56503-39-0

Basic information

• Product Name: ethyl (E)-cyano(hydroxyimino)acetate
• Synonyms: ethyl (E)-cyano(hydroxyimino)acetate;(E)-2-Cyano-2-hydroxyiminoacetic acid ethyl ester;Einecs 260-226-2
• CAS NO: 56503-39-0
• Molecular Formula: C₅H₆N₂O₃
• Molecular Weight: 142.11274
• EINECS: 260-226-2
• Mol File: 56503-39-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 248.9°Cat760mmHg
• Flash Point: 104.3°C
• Appearance: /
• Density: 1.24g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 6.18±0.10(Predicted)
• CAS DataBase Reference: ethyl (E)-cyano(hydroxyimino)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (E)-cyano(hydroxyimino)acetate(56503-39-0)
• EPA Substance Registry System: ethyl (E)-cyano(hydroxyimino)acetate(56503-39-0)

Safety Data

• Hazardous Substances Data: 56503-39-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H6N2O3/c1-2-10-5(8)4(3-6)7-9/h9H,2H2,1H3/b7-4-

Upstream product

• 105-56-6 ethyl 2-cyanoacetate 

Downstream Products

• 33001-46-6 C₁₂H₉N₃O₆ 
• 20992-37-4 ethyl (2E)-cyano({[(4-methylphenyl)sulfonyl]oxy}imino)acetate 
• 131542-00-2 ethyl (E)-2-benzyloximino-2-cyano-acetate 
• 152623-37-5 2-Ethyl-5-methylsulfanyl-3-(2'-sulfamoyl-biphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid ethyl ester 
• 152623-33-1 5-Methylsulfanyl-2-propyl-3-(2'-sulfamoyl-biphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid ethyl ester 
• 1028291-13-5 3-(2'-{[1-Dimethylamino-meth-(E)-ylidene]-sulfamoyl}-biphenyl-4-ylmethyl)-2-ethyl-5-methylsulfanyl-3H-imidazole-4-carboxylic acid ethyl ester 
• 152623-14-8 C₂₆H₃₂N₄O₅S₂ 
• 152623-07-9 ethyl 2-n-propyl-1-[(2'-n-propylaminocarbonylaminosulfonyl-biphenyl-4-yl)methyl]-4-methylthio-imidazole-5-carboxylate 
• 37842-58-3 1-cyano-2-ethoxy-2-oxoethanaminium 4-methylbenzenesulfonate 
• 32704-59-9 ethyl 5-amino-2-phenylimidazole-4-carboxylate 
• 55828-02-9 2-benzoylamino-2-cyanoacetic acid ethyl ester 
• 31785-06-5 5-amino-2-phenylthiazole-4-carboxylic acid ethyl ester 
• 36231-81-9 2-phenyl-5-aminooxazole-4-carboxylic acid ethyl ester 
• 1270034-76-8 ethyl 5-(tert-butoxycarbonylamino)-2-phenylthiazole-4-carboxylate 

Relevant articles and documents

Inelastic neutron scattering (INS) study of low frequency vibrations and hydrogen bonding of (E)-2-hydroxyimino-2-cyanoacetic acid ethyl ester

The title unsubstituted (normal) (E)-2-hydroxyimino-2-cyanoacetic acid ethyl ester (the abbreviated name: (E)-2-cyanoethyl ester-2-oxime or 2-oxime) and its 2-deuterated analogue have been prepared and characterized using infrared, Raman and inelastic, incoherent neutron scattering (IINS) spectroscopy. Molecular structures (molecular conformations) of the compounds are proposed for the vapour state. Four molecular conformers, namely two pairs of the s-cis, s-trans rotational isomers (rotamers) from six lower energetic conformations of E-2-hydroxyimino-2-cyanoacetic ethyl ester, are predominating for the single molecule of the compound. They amount together to almost 100% of the conformational populations of both rotational isomers as it was theoretically calculated using DFT (B3LYP) method with 6-311G++(d,p) basis set. Additionally dimers of 2-oxime were considered using B3LYP/6-31G* method in order to improve the results obtained for single molecule. In both parent (=N-OH) and deuterated (=N-O-D) molecules of the (E)-2-ethylcyano ester-2-oxime respectively, extra bands corresponding primarily to hydrogen (deuterium) bond vibrations (γ -bending out of plane of hydrogen bond, σ-stretching of hydrogen bond bridge, δ-bending in plane of hydrogen bond, λ-bending of hydrogen bond bridge have been identified, namely σ (N-O-H?O) at 132.8, 212.5, 279, 358.7, 424, 448, 523.6, 872, γ (N-O-H?O) at 334, 564, 592, 745, 820, δ (N-OH?O) at 1461, 1600, 1862 cm-1 in the low temperature IINS spectrum, whereas the frequency at 365 cm-1 has been assigned as the out of plane (o.o.p.) (γO-D?O) vibrational mode. Formation of the O-H?O hydrogen bridge is reflected in shifting of the bands of the stretching and bending vibrations of OH group as well as arising of the bridge vibrations in the low frequency range. Moreover, equilibrium geometries and all harmonic vibrational frequencies of the (E)-2-cyano ethyl ester-2-oxime molecules with potential energy distribution (PED) were also calculated by means of the above mentioned theoretical programs. by Oldenbourg Wissenschaftsverlag, Mu?nchen.

Method for preparing 5-amino-1,2,4-thiadiazol acetic acid derivatives

The invention provides useful intermediates as acylating agents for preparing 7-acylaminocephalosporin compounds which show excellent antimicrobial activities. More particularly, the present invention relates to a process for preparing 5-amino-1,2,4-thiadiazole acetic acid derivatives.

Method for the production of aminocyanoacetamide

A large-scale industrial process for the production of aminocyanoacetamide is disclosed. A starting material is cyanoacetic acid ester, which is treated with a nitrous acid in a first step to a corresponding hydroxy-iminocyanoacetic acid ester. The hydroxy-iminocyanoacetic acid ester is then hydrogenated and, in a following step, treated with ammonia for obtaining the final product aminocyanoacetamide.