C88505
氰乙酸
99%
别名:
2-氰基乙酸, 单氰基乙酸, 氰基乙酸
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关于此项目
线性分子式:
NCCH2COOH
化学文摘社编号:
分子量:
85.06
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-743-9
Beilstein/REAXYS Number:
506325
MDL number:
Assay:
99%
Form:
crystals
InChI key
MLIREBYILWEBDM-UHFFFAOYSA-N
InChI
1S/C3H3NO2/c4-2-1-3(5)6/h1H2,(H,5,6)
SMILES string
OC(=O)CC#N
vapor pressure
0.1 mmHg ( 100 °C)
assay
99%
form
crystals
bp
108 °C/0.15 mmHg (lit.)
mp
64-70 °C (lit.)
solubility
H2O: 50 mg/mL, clear, colorless to very faintly yellow
Quality Level
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Application
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。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B
supp_hazards
存储类别
8A - Combustible corrosive hazardous materials
wgk
WGK 1
flash_point_f
224.6 °F - closed cup
flash_point_c
107 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
法规信息
危险化学品
此项目有
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)
The Ugi Reaction of Cyanoacetic Acid as a Route to Tetramic Acid Derivatives
Alvarez-Rodriguez NV, et al.
Synlett, 26(16), 2253-2256 (2015)
Synthesis of novel ??3 receptor ligands via an unusual Knoevenagel condensation
Volkova MS, et al.
Bioorganic & medicinal chemistry letters, 22(24), 7578-7581 (2012)
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.
Synthesis of α-aryl nitriles through palladium-catalyzed decarboxylative coupling of cyanoacetate salts with aryl halides and triflates.
Rui Shang et al.
Angewandte Chemie (International ed. in English), 50(19), 4470-4474 (2011-04-08)
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