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%
bp
108 °C/0.15 mmHg (lit.)
mp
64-70 °C (lit.)
solubility
alcohol: soluble(lit.), benzene: slightly soluble(lit.), chloroform: slightly soluble(lit.), diethyl ether: soluble(lit.), water: soluble(lit.)
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Application
Cyanoacetic acid was used in the synthesis of N-piperidine-cyanacetamide and N-morpholyl-cyanacetamide. It was also used in the preparation of a panchromatic dye for dye-sensitized solar cells.
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
新产品
此项目有
Shao-Gang Li et al.
Chemical communications (Cambridge, England), 50(33), 4309-4311 (2014-03-19)
A panchromatic dye was synthesized with an isoindigo core as a linker to bridge with a bis(4-tert-butylphenyl)phenylamine donor and a cyanoacetic acid acceptor for dye-sensitized solar cells, showing a broad spectral response and a high conversion efficiency of 7.55% under
Hamad M Al-Matar et al.
Molecules (Basel, Switzerland), 17(1), 897-909 (2012-01-20)
3-Aroyl and 3-heteroaroyl substituted 3-oxoalkanenitriles were synthesized by the reactions of activated aromatic and hetero-aromatic substances with cyanoacetic acid in the presence of acetic anhydride. As part of studies focusing on the preparation of cyanoacetyl-1-N-methylbenzimidazole, we observed that reaction of
Tian-Yu Liu et al.
Organic & biomolecular chemistry, 4(11), 2097-2099 (2006-05-27)
The bifunctional thiourea-tertiary amine derivatives of simple chiral diamines serve as highly enantioselective catalysts for the Michael addition of alpha-substituted cyanoacetates to vinyl sulfones, giving an efficient protocol for the construction of an all-carbon substituted quaternary stereocentre.
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.
S Kotha et al.
Amino acids, 32(3), 387-394 (2006-10-13)
Two synthetic routes to bis-armed-alpha-amino acid derivatives are described. The first route involves alkylation of dibromo derivatives with ethyl isocyanoacetate under phase-transfer catalysis (PTC) conditions. The second route uses a palladium-mediated Suzuki-Miyaura cross-coupling reaction between a DL-4-boronophenylalanine derivative and aromatic
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