Abstract
Hydrotropes are a class of amphiphilic molecules that significantly increase the solubility of organic compounds in water. However, it cannot form well-organized structures, such as micelles by surfactants. Hydrotropes are extremely water-soluble surface-active organic salts which increase the solubility of practically insoluble or sparingly soluble organic compounds in water by almost 200 times. The fundamental physico-chemical properties of hydrotropes, hydrotropic mechanism, and interactions of the compounds with hydrotropes are well elaborated earlier. However, the use of hydrotropes in organic transformation fascinated new attention. This is the first review which explores various organic transformations comprising utilization hydrotropes.
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C-J Li, P. T. Anastas, W. Leitner, P. G. Jessop, P. Wasserscheid, A. Stark, Wiley-Vch, R. H. Crabtree, “Green Solvents (1st Edition) Reactions in Water (Handbook of Green Chemistry)” Published 2013 by Wiley-Vch, ISBN-13: 978–3–527–32591–7, ISBN: 3–527–32591–3.
B.A. de Marco, B.S. Rechelo, E.G. Tótoli, A.C. Kogawa, H.R.N. Salgado, Saudi Pharm. J. 27(1), 1 (2019)
Y.S. Kurniawan, K.T.A. Priyangga, P.A. Krisbiantoro, A.C. Imawan, J. Multidiscip. Appl. Nat. Sci. 1(1), 1 (2021)
P. Anastas, N. Eghbali, Chem. Soc. Rev. 29, 301 (2020)
P. Hauk, J. Wencel-Delord, L. Ackermann, P. Walde, F. Gallou, Curr Opin Colloid Interface Sci 56, 101506 (2021)
S. Marc-Olivier, L. Chao-Jun, Chem. Soc. Rev. 41, 1415 (2012)
P. Verma, S. Chauhan, V. Singh, S. Singh, V. Srivastav, Urea hydrogen peroxide-initiated synthesis of pyranopyrazoles through oxidative coupling under base- and metal-free conditions by physical grinding method. Mol. Divers. (2021).
B.D. de Greñu, J. Torres, J. García-González, S. Muñoz-Pina, R. de Los-Reyes, A.M. Costero, P. Amorós, J.V. Ros-Lis, Chem. Sus. Chem. 14(1), 208 (2021)
H. de Bitencourt-Rodrigues, J.O. de Brito-Lira, N. Padoin, C. Soares, A. Qurashi, N. Ahmed, ACS Sus. Chem. Eng. 9(29), 9590 (2021)
G. Brahmachari, N. Nayek, M. Mandal, A. Bhowmick, I. Karmakar, Curr. Org. Chem. 25(13), 1539 (2021)
L. Buglioni, F. Raymenants, A. Slattery, S.D.A. Zondag, T. Noël, Chem. Rev. 122, 2752 (2021)
J. Jiao, W. Nie, T. Yu, F. Yang, Q. Zhang, F. Aihemaiti, T. Yang, X. Liu, J. Wang, P. Li, Chem. Eur. J. 27(15), 4817 (2021)
Philip Ball, “Life's Matrix: A Biography of Water” published by Farrar Straus & Giroux, (2000); ISBN-10: 0374186286.; ISBN-13: 978–0374186289.
V. Dhapte, P. Mehta, Petersb. Polytech. Univ. J.: Phys. Math. 1(4), 424 (2015)
K. Nidhi, S. Indrajeet, M. Khushboo, K. Gauri, D. Jyoti Sen, Int. J. Drug Dev. Res. 3(2), 26 (2011)
G.D. Gupta, S. Jain, N.K. Jain, Pharmazie 52, 709 (1997)
A. Matero, Handbook of applied surface and colloide chemistry, Vol.1, K. Holmberg, ed., (Wiley-VCH, New York, 2002), p. 407. ISBN: 978-0-471-49083-8.
X. Chen, J.C. Micheau, J. Colloid Interface Sci. 249(1), 172179 (2002)
Y. Ma, R.A. Woltornist, R.F. Algera, D.B. Collum, J. Am. Chem. Soc. 143(33), 13370 (2021)
R. Noyori, Chem. Rev. 99, 353 (1999)
P. G. Jessop, W. Leitner, Chemical synthesis using supercritical fluids 1st edn, (Wiley-Vch 1999). ISBN-13: 978–3–527–29605–7, ISBN: 3–527–29605–0.
P. T. Anastas, P. Wasserscheid, A. Stark, W. Leitner, P. G. Jessop, C-J Li, W. Stark, Handbook of green chemistry, green solvents, ionic liquids, 1st edn, (Wiley-Vch 2013). ISBN-13: 978–3–527–32592–4, ISBN: 3–527–32592–1.
A. Jordan, C.G.J. Hall, L.R. Thorp, H.F. Sneddon, Chem. Rev. 122, 6749 (2022)
C. Neuberg, Biochem. Z. 76(1), 107 (1916)
W. Kunz, K. Holmberg, T. Zemb, Curr. Opin. Colloid Interface Sci. 22, 99 (2016)
J. Mehringer, E. Hofmann, D. Touraud, S. Koltzenburg, M. Kellermeier, W. Kunz, Phys. Chem. Chem. Phys. 23, 1381 (2021)
A.D. Patel, M.A. Desai, Rev. Chem. Eng. 1, 424 (2022)
F. Chemat, M.A. Vian, H.K. Ravi, B. Khadhraoui, S. Hilali, S. Perino, A.-S. Fabiano-Tixier, Molecules 24(16), 3007 (2019)
C.V. Subbarao, P.K. Chakravarthy, A.V.S.L. Sai Bharadwaj, K.M.M. Prasad, Chem. Eng. Technol. 35(2), 225 (2012)
M.S. Sheikh, N. Shafi, A.J. Khanam, K. Yusuf, A.A. Alothman, S.M. Wabaidur, J. Mol. Liq. 341, 116927 (2021)
M.A. Rub, N. Azum, J. Mol. Liq. 325, 114654 (2021)
M. Gradzielski, M. Duvail, P.M. de Molina, M. Simon, Y. Talmon, T. Zemb, Chem. Rev. 121(10), 5671 (2021)
B. Dikici, A. Kaminis, D. Stirnweis, L. Stollenwerk, Q. Jiang Viscosity and natural evaporation studies: aqueous solutions of surfactants and hydrotopes, in Proceedings of the ASME 2021 Heat Transfer Summer Conference collocated with the ASME 2021 15th International Conference on Energy Sustainability. ISBN: 978–0–7918–8487–4. ASME 2021 Heat Transfer Summer Conference. Virtual, Online. pp. 16–18, (2021). ASME
M. Hopkins-Hatzopoulos, J. Eastoe, P.J. Dowding, S.E. Rogers, R. Heenan, R. Dyer, Langmuir 27(20), 12346 (2021)
R. Paul, K.G. Chattaraj, S. Paul, Langmuir 37(16), 4745 (2021)
J.Y. Kim, S. Kim, M. Papp, K. Park, R. Pinal, J. Pharm. Sci 99, 3953 (2010)
M. Becker, D. Rentsch, D. Reber, A. Aribia, C. Battaglia, R.-S. Kühnel, Angew. Chem. 60(25), 14100 (2021)
K. Soni, K. Sharma, Indian J. Sci. Technol. 14(28), 2337 (2021)
B.K. Roy, S.P. Moulik, Curr. Sci. 85(8), 1148 (2003)
S.E. Friberg, R.V. Lochhead, I. Blute, T. Wearnheim, J. Dispersion Sci. Technol. 25(3), 243 (2004)
T.K. Hodgdon, E.W. Kaler, Curr. Opin. Colloid Interface Sci. 12, 122 (2007)
J. Eastoe, M.H. Hatzopoulos, P.J. Dowding, Soft Matter 7, 5917 (2011)
R.C. da Silva, M. Spitzer, L.H.M. da Silva, W. Loh, Thermochim. Acta 328, 161 (1999)
S.E. Frieberg, M. Chiu, J. Dispersion Sci. Tech. 9(5–6), 443 (1988)
S.E. Frieberg, T.D. Flain, D.W. Osborne, Comum. J. Com. Esp. Deterg. 16, 57 (1985)
J. Mehringer, W. Kunz, Adv. Colloid Interface Sci. 294, 102476 (2021)
V.K. Jadhav, B.A. Dixit, N.S. Tavare, J. Chem. Eng. Data. 40(3), 669 (1995)
A.A. Rasool, A.A. Hussain, L.W. Dittert, J. Pharm. Sci. 80(4), 387 (1991)
A. Matero, Å. Mattsson, M. Svensson, J Surfactants Deterg 1, 485 (1998)
R. Breslow, in Structure and reactivity in aqueous solution–characterization of chemical and biological systems. ed. by C.H. Cramer, D.G. Truhlar (American Chemical Society, Washington, 1994), p. 291
W. Kunz, J. Henle, B.W. Ninham, Curr. Opin. Colloid Interface Sci. 9(1–2), 19 (2004)
F. Hofmeister, Archiv f. experiment. Pathol. u. Pharmakol 25, 1 (1988)
D. Balasubramanian, V. Svrinivas, V.G. Gaikar, M.M. Sharma, J. Phys. Chem. 93, 3865 (1989)
B.M. Khadilkar, V.G. Gaikar, A.A. Chitnavis, Terrahedron Lett. 36(44), 8083 (1995)
B.M. Khadilkar, V.R. Madyar, Org. Process. Res. Dev. 5, 452 (2001)
S. Chandratre, Z. Filmwala, J. Dispersion Sci. Technol. 28, 279 (2007)
G. Rashinkar, S. Kamble, A. Kumbhar, R. Salunkhe, Transition Met. Chem. 35, 185 (2010)
S. Kamble, G. Rashinkar, A. Kumbhar, K. Mote, R. Salunkhe, Arch. Appl. Sci. Res. 2(2), 217 (2010)
S. Kamble, G. Rashinkar, A. Kumbhar, R. Salunkhe, Synth. Commun. 42, 756 (2012)
S. Kamble, G. Rashinkar, A. Kumbhar, M. Barge, R. Salunkhe, Ultrson. Sonochem. 19(4), 812 (2012)
S. Kamble, G. Rashinkar, A. Kumbhar, S. Pore, R. Salunkhe, Green Chem. Lett. Rev. 5, 101 (2012)
A. Kumbhar, S. Kamble, M. Barge, G. Rashinkar, R. Salunkhe, Tetrahedron Lett. 53(22), 2756 (2012)
M. Barge, S. Kamble, A. Kumbhar, G. Rashinkar, R. Salunkhe, Monatsh. Chem. 144, 1213 (2013)
A. Patil, S. Kamble, G. Rashinkar, R. Salunkhe, Chem. Sci. Rev. Lett. 3(10), 214 (2014)
A. Patil, M. Barge, G. Rashinkar, R. Salunkhe, Mol. Divers. 19, 435 (2015)
S. Kamble, A. Kumbhar, S. Jadhav, R. Salunkhe, Mater. Today: Proc. 2, 1792 (2015)
S.N. Jadhav, A.S. Kumbhar, C.V. Rode, R.S. Salunkhe, Green Chem. 18(7), 1898 (2016)
S.R. Kamat, R.S. Salunkhe, P.B. Choudhari, R.P. Dhavale, A.H. Mane, T.R. Lohar, Res. Chem. Intermed. 44(2), 1351 (2018)
A. Patil, A. Mane, S. Kamat, T. Lohar, R. Salunkhe, Res Chem Intermed. 45, 3441 (2019)
B. Shinde, S. Kamble, P. Gaikwad, P.V. Ghanwat, S. Tanpure, P. Pagare, B. Karale, A. Burungale, Res Chem Intermed. 44, 3097 (2018)
B. Shinde, S.B. Kamble, D.M. Pore, P. Gosavi, A. Gaikwad, H.S. Jadhav, B.K. Karale, A.S. Burungale, Chem. Select 3(46), 13197 (2018)
A. Sapkal, S. Kamble, J. Heterocycl. Chem. 57(10), 3597 (2020)
S.R. Attar, B. Shinde, S.B. Kamble, Res. Chem. Intermed. 46, 4723 (2020)
B. Shinde, S. Kamble, H. Jadhav, P. Mane, K. Khude, H. Kim, B. Karale, A. Burungale, Res. Chem. Intermed. 47, 1221 (2021)
P. Gaikwad, S. Kamble, Curr. Opin. Green Sustain. Chem. 3, 100014 (2020)
S. Patil, P. Sharma, S. Kamble, J. Chem. Chemical Sci. 11(8), 83 (2021)
S. Kamat, A. Mane, A. Patil, T. Lohar, R. Salunkhe, J. Seybold Report 15(8), 2124 (2020)
Y.M. Indi, A.H. Mane, P.B. Pawar, S.R. Kamat, Asian Dyer 18(4), 50 (2021)
A. Kumbhar, D. Kanase, S. Mohite, R. Salunkhe, T. Lohar, Res. Chem. Intermed. 47, 2263 (2021)
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We gratefully acknowledge the Department of Textiles, D.K.T.E. S’s Textile and Engineering Institute, Ichalkaranji, 416 115 M. S., India, for granting us to do the research work and supply the necessary belongings every time.
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Kamat, S., Indi, Y., Kumbhar, A. et al. An aqueous hydrotropic solution as environmentally benign reaction medium for organic transformations: a short review. Res Chem Intermed 48, 3223–3245 (2022). https://doi.org/10.1007/s11164-022-04761-2
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DOI: https://doi.org/10.1007/s11164-022-04761-2