8.02954

N,N′-Dicyclohexylcarbodiimide

for peptide synthesis

• 別名: N,N′-Dicyclohexylcarbodiimide, DCC
• 化学式: C(NC₆H₁₁)₂
• CAS番号: 538-75-0
• 分子量: 206.33
• MDL番号: MFCD00011659
• UNSPSCコード: 12352111
• EC Index Number: 208-704-1
• NACRES: NA.22

特性

• 製品名: N,N′-Dicyclohexylcarbodiimide, for synthesis
• 品質水準: 200
• フォーム: solid
• 有効性: 1110 mg/kg LD₅₀, oral (Rat); 71 mg/kg LD₅₀, skin (Rat)
• 反応適合性: reaction type: Coupling Reactions
• bp: 148-152 °C/15 hPa
• mp: 35-36 °C
• 転移温度: flash point 113 °C
• 密度: 0.95 g/cm³ at 40 °C
• かさ密度: 920 kg/m³
• アプリケーション: peptide synthesis
• 保管温度: 2-30°C
• SMILES記法: 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

詳細

詳細

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.

アプリケーション

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.

安全性情報

• ピクトグラム: GHS05,GHS06
• シグナルワード: Danger
• 危険有害性情報: H302 - H311 - H317 - H318
• 注意書き: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338
• 危険有害性の分類: Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1
• 保管分類コード: 6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• WGK: WGK 3
• 引火点(°F): 235.4 °F - closed cup
• 引火点(℃): 113 °C - closed cup