8.02954

N,N′-Dicyclohexylcarbodiimide

for peptide synthesis

• Sinonimo/i: N,N′-Dicyclohexylcarbodiimide, DCC
• Formula condensata: C(NC₆H₁₁)₂
• Numero CAS: 538-75-0
• Peso molecolare: 206.33
• Codice UNSPSC: 12352111
• Numero indice EU: 208-704-1
• NACRES: NA.22

Proprietà

• product name: N,N′-Dicyclohexylcarbodiimide, for synthesis
• Livello qualitativo: 200
• Forma fisica: solid
• Potenza: 1110 mg/kg LD₅₀, oral (Rat); 71 mg/kg LD₅₀, skin (Rat)
• Impiego in reazioni chimiche: reaction type: Coupling Reactions
• P. eboll.: 148-152 °C/15 hPa
• Punto di fusione: 35-36 °C
• Temp. transizione: flash point 113 °C
• Densità: 0.95 g/cm³ at 40 °C
• Densità bulk: 920 kg/m³
• applicazioni: peptide synthesis
• Temperatura di conservazione: 2-30°C
• InChI: 1S/C13H22N2/c1-3-7-12(8-4-1)14-11-15-13-9-5-2-6-10-13/h12-13H,1-10H2; QOSSAOTZNIDXMA-UHFFFAOYSA-N

Descrizione

Descrizione generale

N,N′-Dicyclohexylcarbodiimide (DCC) is a highly versatile dehydrating reagent with varied applications in organic chemistry. It is most frequently used as a coupling agent for the synthesis of amides, esters and thioesters from carboxylic acids and amines, alcohol and thiols, respectively. In peptide synthesis applications, DCC is used in conjunction with auxiliary nucleophiles such as Oxyma Pure and HOBt, to minimize side reactions such as racemization, N-acylurea or oxazolone formation. It is used as a dehydration reagent in the Moffatt oxidation of primary alcohols to aldehydes and in the conversion of amides to nitriles. The by-product of the dehydration reaction, dicyclohexylurea, is sparingly soluble in most reaction solvents and can be removed by filtration.

Applicazioni

Recent applications of N,N′-Dicyclohexylcarbodiimide include:

• The synthesis of optically pure N-acyl-N,N′-dicyclohexylureas.
• The activation of the carboxylic acid groups in aromatic carboxylic acids to facilitates their reaction with (N-isocyanimino)trifluoroacetamide to form the corresponding 1,3,4-oxadiazole derivatives.
• The synthesis of poly (vinyl alcohol-co-vinyl levulinate) copolymers for use in biomedical applications.

Informazioni sulla sicurezza

• Pittogrammi: GHS05,GHS06
• Avvertenze: Danger
• Indicazioni di pericolo: H302 - H311 - H317 - H318
• Consigli di prudenza: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338
• Classi di pericolo: Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1
• Codice della classe di stoccaggio: 6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): 235.4 °F - closed cup
• Punto d’infiammabilità (°C): 113 °C - closed cup