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Merck
CN

554030

Sigma-Aldrich

4,5-二氰基咪唑

99.0%

别名:

4,5-咪唑二甲腈

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About This Item

经验公式(希尔记法):
C5H2N4
CAS号:
分子量:
118.10
Beilstein:
118208
EC 号:
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

99.0%

mp

168-175 °C (lit.)

官能团

nitrile

SMILES字符串

N#Cc1nc[nH]c1C#N

InChI

1S/C5H2N4/c6-1-4-5(2-7)9-3-8-4/h3H,(H,8,9)

InChI key

XGDRLCRGKUCBQL-UHFFFAOYSA-N

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一般描述

4,5-二氰基咪唑(DCI)可作为寡核苷酸合成中的活化剂。

应用

4,5-二氰基咪唑可用于合成:
  • 5′-O-(4,4′-二甲氧基三苯甲基)-2′-脱氧胸苷 3′-O-(2-氰基乙基 N,N-二异丙基亚磷酰胺)
  • 4,5-二(酰胺肟基)咪唑 [4,5-(DAO)Im]
  • 1-(4-甲氧基苄基)-4,5-二氰基咪唑
  • 新型咪唑并 [4 5-e] [1 3] 二氮杂类似物
  • N-苄基-4,5-二氰基咪唑]

象形图

CorrosionExclamation mark

警示用语:

Danger

危险声明

危险分类

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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Synthesis of 1-benzyl-8, 9-dihydroimidazo [4, 5-c] pyrrolo [3, 2-g] quinolin-4 (5H)-one via palladium-catalyzed intramolecular arylation.
Delest B, et al.
Tetrahedron, 60(29), 6079- 6083 (2004)
Steven P Kelley et al.
Chemical communications (Cambridge, England), 50(83), 12504-12507 (2014-09-06)
Here we present the first structural comparison of amidoxime complexes of UO2(2+) and VO2(+) (the main competitor in the extraction of uranium from seawater using amidoxime-based sorbents) using a 4,5-di(amidoxime)-functionalized imidazole ligand. The amidoxime groups resist tautomerization in both cases
4, 5-Dicyanoimidazole.
Sebesta DP and Vagle K.
e-EROS Encyclopedia of Reagents for Organic Synthesis. null
C Vargeese et al.
Nucleic acids research, 26(4), 1046-1050 (1998-03-21)
A new activator for the coupling of phosphoramidites to the 5'-hydroxyl group during oligonucleotide synthesis is introduced. The observed time to complete coupling is twice as fast with 4, 5-dicyanoimidazole (DCI) as the activator, compared with 1 H -tetrazole. The
Matthew T Holden et al.
Analytical chemistry, 87(22), 11420-11428 (2015-10-24)
The photolithographic fabrication of high-density DNA and RNA arrays on flexible and transparent plastic substrates is reported. The substrates are thin sheets of poly(ethylene terephthalate) (PET) coated with cross-linked polymer multilayers that present hydroxyl groups suitable for conventional phosphoramidite-based nucleic

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