physics) , CRC Press, 2007.
  31. 36 J. Pernak, N. Borucka, F. Walkiewicz, B. Markiewicz, P. Fochtman, S. Stolte, S. Steudte and P. Stepnowski, Green Chem. , 2011, 13 , 2901 -2910.
  32. 37 Z. Yu, H. Gao, H. Wang and L. Chen, J. Solution Chem. , 2012, 41 , 173 -186.
  33. 38 N. Muhammad, Z. B. Man, M. A. Bustam, M. I. A. Mutalib, C. D. Wilfred and S. Rafiq, J. Chem. Eng. Data , 2011, 56 , 3157 -3162.
  34. 41 C. D ' Agostino, R. C. Harris, A. P. Abbott, L. F. Gladden and M. D. Mantle, Phys. Chem. Chem. Phys. , 2011, 13 , 21383 -21391.
  35. 42 R. B. Leron and M.-H. Li, Thermochim. Acta , 2012, 530 , 52 -57.
  36. 43 G. García-Miaja, J. Troncoso and L. Romaní, J. Chem. Thermodyn. , 2009, 41 , 161 -166.
  37. 44 S. J. Zhang, N. Sun, X. Z. He, X. M. Lu and X. P . Zhang, J. Phys. Chem. Ref. Data , 2006, 35 , 1475 -1517.
  38. 45 J. L. Anthony, J. F. Brennecke, J. D. Holbrey, E. J. Maginn, R. A. Mantz, R. D. Rogers, P . C. Trulove, A. E. Visser and T. Welton, Ionic Liquids in Synthesis , Wiley-VCH Verlag GmbH & Co. KGaA, 2003, pp. 41 -126.
  39. 46 Y. H. You, C. D. Gu, X. L. Wang and J. P . Tu, Surf. Coat. Technol. , 2012, 206 , 3632 -3638.
  40. 47 A. H. Whitehead, M. Polzler and B. Gollas, J. Electrochem. Soc. , 2010, 157 , D328 -D334.
  41. 48 L. Wei, Y.-J. Fan, N. Tian, Z.-Y . Zhou, X.-Q. Zhao, B.-W. Mao and S.-G. Sun, J. Phys. Chem. C , 2011, 116 , 2040 -2044.
  42. 49 M. Steichen, M. Thomassey, S. Siebentritt and P . J. Dale, Phys. Chem. Chem. Phys. , 2011, 13 , 4292 -4302.
  43. 50 G. Saravanan and S. Mohan, J. Alloys Compd. , 2012, 522 , 162 -166.
  44. 51 A.-M. Popescu, V . Constantin, A. Cojocaru and M. Olteanu, Rev. Chim. (Bucharest, Rom.) , 2011, 62 , 206 -211.
  45. 52 B. G. Pollet, J.-Y . Hihn and T. J. Mason, Electrochim. Acta , 2008, 53 , 4248 -4256.
  46. 53 P. Martis, V . S. Dilimon, J. Delhalle and Z. Mekhalif, Electrochim. Acta , 2010, 55 , 5407 -5410.
  47. 54 K. Haerens, E. Matthijs, A. Chmielarz and d. B. B. Van, J. Environ. Manage. , 2009, 90 , 3245 -3252.
  48. 55 P. Guillamat, M. Cortes, E. Valles and E. Gomez, Surf. Coat. Technol. , 2012, 206 , 4439 -4448.
  49. 56 C.-D. Gu and J.-P . Tu, Langmuir , 2011, 27 , 10132 -10140.
  50. 57 E. Gomez, P. Cojocaru, L. Magagnin and E. Valles, J. Electroanal. Chem. , 2011, 658 , 18 -24.
  51. 58 P. Cojocaru, L. Magagnin, E. Gomez and E. Valles, Mater. Lett. , 2011, 65 , 3597 -3600.
  52. 59 A. P. Abbott, T. K. El, G. Frisch, K. S. Ryder and D. Weston, Phys. Chem. Chem. Phys. , 2012, 14 , 2443 -2449.
  53. 60 A. P. Abbott, T. K. El, G. Frisch, K. J. McKenzie and K. S. Ryder, Phys. Chem. Chem. Phys. , 2009, 11 , 4269 -4277.
  54. 61 A. P . Abbott, G. Capper, K. J. McKenzie and K. S. Ryder, J. Electroanal. Chem. , 2007, 599 , 288 -294.
  55. 62 A. P. Abbott, J. C. Barron, G. Frisch, K. S. Ryder and A. F. Silva, Electrochim. Acta , 2011, 56 , 5272 -5279.
  56. 63 A. P. Abbott, J. C. Barron, G. Frisch, S. Gurman, K. S. Ryder and S. A. Fernando, Phys. Chem. Chem. Phys. , 2011, 13 , 10224 -10231.
  57. 65 S. B. Phadtare and G. S. Shankarling, Green Chem. , 2010, 12 , 458 -462.
  58. 66 P. M. Pawar, K. J. Jarag and G. S. Shankarling, Green Chem. , 2011, 13 , 2130 -2134.
  59. 67 H. N. Harishkumar, K. M. Mahadevan, K. H. C. Kiran and N. D. Satyanarayan, Org. Commun. , 2011, 4 , 26 -32.
  60. 68 N. Azizi, E. Batebi, S. Bagherpour and H. Ghafuri, RSC Adv. , 2012, 2 , 2289 -2293.
  61. 69 C. Chiappe, M. Malvaldi and C. S. Pomelli, Green Chem. , 2010, 12 , 1330 -1339.
  62. 70 Z.-H. Zhang, X.-N. Zhang, L.-P . Mo, Y.-X. Li and F.-P . Ma, Green Chem. , 2012, 14 , 1502 -1506.
  63. 71 S. Q. Hu, Z. F. Zhang, Y . X. Zhou, B. X. Han, H. L. Fan, W. J. Li, J. L. Song and Y . Xie, Green Chem. , 2008, 10 , 1280 -1283.
  64. 72 F. Ilgen, D. Ott, D. Kralisch, C. Reil, A. Palmberger and B. Koenig, Green Chem. , 2009, 11 , 1948 -1954.
  65. 73 C. Russ, C. Luff, A. Haji Begli and B. Koenig, Synth. Commun. , 2011, 42 , 1 -5.
  66. 74 S. Gore, S. Baskaran and B. Koenig, Green Chem. , 2011, 13 , 1009 -1013.
  67. 75 K. Faber, Biotransformations in Organic Chemistry , Springer Berlin Heidelberg, 6th edn, 2011, pp. 1 -30.
  68. 76 Z. Yang and W. Pan, Enzyme Microb. Technol. , 2005, 37 , 19 -28.
  69. 77 F. van Rantwijk and R. A. Sheldon, Chem. Rev. , 2007, 107 , 2757 -2785.
  70. 78 S. Klembt, S. Dreyer, M. Eckstein and U. Kragl, Ionic Liquids in Synthesis , Wiley-VCH Verlag GmbH & Co. KGaA, 2008, pp. 641 -661.
  71. 79 H. Weingartner, C. Cabrele and C. Herrmann, Phys. Chem. Chem. Phys. , 2012, 14 , 415 -426.
  72. 80 D. Lindberg, M. de la Fuente Revenga and M. Widersten, J. Biotechnol. , 2010, 147 , 169 -171.
  73. 81 H. Zhao, G. A. Baker and S. Holmes, J. Mol. Catal. B: Enzym. , 2011, 72 , 163 -167.
  74. 82 H. Zhao, G. A. Baker and S. Holmes, Org. Biomol. Chem. , 2011, 9 , 1908 -1916.
  75. 83 B. N. Borse, V . S. Borude and S. R. Shukla, Curr. Chem. Lett. , 2012, 1 , 47 -58.
  76. 84 H. G. Morrison, C. C. Sun and S. Neervannan, Int. J. Pharm. , 2009, 378 , 136 -139.
  77. 85 E. R. Parnham, E. A. Drylie, P. S. Wheatley, A. M. Z. Slawin and R. E. Morris, Angew. Chem., Int. Ed. , 2006, 45 , 4962 -4966.
  78. 86 C.-Y . Sheu, S.-F. Lee and K.-H. Lii, Inorg. Chem. , 2006, 45 , 1891 -1893.
  79. 87 A. C. Martins, R. Fernandez-Felisbino and L. A. M. Ruotolo, Microporous Mesoporous Mater. , 2012, 149 , 55 -59.
  80. 88 J.-H. Liao, P.-C. Wu and Y.-H. Bai, Inorg. Chem. Commun. , 2005, 8 , 390 -392.
  81. 89 C.-P . Tsao, C.-Y . Sheu, N. Nguyen and K.-H. Lii, Inorg. Chem. , 2006, 45 , 6361 -6364.
  82. 90 S.-M. Wang, W.-L. Chen, E.-B. Wang, Y .-G. Li, X.-J. Feng and L. Liu, Inorg. Chem. Commun. , 2010, 13 , 972 -975.
  83. 91 E. R. Cooper, C. D. Andrews, P . S. Wheatley, P . B. Webb, P . Wormald and R. E. Morris, Nature , 2004, 430 , 1012 -1016.
  84. 92 J. Zhang, T. Wu, S. M. Chen, P . Y . Feng and X. H. Bu, Angew. Chem., Int. Ed. , 2009, 48 , 3486 -3490.
  85. 93 I. Mamajanov, A. E. Engelhart, H. D. Bean and N. V. Hud, Angew. Chem., Int. Ed. , 2010, 49 , 6310 -6314.
  86. 94 Q. Zhang, M. Benoit, K. De Oliveira Vigier, J. Barrault and F. Jérôme, Chem. -Eur. J. , 2012, 18 , 1043 -1046.
  87. 95 H. Garcia, R. Ferreira, M. Petkovic, J. L. Ferguson, M. C. Leitao, H. Q. N. Gunaratne, K. R. Seddon, L. P . N. Rebelo and C. S. Pereira, Green Chem. , 2010, 12 , 367 -369.

Authors
Ruß, C., & König, B.
Affiliations
University of Regensburg (DE)
Corresponding author
König, Burkhard
ORCID
König, Burkhard
Venue
Green Chemistry
Publisher
Royal Society of Chemistry (RSC)
Published
2012
Volume
14
Issue
11
Pages
2969
ISSN
  • 1463-9262 (ISSN-L)
  • 1463-9270
DOI
10.1039/c2gc36005e
OpenAlex
W2088378399
Cited by
654
References
83
Citations by year
2026: 19 · 2025: 42 · 2024: 36 · 2023: 27 · 2022: 57 · 2021: 48 · 2020: 66 · 2019: 73 · 2018: 55 · 2017: 65 · 2016: 46 · 2015: 57 · 2014: 41 · 2013: 22
FWCI
16.55
Type
journal article
Language
en
Open access
Locations
  • Green Chemistry (publishedVersion)
  • University of Regensburg Publication Server (University of Regensburg) (acceptedVersion)
  • University of Regensburg Publication Server (University of Regensburg)
Topics
  • Physical Sciences › Chemical Engineering › Catalysis › Ionic liquids properties and applications
  • Physical Sciences › Chemistry › Organic Chemistry › Multicomponent Synthesis of Heterocycles
  • Physical Sciences › Environmental Science › Environmental Chemistry › Chemistry and Chemical Engineering
Keywords
deep eutectic solvents, ionic liquids, green solvents, physicochemical properties, organic synthesis, biotransformation, solvent replacement

About these checks

Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.

Statistics and arithmetic are recomputed, not judged.

Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.

What counts as a claim ›How we measure confidence ›How we check this ›

Are you an author, or do you see a problem with this page? Request a review