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Ethyl cyanoglyoxylate-2-oxime

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Name

Ethyl cyanoglyoxylate-2-oxime

EINECS 223-351-3
CAS No. 3849-21-6 Density 1.24 g/cm3
PSA 82.68000 LogP -0.09672
Solubility N/A 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 N/A Appearance light yellow crystals or chunks
Safety S36/37 Risk Codes R20/21/22   
Molecular Structure Molecular Structure of 3849-21-6 (Ethyl cyanoglyoxylate-2-oxime) 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

Article Data 26

Ethyl cyanoglyoxylate-2-oxime Synthetic route

105-56-6

ethyl 2-cyanoacetate

3849-21-6

ethyl cyanoglyoxylate-2-oxime

Conditions
ConditionsYield
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
ConditionsYield
With ethanol; sodium ethanolate
31124-95-5

ethyl cyanoacetate anion

3849-21-6

ethyl cyanoglyoxylate-2-oxime

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With hydrogenchloride

C12H19N4O4

A

38952-61-3

N,N-dimethyl-4-morpholinecarboxamide

B

3849-21-6

ethyl cyanoglyoxylate-2-oxime

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%

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: HarmfulXn,IrritantXi
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.

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