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![1,8-二氮杂双环[5.4.0]十一碳-7-烯 98%](/deepweb/assets/sigmaaldrich/product/structures/120/564/5b373e23-1624-489c-8efb-692de0f96ffb/640/5b373e23-1624-489c-8efb-692de0f96ffb.png)
蒸汽压
0.1 mmHg ( 100 °C)
质量水平
方案
99%
表单
crystals
沸点
108 °C/0.15 mmHg (lit.)
mp
64-70 °C (lit.)
溶解性
H2O: 50 mg/mL, clear, colorless to very faintly yellow
SMILES字符串
OC(=O)CC#N
InChI
1S/C3H3NO2/c4-2-1-3(5)6/h1H2,(H,5,6)
InChI key
MLIREBYILWEBDM-UHFFFAOYSA-N
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应用
氰基乙酸可用作以下反应的试剂：
- 与乙酸酐一起用于各种吡咯、吲哚和苯胺衍生物的氰基乙酰化（cyanoacetylation）。它也可用于环化、香豆素和其他杂环的合成等其他反应中 。通过Knoevenagel缩合反应制备可作为MT3受体配体的5-乙酰氨基取代褪黑素衍生物的全合成过程的关键中间体。
- 通过Ugi加成物与氰基乙酸和芳香醛反应合成氨基吡咯啉酮（aminopyrrolinone ）衍生物。
警示用语：
Danger
危险声明
危险分类
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B
补充剂危害
储存分类代码
8A - Combustible corrosive hazardous materials
WGK
WGK 1
闪点(°F)
224.6 °F - closed cup
闪点(°C)
107 °C - closed cup
个人防护装备
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
法规信息
危险化学品
Synthesis of novel ??3 receptor ligands via an unusual Knoevenagel condensation
Volkova MS, et al.
Bioorganic & medicinal chemistry letters, 22(24), 7578-7581 (2012)
The Ugi Reaction of Cyanoacetic Acid as a Route to Tetramic Acid Derivatives
Alvarez-Rodriguez NV, et al.
Synlett, 26(16), 2253-2256 (2015)
Cyanoacetylation of indoles, pyrroles and aromatic amines with the combination cyanoacetic acid and acetic anhydride
Slaett J, et al.
Synthesis, 2004(16), 2760-2765 (2004)
Yijun Huang et al.
Molecular diversity, 15(1), 3-33 (2010-03-02)
The Gewald reaction of sulfur, cyanoacetic acid derivatives, and oxo-component (G-3CR) yielding highly substituted 2-aminothiophene derivatives has seen diverse applications in combinatorial and medicinal chemistry. Its products are of great use in pharmaceutical industry mainly as small molecular weight inhibitors.
B S Kim et al.
Neuroradiology, 45(7), 445-450 (2003-06-05)
Congenital arteriovenous fistulae (AVF) of the internal maxillary artery (IMA) are rare. We present the angiographic findings and management of six AVF of the IMA, selected from 147 patients with facial vascular malformations. The fistula was thought to be congenital
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