8.02954

N,N′-Dicyclohexylcarbodiimide

for peptide synthesis

• 동의어(들): N,N′-Dicyclohexylcarbodiimide, DCC
• Linear Formula: C(NC₆H₁₁)₂
• CAS Number: 538-75-0
• Molecular Weight: 206.33
• MDL number: MFCD00011659
• UNSPSC 코드: 12352111
• EC 인덱스 번호: 208-704-1
• NACRES: NA.22

속성

• 제품명: N,N′-Dicyclohexylcarbodiimide, for synthesis
• Quality Level: 200
• 양식: solid
• 효능: 1110 mg/kg LD₅₀, oral (Rat); 71 mg/kg LD₅₀, skin (Rat)
• 반응 적합성: reaction type: Coupling Reactions
• bp: 148-152 °C/15 hPa
• mp: 35-36 °C
• 전이 온도: flash point 113 °C
• density: 0.95 g/cm³ at 40 °C
• 벌크 밀도: 920 kg/m³
• 응용 분야: peptide synthesis
• 저장 온도: 2-30°C
• SMILES string: N(=C=NC2CCCCC2)C1CCCCC1
• InChI: 1S/C13H22N2/c1-3-7-12(8-4-1)14-11-15-13-9-5-2-6-10-13/h12-13H,1-10H2
• InChI key: QOSSAOTZNIDXMA-UHFFFAOYSA-N

설명

일반 설명

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.

애플리케이션

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.

안전성 정보

• 픽토그램: GHS05,GHS06
• 신호어: Danger
• 유해 및 위험 성명서: H302 - H311 - H317 - H318
• 예방조치 성명서: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1
• Storage Class Code: 6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• WGK: WGK 3
• Flash Point (°F): 235.4 °F - closed cup
• Flash Point (°C): 113 °C - closed cup