Subscribe to our Newsletter and get informed about new publication regulary and special discounts for subscribers!

ILCPA > ILCPA Volume 45 > Synthesis, Thermal and Crystallographic Analysis...
< Back to Volume

Synthesis, Thermal and Crystallographic Analysis of 1,1’-diylbis(2-Methyl-4-Phenylene)bis(2-Nitrobenzoate)Cyclohexane

Full Text PDF


The crystal structure of 1,1’-diylbis (2-methyl-4-phenylene) bis (2-nitrobenzoate) cyclohexane (NBM-2) has been determined by X-ray crystallographic technique. Single crystals were grown by slow evaporation technique. NBM-2 crystallized in the triclinic crystal lattice having space group P-1. Both the phenyl rings are perpendicular to the cyclohexane ring having chair conformation. NBM-2 showed both inter-and intramolecular interactions. The structure of NBM-2 has also been supported by FT-IR, 1HNMR, 13C NMR, MS techniques. The thermal behaviour of NBM-2 were studied by TGA and DSC techniques at heating rate of 10°C min-1 in nitrogen atmosphere. Thermal stability and kinetic parameters were determined according to Anderson-Freeman method and discussed.


International Letters of Chemistry, Physics and Astronomy (Volume 45)
B. B. Dhaduk et al., "Synthesis, Thermal and Crystallographic Analysis of 1,1’-diylbis(2-Methyl-4-Phenylene)bis(2-Nitrobenzoate)Cyclohexane", International Letters of Chemistry, Physics and Astronomy, Vol. 45, pp. 32-41, 2015
Online since:
January 2015

H.A. Wittcoff, B.G. Reuben, J.S. Plotkin, Industrial Organic Chemicals. John Wiley & Sons, Hoboken, New Jersey, (2004).

H.G. Franck, Industrial Aromatic Chemistry: Raw Materials, Processes, and Products. Springer, Heidelberg, (1988).

N.A. Karmishina, E.N. Rodlovskaya, B.A. Izmailov, V.A. Vasnev, M.I. Buzin, Synthesis and fungicidal properties of new bisphenol containing oligo organsiloxanes, Russ. J. App. Chem. 85 (2012) 674−677.

N. Nahid, M. Zuffeqar, A. Hasnain, S. Hasnain S, Synthesis, spectral, and antibacterial screening studies of chelating polymers of bisphenol-A-formaldehyde resin bearing barbituric acid, J. Coord. Chem. 63 (2010) 273-281.

R. Amorati, M. Lucarini, V. Mugnaini, G.F. Pedulli, Antioxidant activity of obisphenols: the role of intermolecular hydrogen bonding, J. Org. Chem. 68 (2003) 5198-5204.

K. Sumoto, N. Mibu, K. Yokomizo, M. Uyeda, Synthesis of 2, 2-dihydroxybisphenols and antiviral activity of some bisphenol derivatives. Chem. Pharma. Bull. 52 (2002) 298-300.

K. Ohta, T. Ogawa, Y. Endo, Estrogenic activity of β-fluorinated o-carborane-1, 2bisphenol synthesized via SNAr reaction, Bioorg. Med. Chem. Lett. 22 (2012) 47284730.

F. Toda, K. Tanaka, T. Hyoda, T. Mak, Design of a new host compound, 2, 2-di(phydroxyphenyl)propane, and crystal structure of its 1: 1 complex with methylhydrazine, Chem. Lett. 17 (1988) 107-110.

M.R. Caira, A. Horne, L.R. Nassimbeni, F. Toda, Inclusion and separation of lutidine isomers by a diol host compound, Supramol. Chem. 9 (1998) 231-237.

F. Toda, S. Aoki, Y. Sugio, T. Hachiya, Sepaeration of m- and p- ethylphenols, and of 2, 4- and 2, 5-dimethylphenols by inclusion complexation with 1, 1-bis(phydroxyphenyl)cyclohexane as host compound, Supramol. Chem. 16 (2004) 181-183.

A.N. Sokolov, L.R. MacGillivray, Supramolecular ladders: self-assembly fintium to adfintium, Cryst. Growth. Des. 6 (2006) 2615-2624.

S. Aitipamula, A. Nangia, Guest-induced supramolecular isomerism in inclusion complexes of T-shaped host 4, 4-bis(4'-hydroxyphenyl)cyclohexanone, Chem. Eur. J. 11 (2005) 6727-6742.

G.R. Desiraju, On the presence of multiple molecules in the crystal asymmetric unit (Z' > 1), Cryst. Eng. Comm. 9 (2007) 91-92.

J.W. Steed, Should solid-state molecular packing have to obey the rules of crystallographic symmetry?, Cryst. Eng. Comm. 5 (2003) 169-179.

G.S. McGrady, M. Odlyha, P.D. Prince, J.W. Steed, Why do polymorphs form? A single crystal phase transformation from weak dipolar interactions to a sixfold phenyl embrace, Cryst. Eng. Comm. 4 (2002) 271-276.

H. Gao, J.A. Katzenellenbogen, R. Garg, C. Hansch, Comparative QSAR analysis of estrogen receptor ligands, Chem. Rev. 99 (1999) 723-744.

R.J. Sarma, J.B. Baruah, Supramolecular and Host−guest chemistry of bisphenol and analogues, Cryst. Growth. Des. 7 (2007) 989-1000.

A.I. Vogel, A.R. Tatchell, B.S. Furnis, A.J. Hannaford, P.W.G. Smith, Vogel's Text book of Practical Organic Chemistry (5th Edition). Addison Wesley Longman Ltd, U. K, (1998).

M.V. Rao, A.J. Rojivadia, P.H. Parsania, H.H. Parekh, A convenient method for the preparation of bisphenols. J. Ind. Chem. Soc. 64 (1987) 758-759.

B. Burja, M. Kocevar, S. Polanc, A simple approach to pyrazol-3-ones via diazenes, Tetrahedron 65 (2009) 8690-8696.

Rigaku Corporation, Crystal Clear Software User's Guide, Molecular Structure Corporation, (1999).

G.M. Sheldrick, A short history of SHELX, Acta. Cryst. A. 64 (2008) 112-122.

K. Yoshizawa, S. Toyota, F. Toda, M. Kato, I. Csoregh, A new organic zeolite created by molecular aggregation of 1, 1-bis(3, 4-dihydroxyphenyl)cyclohexane in the solid state, Crys. Eng. Comm. 9 (2007) 786-792.

D.A. Anderson, E.S. Freeman, Kinetics of the thermal degradation of polystyrene and polyethylene, J. Poly. Sci. 54 (1961) 253-260.

S.B. Koradiya, P.P. Adroja, R.Y. Ghumara, J.P. Patel, P.H. Parsania, Curing, spectral and thermal study of epoxy resin of bisphenol-C and its polyester polyols based polyurethanes, Poly. Plast. Techno. Eng. 51(2012) 1545-1549.

V.K. Aghera, P.H. Parsania, Effect of substituents on thermal behaviour of some symmetric double schiff 's bases containing a cardo group, J. Sci. Ind. Res. 67 (2008) 1083-1087. ( Received 28 December 2014; accepted 12 January 2015 ).

Show More Hide
Cited By:
This article has no citations.