36650

DCC

≥99.0% (GC), for peptide synthesis

• Sinónimos: N,N′-Dicyclohexylcarbodiimide
• Fórmula lineal: C₆H₁₁N=C=NC₆H₁₁
• Número de CAS: 538-75-0
• Peso molecular: 206.33
• Beilstein: 610662
• Número CE: 208-704-1
• Número MDL: MFCD00011659
• Código UNSPSC: 12352000
• ID de la sustancia en PubChem: 329755430
• NACRES: NA.22

Propiedades

• Nombre del producto: DCC, puriss., ≥99.0% (GC)
• grado: puriss.
• Nivel de calidad: 200
• Ensayo: ≥99.0% (GC)
• Formulario: solid
• idoneidad de la reacción: reaction type: Coupling Reactions
• bp: 122-124 °C/6 mmHg (lit.)
• mp: 32.0-37.0 °C; 34-35 °C (lit.)
• solubilidad: methylene chloride: 0.1 g/mL, clear, colorless
• aplicaciones: peptide synthesis
• cadena SMILES: 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
• Clave InChI: QOSSAOTZNIDXMA-UHFFFAOYSA-N
• Información sobre el gen: human ... EPHX2(2053) ; mouse ... Ephx2(13850)

Descripción

Descripción general

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).

Aplicación

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.

Otras notas

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

Información de seguridad

• Pictogramas: GHS06,GHS05
• Palabra de señalización: Danger
• Frases de peligro: H302,H311,H317,H318
• Consejos de prudencia: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338
• Clasificaciones de peligro: Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1
• Código de clase de almacenamiento: 6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): 235.4 °F - closed cup
• Punto de inflamabilidad (°C): 113 °C - closed cup
• Equipo de protección personal: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges