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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
检测方案
99%
形式
crystals
bp
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
WGK
WGK 1
闪点(°F)
closed cup
闪点(°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
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)
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)
R H Denlinger et al.
Toxicology and applied pharmacology, 124(1), 59-66 (1994-01-01)
3,3'-Iminodipropionitrile (IDPN), a neurotoxicant that causes an excitatory CNS syndrome and a proximal axonopathy, is metabolized to beta-aminopropionitrile (BAPN), cyanoacetic acid (CAA), and beta-alanine (beta-ala) in rats. None of these metabolites are neurotoxic, suggesting that they are products of detoxification.
Structure-toxicity relationships for methyl esters of cyanoacetic acids to Tetrahymena pyriformis.
M B Cottrell et al.
Bulletin of environmental contamination and toxicology, 70(3), 549-556 (2003-02-20)
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