554030
4,5-二氰基咪唑
99.0%
别名:
4,5-咪唑二甲腈
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关于此项目
经验公式（希尔记法）:
C5H2N4
化学文摘社编号:
分子量:
118.10
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-344-6
Beilstein/REAXYS Number:
118208
MDL number:
产品名称
4,5-二氰基咪唑, 99.0%
InChI key
XGDRLCRGKUCBQL-UHFFFAOYSA-N
InChI
1S/C5H2N4/c6-1-4-5(2-7)9-3-8-4/h3H,(H,8,9)
SMILES string
N#Cc1nc[nH]c1C#N
assay
99.0%
mp
168-175 °C (lit.)
functional group
nitrile
Quality Level
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Application
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]
General description
4，5-二氰基咪唑（DCI）可作为寡核苷酸合成中的活化剂。
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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)
4, 5-Dicyanoimidazole.
Sebesta DP and Vagle K.
e-EROS Encyclopedia of Reagents for Organic Synthesis. null
Structural clues to UO₂²⁺/VO₂⁺ competition in seawater extraction using amidoxime-based extractants.
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
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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