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D80002 Sigma-Aldrich

DCC

99%

Synonym: N,N′-Dicyclohexylcarbodiimide

  • CAS Number 538-75-0

  • Linear Formula C6H11N=C=NC6H11

  • Molecular Weight 206.33

  •  Beilstein/REAXYS Number 610662

  •  EC Number 208-704-1

  •  MDL number MFCD00011659

  •  PubChem Substance ID 24894174

  •  NACRES NA.22

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Properties

Related Categories Carbodiimides, Chemical Synthesis, Coupling, Synthetic Reagents
assay   99%
bp   122-124 °C/6 mmHg (lit.)
mp   34-35 °C (lit.)
SMILES string   C1CCC(CC1)N=C=NC2CCCCC2
InChI   1S/C13H22N2/c1-3-7-12(8-4-1)14-11-15-13-9-5-2-6-10-13/h12-13H,1-10H2
InChI key   QOSSAOTZNIDXMA-UHFFFAOYSA-N
Gene Information   human ... EPHX2(2053)
mouse ... Ephx2(13850)

Description

General description

DCC is the acronym for N,N′-dicyclohexylcarbodiimide. In peptide synthesis, it is utilized for the activation of carboxyl group. The structure of DCC has been analyzed based on IR and Raman spectral data. It mediates the esterification of poly(vinyl alcohol) with free levulinic acid to form poly(vinyl alcohol-co-vinyl levulinate).

Application

DCC has been used in the preparation of titanate nanotubes-phthalocyanine(TiONts-Pc) nanohybrids and 7-((tert-butyldimethylsilyl)oxy)hepta-2,4-diyn-1-yl propynoate.

DCC may be used to promote the esterification of
7-((tert-butyldimethylsilyl)oxy)hepta-2,4-diyn-1-ol with propiolic acid to form 7-((tert-butyldimethylsilyl)oxy)hepta-2,4-diyn-1-yl propynoate.
It can also used to synthesize:
• 1,3-Thiazetedine derivatives via [2+2] cycloaddition with 2-phenylethenyl- and 2-(4-nitrophenyl)ethenyl isothiocyanates.
• 1,3,5-Oxadiazine-4-thiones via [4+2] cycloaddition with benzoyl isothiocyanates.
• Sterically hindered 1,3,4-oxadiazole derivatives by reacting with (N-isocyanimino)triphenylphosphorane in the presence of aromatic (or heteroaromatic) carboxylic acids.

Packaging

1 kg in poly bottle

25, 100, 500 g in poly bottle

5, 15, 18 kg in poly drum

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
RTECS 
FF2160000
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C
Protocols & Articles

Articles

Carbodiimides

Carbodiimide-mediated peptide coupling remains to the most frequently used technique. As a major advantage, carbodiimides do not require prior activation of the carboxylic acid. Dicyclohexylcarbodiim...
Matthias Junkers
Aldrich ChemFiles 2007, 7.2, 5.
Keywords: Cyclizations, Peptide synthesis, Solid phase peptide synthesis

Properties and Applications of Functionalized Graphene Oxide

1Claremont University, Keck Graduate Institute, School of Applied Life Sciences Claremont, CA 91711, USA 2Keck Science Department, Claremont McKenna College, Claremont, CA, 91711, USA 3Keck Science D...
Keywords: Adsorption, Amidations, Antibiotics, Antimicrobials, Bacterial conjugations, Cancer, Catalysis, Cell culture, Centrifugation, Clinical, Derivatizations, Detection methods, Diagnostic, Environmental, Esterifications, Filtration, Gas chromatography, Nanoelectronics, Nanomaterials, Nucleic acid denaturation, Nucleic acid hybridization, Nucleophilic additions, Oxidations, Polymerization reactions, Purification, Redox Reactions, Reductions, SN2 reaction, Semiconductor, Separation, Solar cells, Solvents, transformation

Peer-Reviewed Papers
15

References

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