diisopropyl-carbodiimide, CAS No. 693-13-0

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693-13-0

Catalog No. EBD31963

CAS 693-13-0

Name diisopropyl-carbodiimide

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Basic Information

Synonyms: PCI N,N'-Methanetetraylbis(2-propanamine) N,N'-Diisopropylcarbodiimide N,N'-Methanetetraylbis(1-methylethylamine) N,N-Diisopropylcarbodiimide Carbodiimide,diisopropyl- diisopropyl-carbodiimid Diisopropylcarbodiimide 1,3-Diisopropylcarbodiimide N,N'-dipropan-2-ylcarbodiimide (E)-dipropan-2-yldiazene N,N′-Diisopropylcarbodiimide diisopropyl-carbodiimide DIPCDI

Molecular Formula: C7H14N2

Molecular Weight: 126.2

MDL Number: MFCD00065689

Categories: Synthetic Chemistry > Basic Synthetic Reagents > Condensation Reagents Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

1,3-Diisopropylcarbodiimide (DIC) is an organic compound with the formula (i-PrN)₂C. It is a colorless to pale yellow liquid with a pungent odor, widely recognized as a versatile and efficient coupling reagent in organic synthesis, particularly in peptide chemistry. Its primary application is as a dehydrating agent for the formation of amide bonds, especially in solid-phase peptide synthesis (SPPS). DIC, often used in conjunction with additives like 1-hydroxybenzotriazole (HOBt) or Oxyma Pure, activates carboxylic acids to form O-acylisourea intermediates, facilitating coupling with amines. Compared to other carbodiimides like DCC, DIC is favored because its byproduct, N,N'-diisopropylurea, is soluble in many organic solvents and can be easily removed, simplifying purification. Beyond peptide synthesis, DIC is also employed in the synthesis of esters, anhydrides, and other compounds requiring dehydration conditions. It is a key reagent in the preparation of various pharmaceuticals and bioactive molecules. Handling requires caution as it is a lachrymator, a skin and respiratory irritant, and moisture-sensitive.

Physical Properties

Melting Point: 210-2120C (dec)

Boiling Point: 145-148 °C(lit.)

Flash Point: 93 °F

Density: 0.815 g/mL at 20 °C(lit.)

Refractivity: n20/D 1.433(lit.)

Storage: 2-8°C

Safety Information

Packing Level: II

Hazard Category: 3(6.1)

Transport Codes: 2929

Analytical Data

Appearance: Colorless to pale yellow liquid