8.02954

N,N′-Dicyclohexylcarbodiimide

for peptide synthesis

• Synonim(y): N,N′-Dicyclohexylcarbodiimide, DCC
• Wzór liniowy: C(NC₆H₁₁)₂
• Numer CAS: 538-75-0
• Masa cząsteczkowa: 206.33
• Kod UNSPSC: 12352111
• Numer indeksu EC: 208-704-1
• NACRES: NA.22

Właściwości

• product name: N,N′-Dicyclohexylcarbodiimide, for synthesis
• Poziom jakości: 200
• Postać: solid
• siła działania: 1110 mg/kg LD₅₀, oral (Rat); 71 mg/kg LD₅₀, skin (Rat)
• przydatność reakcji: reaction type: Coupling Reactions
• tw: 148-152 °C/15 hPa
• mp: 35-36 °C
• temp. przejścia: flash point 113 °C
• gęstość: 0.95 g/cm³ at 40 °C
• gęstość nasypowa: 920 kg/m³
• Zastosowanie: peptide synthesis
• temp. przechowywania: 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
• Klucz InChI: QOSSAOTZNIDXMA-UHFFFAOYSA-N

Opis

Opis ogólny

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.

Zastosowanie

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.

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS05,GHS06
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H302 - H311 - H317 - H318
• Zwroty wskazujące środki ostrożności: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338
• Klasyfikacja zagrożeń: Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1
• Kod klasy składowania: 6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): 235.4 °F - closed cup
• Temperatura zapłonu (°C): 113 °C - closed cup