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D80002

Sigma-Aldrich

DCC

99%

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Synonym(s):
N,N′-Dicyclohexylcarbodiimide
Linear Formula:
C6H11N=C=NC6H11
CAS Number:
Molecular Weight:
206.33
Beilstein/REAXYS Number:
610662
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

solid

reaction suitability

reaction type: Coupling Reactions

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)

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1 of 4

This Item
366503791158.02954
vibrant-m

D80002

DCC

vibrant-m

36650

DCC

vibrant-m

379115

DCC

vibrant-m

8.02954

N,N′-Dicyclohexylcarbodiimide

reaction suitability

reaction type: Coupling Reactions

reaction suitability

reaction type: Coupling Reactions

reaction suitability

reaction type: Coupling Reactions

reaction suitability

reaction type: Coupling Reactions

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

mp

34-35 °C (lit.)

mp

32.0-37.0 °C, 34-35 °C (lit.)

mp

-

mp

35-36 °C

form

solid

form

solid

form

liquid

form

solid

bp

122-124 °C/6 mmHg (lit.)

bp

122-124 °C/6 mmHg (lit.)

bp

-

bp

148-152 °C/15 hPa

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

Carboxy group activating reagent for peptide synthesis.
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.

pictograms

CorrosionSkull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1

Storage Class

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Customers Also Viewed

Slide 1 of 1

1 of 1

Vibrational spectroscopy and DFT calculations of N,N'-dicyclohexylcarbodiimide.
Chowdhry BZ, et al.
Journal of Raman Spectroscopy, 42(2), 230-238 (2011)
Phthalocyanine-titanate nanotubes: a promising nanocarrier detectable by optical imaging in the so-called imaging window.
Paris J, et al.
Royal Society of Chemistry Advances, 5(9), 6315-6322 (2015)
Jones, J.
The Chemical Synthesis of Peptides, International Series of Monographs on Chemistry, 23 (1994)
Svenja Bockelmann et al.
The Journal of biological chemistry, 285(49), 38304-38314 (2010-10-05)
The macrolactone archazolid is a novel, highly specific V-ATPase inhibitor with an IC(50) value in the low nanomolar range. The binding site of archazolid is presumed to overlap with the binding site of the established plecomacrolide V-ATPase inhibitors bafilomycin and
N,N-dicyclohexylcarbodiimide assisted synthesis and characterization of poly (vinyl alcohol-co-vinyl levulinate).
Wang, YM, et al.
Polymer, 46(23), 9793-9802 (2005)

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