D80002

DCC

99%

• Synonym(s): N,N′-Dicyclohexylcarbodiimide
• Linear Formula: C₆H₁₁N=C=NC₆H₁₁
• CAS Number: 538-75-0
• Molecular Weight: 206.33
• Beilstein: 610662
• EC Number: 208-704-1
• MDL number: MFCD00011659
• UNSPSC Code: 12352111
• PubChem Substance ID: 24894174
• NACRES: NA.22

Properties

• Quality Level: 200
• 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)

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

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.

Safety Information

• Pictograms: GHS05,GHS06
• Signal Word: Danger
• Hazard Statements: H302 - H311 - H317 - H318
• Precautionary Statements: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1
• Storage Class Code: 6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• WGK: WGK 3
• Flash Point(F): 235.4 °F - closed cup
• Flash Point(C): 113 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves