36650

DCC

≥99.0% (GC), for peptide synthesis

• Synonyme(s) : N,N′-Dicyclohexylcarbodiimide
• Formule linéaire : C₆H₁₁N=C=NC₆H₁₁
• Numéro CAS: 538-75-0
• Poids moléculaire : 206.33
• Numéro Beilstein : 610662
• Numéro CE : 208-704-1
• Numéro MDL: MFCD00011659
• Code UNSPSC : 12352000
• ID de substance PubChem : 329755430
• Nomenclature NACRES : NA.22

Propriétés

• product name: DCC, puriss., ≥99.0% (GC)
• Qualité: puriss.
• Niveau de qualité: 200
• Pureté: ≥99.0% (GC)
• Forme: solid
• Capacité de réaction: reaction type: Coupling Reactions
• Point d'ébullition: 122-124 °C/6 mmHg (lit.)
• Pf: 32.0-37.0 °C; 34-35 °C (lit.)
• Solubilité: methylene chloride: 0.1 g/mL, clear, colorless
• Application(s): peptide synthesis
• Chaîne 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
• Clé InChI: QOSSAOTZNIDXMA-UHFFFAOYSA-N
• Informations sur le gène: human ... EPHX2(2053) ; mouse ... Ephx2(13850)

Description

Description générale

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).

Application

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.

Autres remarques

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

Informations sur la sécurité

• Pictogrammes: GHS06,GHS05
• Mention d'avertissement: Danger
• Mentions de danger: H302,H311,H317,H318
• Conseils de prudence: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338
• Classification des risques: Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1
• Code de la classe de stockage: 6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 235.4 °F - closed cup
• Point d'éclair (°C): 113 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges