Ethyl cyanoglyoxylate-2-oxime supplier

Name
Ethyl cyanoglyoxylate-2-oxime
EINECS 223-351-3
CAS No. 3849-21-6
Article Data26
CAS DataBase
Density 1.24 g/cm³
Solubility
Melting Point 130-132 °C(lit.)
Formula C5H6 N2 O3
Boiling Point 248.9 °C at 760 mmHg
Molecular Weight 142.114
Flash Point 104.3 °C
Transport Information
Appearance light yellow crystals or chunks
Safety S36/37
Risk Codes R20/21/22
Molecular Structure
Hazard Symbols
Synonyms Aceticacid, cyano(hydroxyimino)-, ethyl ester (9CI); Glyoxylic acid, cyano-, ethylester, 2-oxime (7CI,8CI); Glyoxylic acid, cyano-, ethyl ester, oxime (6CI);2-Cyano-2-(hydroxyimino)acetic acid ethyl ester; Ethyl2-(hydroxyimino)cyanoacetate; Ethyl 2-cyano-2-(hydroxyimino)acetate; Ethyl2-cyano-2-(hydroxyimino)ethanoate; Ethyl 2-cyano-2-oximinoacetate; Ethyl 2-hydroxyimino-2-cyanoacetate;Ethyl cyano(hydroxyimino)acetate; Ethyl cyanoglyoxylate oxime; Ethylcyanoglyoxylate-2-oxime; Ethyl a-cyano-a-oximinoacetate;NSC 137667; NSC 41021; NSC 42116; Oxyma
PSA 82.68000
LogP -0.09672

Synthetic route

: 105-56-6
ethyl 2-cyanoacetate

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

Conditions

Conditions	Yield
Stage #1: ethyl 2-cyanoacetate With acetic acid In water at 0℃; for 0.166667h; Stage #2: With sodium nitrite In water at 0 - 20℃; for 6.5h;	97%
With sodium hydroxide; water; acetic acid; sodium nitrite for 3h; Ambient temperature;	92%
With acetic acid; sodium nitrite In water at 0 - 27℃; for 2h; Industry scale;	91.2%

: 105-56-6
ethyl 2-cyanoacetate

: 110-46-3
isopentyl nitrite

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

Conditions

Conditions	Yield
With ethanol; sodium ethanolate

: 31124-95-5
ethyl cyanoacetate anion

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

Conditions

Conditions	Yield
With nitrosyl thiocyanate In 1,4-dioxane; water at 25℃; Rate constant;

β-oxy-β-ethoxy-α-hydroxyimino-β-amino-propionitrile: β-oxy-β-ethoxy-α-hydroxyimino-β-amino-propionitrile

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

Conditions

Conditions	Yield
With hydrogenchloride

bis-<α-oxy-α-ethoxy-β-hydroxyimino-β-cyano-ethyl>-amine: bis-<α-oxy-α-ethoxy-β-hydroxyimino-β-cyano-ethyl>-amine

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

Conditions

Conditions	Yield
With hydrogenchloride

: C12H19N4O4

A: 38952-61-3
N,N-dimethyl-4-morpholinecarboxamide

B: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

Conditions

Conditions	Yield
With water In N,N-dimethylformamide-D7

: 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate

A: 38952-61-3
N,N-dimethyl-4-morpholinecarboxamide

B: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

Conditions

Conditions	Yield
With N,N-dimethyl-formamide for 48h; Reagent/catalyst; Time;

: 95421-98-0
(E)-4-methyl-3,5-hexadienoic acid

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: cyano-(1-oxo-4-methylhexa-3(E),5-dienyloxyimino)acetic acid ethyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h; Acylation;	100%

: 32775-95-4
(E)-3,5-hexadienoic acid

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: cyano-(1-oxo-hexa-3,5-dienyloxyimino)acetic acid ethyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h; Acylation;	97%

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 32683-02-6
ethyl-2-aminocyano acetate

Conditions

Conditions	Yield
With platinum on activated charcoal; hydrogen In ethanol at 25℃; under 7500.75 Torr; for 48h;	96%
With hydrogen; platinum(IV) oxide In ethanol under 3000.3 Torr;	91%
With platinum(IV) oxide; hydrogen In ethanol under 3000.3 Torr;	89%

: 24424-99-5
di-tert-butyl dicarbonate

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: ethyl 2-(tert-butoxycarbonyloxyimino)-2-cyanoacetate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In chloroform at 0 - 5℃; for 1h;	96%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 35℃; for 3.5h; Inert atmosphere;	93%
With N-ethyl-N,N-diisopropylamine In chloroform at 0 - 5℃; for 1h;

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 7-phenyl-4(E),6(E)-heptanedienoic acid

: cyano-(2-oxo-7-phenylhepta-4(E),6(E)-dienyloxyimino)acetic acid ethyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 3.5h; Acylation;	95%

: C18H27N4O3Pol

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

A: 1195983-87-9
H-MeGly-Phe-Leu-NH2

B: C19H28N4O4

C: C23H34N6O6

Conditions

Conditions	Yield
Stage #1: C18H27N4O3Pol; N,N-dimethyl-formamide; ethyl cyanoglyoxylate-2-oxime at 80℃; for 0.166667h; Microwave irradiation; solid phase reaction; Stage #2: With water; trifluoroacetic acid at 20℃; for 1h; solid phase reaction;	A 94.5% B 4% C 1.5%

...Expand

: 2937-50-0
Allyl chloroformate

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 41844-53-5
ethyl 2-(allyloxycarbonyloxyimino)-2-cyanoacetate

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane; water at 0 - 20℃; for 2.5h;	94%

: silver nitrate

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 950847-32-2
silver(I) α-oximido-(ethylacetoxy)acetonitrile

Conditions

Conditions	Yield
In ethanol; water byproducts: CO2; Sonication; a ligand (2.46 mM) in a mixt. of EtOH and H2O was heated to +50°Cand then added dropwise to an aq. soln. of K2CO3 (1.22 mM); sonication for 2 min; an aq. soln. of AgNO3 (2.46 mmol) was added dropwise; stirrin g for 20 min; the ppt. was filtered, washed with water and dried in a vac. desiccator charged with concd. H2SO4 for 3 d; elem. anal.;	93%

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 543-27-1
isobutyl chloroformate

: 41844-54-6
ethyl 2-cyano-2-(isobutoxycarbonyloxyimino)acetate

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane; water at 0 - 20℃; for 2.5h;	93%

: 23877-12-5
tert-butyl bromoisobutyrate

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: C13H20N2O5

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 20 - 35℃; under 760.051 Torr; for 8h; Temperature; Reagent/catalyst;	92.6%

: 96-50-4
2-thiazolylamine

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 174279-85-7
5-imino-6-isonitrosothiazolo<3,2-a>pyrimidin-7-one

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 3h; Heating;	92%

: 93-11-8
2-Naphthalenesulfonyl chloride

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 1243301-73-6
ethyl 2-cyano-2-(naphthalen-2-ylsulfonyloxyimino)acetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	92%
Stage #1: ethyl cyanoglyoxylate-2-oxime With triethylamine In dichloromethane at 0℃; Inert atmosphere; Stage #2: 2-Naphthalenesulfonyl chloride In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere;	92%

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 1235983-26-2
diethyl 2-{[(9H-fluoren-9-yl)methoxy]carbonyloxyimino}-2-cyanoacetate

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane; water at 0 - 20℃;	91%

: 97-00-7
1-chloro-2,4-dinitro-benzene

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 1346257-79-1
ethyl cyano(2,4-dinitrophenoxyimino)acetate

Conditions

Conditions	Yield
Stage #1: ethyl cyanoglyoxylate-2-oxime With sodium hydroxide In acetonitrile Heating; Stage #2: 1-chloro-2,4-dinitro-benzene In acetonitrile at 20℃;	90.9%

: 1-[chloro(morpholino)methylene]pyrrolidinium hexafluorophosphate

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 1-((1-cyano-2-ethoxy-2-oxoethylideneaminooxy)(morpholino)methylene)pyrrolidinium hexafluorophosphate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	90.3%

: 75283-35-1
(E,E)-4,6-heptadienoic acid

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 2-cyano-((E)-2-oxo-hepta-4,6-dienyloxyimino)acetic acid ethyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h; Acylation;	90%

: 4-[(dimethylamino)chloromethylene]morpholin-4-iminium hexafluorophosphate

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	88.8%

: 6815-00-5
N-(2-phenylethyl)thiourea

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 139460-80-3
6-amino-2-mercapto-5-nitroso-1-(2-phenylethyl)-4(1H)-pyrimidinone

Conditions

Conditions	Yield
With sodium ethanolate In 2-methoxy-ethanol for 5.5h; Heating;	88.7%

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 6-methyl-4,6-heptadienoic acid

: cyano-(2-oxo-6-methylhepta-4,6-dienyloxyimino)acetic acid ethyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane for 2.5h; Acylation;	88%

: 4548-45-2
2-chloro-5-nitropyridine

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 1346257-84-8
ethyl cyano(5-nitro-2-pyridyloxyimino)acetate

Conditions

Conditions	Yield
Stage #1: ethyl cyanoglyoxylate-2-oxime With sodium hydroxide In acetonitrile Heating; Stage #2: 2-chloro-5-nitropyridine In acetonitrile at 20℃;	87.06%

: 501-53-1
benzyl chloroformate

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 41875-37-0
ethyl 2-(benzyloxycarbonyloxyimino)-2-cyanoacetate

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane; water at 0 - 20℃; for 2.5h;	87%

: 98-59-9
p-toluenesulfonyl chloride

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 40559-90-8
ethyl 2-cyano-2-(tosyloxyimino)acetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	86%
Stage #1: ethyl cyanoglyoxylate-2-oxime With triethylamine In dichloromethane at 0℃; Inert atmosphere; Stage #2: p-toluenesulfonyl chloride In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere;	85%

: 3140-73-6
2-chloro-4,6-dimethoxy-1 ,3,5-triazine

: 3849-21-6
ethyl cyanoglyoxylate-2-oxime

: 1259296-13-3
ethyl-2-cyano-2-(4,6-dimethoxy-1,3,5-triazin-2-yloxyimino)acetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	86%

Ethyl cyanoglyoxylate-2-oxime Chemical Properties

Empirical Formula: C₅H₆N₂O₃
Molecular Weight: 142.1127 g/mol
EINECS: 223-351-3
Index of Refraction: 1.495
Density: 1.24 g/cm³
Flash Point: 104.3 °C
Melting point: 130-132 °C(lit.)
Storage tempreture: 2-8 °C
Enthalpy of Vaporization: 56.48 kJ/mol
Boiling Point: 248.9 °C at 760 mmHg
Vapour Pressure: 0.0038 mmHg at 25 °C
Appearance: Light yellow crystals or chunks
Structure of Ethyl cyanoglyoxylate-2-oxime (CAS NO.3849-21-6):

IUPAC Name: Ethyl (2E)-2-cyano-2-hydroxyiminoacetate
Product Category of 4-Amino-2,5-dimethylphenol (CAS NO.3096-71-7): API intermediates

Ethyl cyanoglyoxylate-2-oxime Uses

Ethyl cyanoglyoxylate-2-oxime (CAS NO.3849-21-6) has been used as intermediate of asthma.

Ethyl cyanoglyoxylate-2-oxime Toxicity Data With Reference

Ethyl cyanoglyoxylate-2-oxime (CAS NO.3849-21-6) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65.

Ethyl cyanoglyoxylate-2-oxime Safety Profile

Hazard Codes: Harmful Xn, Irritant Xi
Risk Statements: 20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 22-24/25-36/37
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S36/37:Wear suitable protective clothing and gloves.

Ethyl cyanoglyoxylate-2-oxime Specification

Ethyl cyanoglyoxylate-2-oxime , its cas register number is 3849-21-6. It also can be called Ethyl oximinocyanoacetate ; and Ethyl cyano(hydroxyimino)acetate . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately.
In addition, Ethyl cyanoglyoxylate-2-oxime (CAS NO.3849-21-6) is not compatible with strong oxidizing agents, strong acids, strong bases, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: nitrogen oxides, carbon monoxide, carbon dioxide.

Product Name

Ethyl cyanoglyoxylate-2-oxime

Synthetic route

Ethyl cyanoglyoxylate-2-oxime Chemical Properties

Ethyl cyanoglyoxylate-2-oxime Uses

Ethyl cyanoglyoxylate-2-oxime Toxicity Data With Reference

Ethyl cyanoglyoxylate-2-oxime Safety Profile

Ethyl cyanoglyoxylate-2-oxime Specification

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