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N,N'-Dicyclohexylcarbodiimide CAS 538-75-0

dicyclohexylcarbodiimide (DCC) is also used for the synthesis and dehydration of amikacin and amino acids. it is a good low-temperature biochemical dehydrating agent and is also used for the synthesis of acids, anhydrides, aldehydes, ketones, etc. In Japan, dehydrating agents used for glutathione account for 90% of total consumption. When the product is used as a dehydration and condensing agent, it can be reacted in a short time at room temperature, and the product after the reaction is dicyclohexylurea.
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Product Description


N,N'-Dicyclohexylcarbodiimide (DCC) is a widely used reagent in organic chemistry, known for its role as a dehydration and condensing agent. It is commonly used in biochemical and organic synthesis reactions, particularly for the formation of amide bonds. Its key applications include peptide and nucleic acid synthesis, making it an indispensable tool in pharmaceutical and biotechnology industries. DCC is also employed in the synthesis and dehydration of various compounds like amikacin, amino acids, acids, anhydrides, aldehydes, and ketones. The reagent plays a significant role in enhancing reaction efficiency by activating carboxyl groups, thus promoting bond formation in the reaction process.

DCC is a colorless or pale yellow liquid that remains stable under normal conditions. Its versatility extends across numerous fields, including the synthesis of antibiotics and other pharmaceuticals, due to its effective catalytic properties. It can also be utilized for the production of various other organic compounds, demonstrating its importance in both industrial and laboratory settings.


Product Name N,N'-Dicyclohexylcarbodiimide
Synonyms DCC; Dicyclohexyl CARBODIMIDE; Dicyclohexylcarbodiimide; N,N'-Dicyclohexyl carbodiimide; N,N'-Dicyclohexylcarbodimide; N,N'-diphenylcarbodiimide; N,N-dicyclohexylcarbodiimide; N,N-dicyclohexyl carbodiimide; N,N'-dicyclohexyl carbodimide
Molecular Formula C13H22N2
Molecular Weight 206.33
CAS Registry Number 538-75-0
Molecular Structure N,N-Dicyclohexylcarbodiimide
Product Application Used as a biochemical reagent and organic synthesis dehydrating condensing agent.



Chemical Properties


N,N'-Dicyclohexylcarbodiimide (DCC) is a colorless to pale yellow liquid with a molecular formula of C13H22N2 and a molecular weight of 206.33 g/mol. It has a density of 1.247 g/mL, indicating its heavier nature compared to water, and it has a melting point of 34-35°C. At elevated temperatures, DCC demonstrates a boiling point range between 122-124°C, making it suitable for various synthesis reactions that require moderate heating. The flash point of DCC is 190°F, making it a stable compound under controlled conditions.

This compound is soluble in many organic solvents but is insoluble in water. Its stability allows it to be used in several chemical reactions without significant decomposition. However, DCC can polymerize and oxidize under certain conditions, highlighting the need for careful handling. This chemical's reactivity is enhanced when used as a dehydrating agent, effectively facilitating condensation reactions and the formation of amide bonds, which is particularly useful in peptide synthesis.


Product Advantages


  • Efficient Dehydrating Agent: DCC effectively promotes the dehydration of compounds, enabling quicker reactions at room temperature.

  • Versatile Application: It is widely used in the synthesis of peptides, nucleic acids, and antibiotics, with applications across pharmaceutical and biotechnology industries.

  • High Purity: DCC is available in its high-purity form, ensuring optimal performance in chemical reactions and improving yield.

  • Stable and Non-Flammable: With its stable nature, DCC is easy to store and handle, ensuring minimal risk of hazardous reactions when used with appropriate safety measures.

  • Wide Reactivity Spectrum: It is compatible with a broad range of organic solvents, making it versatile for various applications.


Production Usage


DCC is mainly used as a dehydration and condensation agent in organic synthesis and biochemical reactions.

It is especially effective in the synthesis of peptides and nucleic acids,

where it activates the carboxyl groups of amino acids and facilitates the formation of amide bonds.

It is also used for the synthesis and dehydration of amikacin, a type of antibiotic, and amino acids.

It can also synthesize acids, anhydrides, aldehydes, ketones, and other compounds.

It is widely used in the production of pharmaceuticals, such as hypertensives and cyclic adenosine monophosphate.


Safety and Storage


Although N,N'-Dicyclohexylcarbodiimide (DCC) is a versatile and powerful reagent, it requires proper handling to ensure safety. It has moderate toxicity and can irritate the respiratory system, eyes, and skin. Proper protective equipment, such as gloves, goggles, and lab coats, should be worn when handling DCC. It should be stored in a cool, dry place, away from heat and moisture, to prevent degradation and ensure the reagent's stability. When storing DCC, it is essential to keep it in tightly sealed containers to avoid exposure to air and moisture, which could lead to polymerization or oxidation.


FAQs


  1. What is the primary use of N,N'-Dicyclohexylcarbodiimide (DCC)?

    • DCC is primarily used as a dehydration and condensing agent in organic synthesis, particularly for peptide and nucleic acid synthesis.

  2. Can DCC be used in peptide synthesis?

    • Yes, DCC is widely used in peptide synthesis to activate carboxyl groups, facilitating the formation of amide bonds.

  3. What is the solubility of DCC?

    • DCC is soluble in organic solvents like acetone, ethanol, and ether but is insoluble in water.

  4. What are the safety precautions for handling DCC?

    • Protective gloves, goggles, and appropriate ventilation should be used when handling DCC to avoid irritation or exposure to its vapors.

  5. What is the flash point of DCC?

    • The flash point of DCC is 190°F, indicating it is flammable and should be handled with caution.

  6. How should DCC be stored?

    • DCC should be stored in a cool, dry place, away from heat, moisture, and direct sunlight to maintain stability and prevent decomposition.

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