产品名称
N,N ′-二环己基碳二亚胺, for synthesis
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
form
solid
potency
1110 mg/kg LD50, oral (Rat), 71 mg/kg LD50, skin (Rat)
reaction suitability
reaction type: Coupling Reactions
bp
148-152 °C/15 hPa
mp
35-36 °C
transition temp
flash point 113 °C
density
0.95 g/cm3 at 40 °C
bulk density
920 kg/m3
application(s)
peptide synthesis
storage temp.
2-30°C
Quality Level
General description
N,N′-二环己基碳二亚胺(DCC)是一种用途广泛的脱水剂,在有机化学中具有多种应用。它最常用作偶联剂用于由羧酸和胺、醇和硫醇分别合成酰胺、酯和硫酯。在多肽合成的应用中,DCC用于与辅助亲核试剂(如Oxyma Pure 和 HOBt )结合使用,从而减少副反应,如外消旋化、 N-酰基脲或恶唑酮的形成。它在伯醇Moffatt氧化生成醛和酰胺转化成腈的过程中用作脱水试剂。脱水反应的副产物二环己基脲微溶于大多数反应溶剂,可以通过过滤除去。
Application
N,N′-二环己基碳二亚胺的最新应用包括:
- 合成光学纯的 N-酰基-N,N′-二环己基脲。
- 芳香族羧酸中的羧酸基团的活化可促进其与(N-异氰亚氨基)三氟乙酰胺反应形成相应的1,3,4-恶二唑衍生物。
- 合成的聚(乙烯醇-乙烯基乙酰丙酸酯)共聚物可用于生物医学应用。
signalword
Danger
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1
存储类别
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
N, N-dicyclohexylcarbodiimide assisted synthesis and characterization of poly (vinyl alcohol-co-vinyl levulinate
Wang YM, et al.
Polymer, 9793-9802 (2005)
Formation of optically pure N-acyl-N, N?-dicyclohexylurea in N, N?-dicyclohexylcarbodiimide-mediated peptide synthesis
SLEBIODA, M, et al.
International Journal of Peptide and Protein Research, 35, 539-541 (1990)
Synthesis of sterically congested 1, 3, 4-oxadiazole derivatives from aromatic carboxylic acids, N, N-dicyclohexylcarbodiimide and (N-isocyanimino) triphenylphosphorane
Nasrabadi FZ, et al.
Molecular Diversity, 791-798 (2011)
Dicyclohexylcarbodiimide
Albert, J. S. et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 1-9 (2017)
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