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Dicyclohexylcarbodiimide : ウィキペディア英語版
N,N'-Dicyclohexylcarbodiimide

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''N,N'''-Dicyclohexylcarbodiimide is an organic compound with the chemical formula C13H22N2 whose primary use is to couple amino acids during artificial peptide synthesis. Under standard conditions, it exists in the form of white crystals with a heavy, sweet odor. The low melting point of this material allows it to be melted for easy handling. It is highly soluble in dichloromethane, tetrahydrofuran, acetonitrile and dimethylformamide, but insoluble in water. The compound is often abbreviated DCC.
==Structure and spectroscopy==
The C-N=C=N-C core of carbodiimides (N=C=N) is linear, being related to the structure of allene. Three principal resonance structures describe carbodiimides:
:RN=C=NR ↔ RN+≡C-NR ↔ RN-C≡N+R
The N=C=N moiety gives characteristic IR spectroscopic signature at 2117 cm−1.〔 The 15N NMR spectrum shows a characteristic shift of 275.0 ppm upfield of nitric acid and the 13C NMR spectrum features a peak at about 139 ppm downfield from TMS.〔


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