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
• 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.[1] It mediates the esterification of poly(vinyl alcohol) with free levulinic acid to form poly(vinyl alcohol-co-vinyl levulinate).[2]

Application

Carboxy group activating reagent for peptide synthesis.[3]

DCC has been used in the preparation of titanate nanotubes-phthalocyanine(TiONts-Pc) nanohybrids[4] and 7-((tert-butyldimethylsilyl)oxy)hepta-2,4-diyn-1-yl propynoate.[5]

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.[6]
It can also used to synthesize:

• 1,3-Thiazetedine derivatives via [2+2] cycloaddition with 2-phenylethenyl- and 2-(4-nitrophenyl)ethenyl isothiocyanates.[7]
• 1,3,5-Oxadiazine-4-thiones via [4+2] cycloaddition with benzoyl isothiocyanates.[8]
• Sterically hindered 1,3,4-oxadiazole derivatives by reacting with (N-isocyanimino)triphenylphosphorane in the presence of aromatic (or heteroaromatic) carboxylic acids.[9]

Packaging

25, 100, 500 g in poly bottle

1 kg in poly bottle

5, 15, 18 kg in poly drum

Safety Information

• Pictograms: GHS05,GHS06
• Signal Word: Danger
• Hazard Statements: H302 - H311 - H317 - H318
• Precautionary Statements: P280 - P301 + P312 + P330 - P302 + P352 + P312 - P305 + P351 + P338 + P310
• 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