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38370 Sigma-Aldrich

DIC

purum, ≥98.0% (GC)

Synonym: N,N′-Diisopropylcarbodiimide

  • CAS Number 693-13-0

  • Linear Formula (CH3)2CHN=C=NCH(CH3)2

  • Molecular Weight 126.20

  •  Beilstein Registry Number 878281

  •  EC Number 211-743-7

  •  MDL number MFCD00065689

  •  PubChem Substance ID 329755678

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Properties

Related Categories Carbodiimides, Chemical Biology, Chemical Synthesis, Coupling, Peptide Chemistry,
InChI Key   BDNKZNFMNDZQMI-UHFFFAOYSA-N
grade   purum
assay   ≥98.0% (GC)
refractive index   n20/D 1.433(lit.)
bp   145-148 °C(lit.)
density   0.815 g/mL at 20 °C(lit.)
  0.815 g/mL at 20 °C
Gene Information   human ... EPHX2(2053)
mouse ... Ephx2(13850)

Description

Application

Alternative to dicyclohexylcarbodiimide in peptide synthesis.

N,N′-Diisopropylcarbodiimide can be used:
• To synthesize lanthanide (Ln) guanidinate complexes via insertion of carbodiimide into the Ln-N bond of lanthanocene secondary amido complexes.
• To facilitate the cyclization of N-(β-Hydroxy)amides to form 2-oxazolines.
• To synthesize 1-isopropyl-2-alkoxycarbonyl-3-isopropyliminio-aziridine by reacting with alkyl diazoacetates in the presence of transition metal salts.

Safety & Documentation

Safety Information

Signal word 
Danger
Precautionary statements 
RIDADR 
UN 2929 3(6.1) / PGII
WGK Germany 
3
RTECS 
FF2175000
Flash Point(F) 
87.8 °F
Flash Point(C) 
31 °C

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Protocols & Articles

Articles

Coupling Reagents

In principle, the seemingly simple formation of a peptide bond can be accomplished using all the procedures available in organic chemistry for the synthesis of carboxylic acid amides. However, due to...
Matthias Junkers
Aldrich ChemFiles 2007, 7.2, 3.
Keywords: Acylations, Catalysis, Condensations, Dehydration reaction, Peptide synthesis, Racemizations, Solid phase peptide synthesis

Peer-Reviewed Papers
15

References

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901609 Diisopropylcarbodiimide solution, 1 M in dichloromethane
901594 Diisopropylcarbodiimide solution, 1 M in THF

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