36650

N,N′-Dicyclohexylcarbodiimid

≥99.0% (GC), for peptide synthesis

• Synonym(e): DCC
• Lineare Formel: C₆H₁₁N=C=NC₆H₁₁
• CAS-Nummer: 538-75-0
• Molekulargewicht: 206.33
• Beilstein: 610662
• EG-Nummer: 208-704-1
• MDL-Nummer: MFCD00011659
• UNSPSC-Code: 12352000
• PubChem Substanz-ID: 329755430
• NACRES: NA.22

Eigenschaften

• product name: N,N′-Dicyclohexylcarbodiimid, puriss., ≥99.0% (GC)
• Qualität: puriss.
• Qualitätsniveau: 200
• Assay: ≥99.0% (GC)
• Form: solid
• Eignung der Reaktion: reaction type: Coupling Reactions
• bp: 122-124 °C/6 mmHg (lit.)
• mp (Schmelzpunkt): 32.0-37.0 °C; 34-35 °C (lit.)
• Löslichkeit: methylene chloride: 0.1 g/mL, clear, colorless
• Anwendung(en): peptide synthesis
• 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
• InChIKey: QOSSAOTZNIDXMA-UHFFFAOYSA-N
• Angaben zum Gen: human ... EPHX2(2053) ; mouse ... Ephx2(13850)

Beschreibung

Allgemeine Beschreibung

DCC is an organic compound widely used as a coupling reagent in peptide synthesis. It is also employed as an efficient dehydrating agent for the preparation of amides, esters, nitriles, and anhydrides. Alcohols can be converted into aldehydes and ketone by Moffatt oxidation reaction in the presence of DCC and dimethyl sulfoxide (DMSO).

Anwendung

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 may be 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 the presence of aromatic (or heteroaromatic) carboxylic acids.

Sonstige Hinweise

Coupling reagent, reagent for dehydrations etc. Modifies bovine heart mitochondrial transhydrogenase; Inhibition of F₁F₀-ATPase and other proton-translocating enzymes

Sicherheitshinweise

• Piktogramme: GHS06,GHS05
• Signalwort: Danger
• H-Sätze: H302,H311,H317,H318
• P-Sätze: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1
• Lagerklassenschlüssel: 6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): 235.4 °F - closed cup
• Flammpunkt (°C): 113 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges