538-75-0 Usage
Fire Hazard
Dicyclohexylcarbodiimide is probably combustible.
Air & Water Reactions
Sensitive to moisture.
Reactivity Profile
Dicyclohexylcarbodiimide is an imide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). Dicyclohexylcarbodiimide is incompatible with acids and oxidizing agents. Dicyclohexylcarbodiimide reacts with water.
Uses
In the synthesis of peptides.
Contact allergens
Used in peptide chemistry as a coupling reagent. It is
both an irritant and a sensitizer and has caused contact
dermatitis in pharmacists and chemists.
Purification Methods
It is sampled as a liquid after melting in warm H2O. It is sensitive to air, and it is a potent skin irritant. It can be distilled in a vacuum and is best stored in a tightly stoppered flask in a freezer. It is very soluble in CH2Cl2 and pyridine where the reaction product with H2O, after condensation, is dicyclohexyl urea which is insoluble and can be filtered off. Alternatively dissolve it in CH2Cl2, add powdered anhydrous MgSO4, shake for 4hours, filter, evaporate and distil at 0.6mm pressure and oil bath temperature of 145o. [Bodansky et al. Biochemical Preparations 10, 122 1963, Schmidt & Seefelder Justus Liebigs Ann Chem 571 83 1951, Schmidt et al. Justus Liebigs Ann Chem 612 11 1958, Beilstein 12 IV 72.]
Definition
ChEBI: A carbodiimide compound having a cyclohexyl substituent on both nitrogen atoms.
Chemical Properties
Colorless solid
General Description
White crystalline solid with a heavy sweet odor.
Uses
N,N'-Dicyclohexylcarbodiimide is a carbodiimide used to couple amino acids during peptide synthesis. N,N'-Dicyclohexylcarbodiimide is used as a dehydrating agent for the preparation of amides, ketones
, nitriles as well as in the inversion and esterification of secondary alcohols.
Uses
dicyclohexylcarbodiimide is used as a dehydrating agent at room temperature after a short reaction time, after the reaction product is dicyclohexylurea. the product is very small solubility in an organic solvent, so that easy separation of the reaction product.
Uses
This product is mainly used in amikacin, glutathione dehydrants, as well as in synthesis of acid anhydride, aldehyde, ketone, isocyanate; when it is used as dehydrating condensing agent, it reacts to dicyclohexylurea through short-time reaction under normal temperature.
This product can also be used in synthesis of peptide and nucleic acid. It is easy to use this product to react with compound of free carboxy and amino-group into peptide.
This product is widely used in medical, health, make-up and biological products, and other synthetic fields.
