Ethyl cyanoacetate

Details:

Ethyl cyanoacetate, colorless or yellowish yellow liquid, fragrant.Melting temperature 22.5 ℃, the boiling point of 208-210 ℃, 99 ℃ (2.0 kPa), relative density 1.0560 (25/4 ℃), the refractive index of 1.4175, flash point 110 ℃.Mixed with ethanol and ether, soluble in ammonia water, strong alkali water solution, insoluble in water.The aqueous solution is alkaline.[1]

Chinese name Cyanoacetic acid ethyl ester Don't said English name baton rouge cyanoacetate Ethyl malonic acid nitrile;Ethyl cyanide acetate;Cyano acetic ester chemical formula C5H7NO2 molecular weight 113.11 CAS login number 105-56-6 melting point of boiling point of 206 ~ 208 ℃ to 22.5 ℃ water solubility slightly soluble in water, alkali, ammonia, but soluble in ethanol, ethyl ether, flash point 110 ℃

directory

1 basic information

Zoon physicochemical property

Stalfish toxicology data

Fishery ecological data

Student: squid molecular structure data

Zosterfield computes chemical data

Zoon properties and stability

2 storage method

3 the preparation of

4 product use

5 precautions

Fishery environmental impact

Fishery emergency monitoring

Fishery experiment monitoring

Fishery environmental standard

Fishery emergency treatment

Fishery safety term

Fishery risk terminology

6 characterization map

Basic information editing

National standard no. 61646 [2]

Chinese name: ethyl cyanogen acetate

Chinese synonyms: ethyl malonate nitrile;Ethyl cyanide acetate;Ethyl cyanide acetate;Ethyl cyanoacetate;Ethyl cyanoacetate;Ethyl cyanoacetate;Ethane dark blue acetic acid

English name: baton rouge cyanoacetate

2-cyano-aceticacidethylester;Acetic acid, 2 - cyano -, baton rouge ester;Aceticacid, cyano -, ethylester;Cyanacetate ethyle;Cyanacetateethyle;Cyanessigester;Cyanoacetated ethyle ';Cyanoacetic ester

CAS no. : 105-56-6 [2]

Molecular weight: 113.11

EINECS no. : 203-309-0

Physical and chemical properties

1. Properties: colorless liquid with slight odor.[2]

2. Melting point (absolute C) : -22.5

The boiling point is 206~208

4. Relative density (water =1) : 1.06

5. Relative vapor density (air =1) : 3.9

6. Saturation vapor pressure (kPa) : 2.00

7. Critical pressure (MPa) : 3.34 [2]

8. Octanol/water distribution coefficient: 0.02

Flash point: 110

The ignition temperature is up to 555

11. Solubility: slightly soluble in water, soluble in alkali and ammonia, soluble in ethanol and ether.

12. Evaporation heat (KJ/mol,100~200 m) : 64.9

13. Combustion heat (KJ/mol,25 update C) : 2659.0

14. Conductivity (S/m,25 update C) : 6.9 * 10-7 [2]

Toxicological data

1. Acute toxicity: rat transoral LDLo: 400mg/kg;Mice transperitoneal LD50:500mg/kg;Rabbit subcutaneous LDLo: 1410mg/kg;Guinea pigs subcutaneous LD50:1115mg/kg;Amphibians - frog subcutaneous LDLo: 4200mg/kg;[2]

2. Moderate toxicity.It is absorbed through the skin and causes skin inflammation.Use to prevent contact with the skin and inhalation of its steam.Mice inhaled LC50 at 550mg/m3.At low concentrations, the experimental animals showed shortness of breath, tears, drowsiness, lethargy and slow reaction.When the concentration is high, the breathing is extremely difficult, spasm, struggle and jump after death.[2]

3. Acute toxicity

LD50:400-3200mg /kg (rat via mouth)

LC50:550mg/m (inhaled by rats, 2h) [2]

Ecological data

The substance is harmful to the environment and special attention should be paid to the pollution of water.[2]

Molecular structure data

1. Molar refractive index: 26.90

2. Molar volume (m/mol) : 107.9

3. Isobaric capacity (90.2k) : 264.1

4. Surface tension (dyne/cm) : 35.8

5. Polarization rate: 10.66 [2]

Computational chemical data

1. Reference value of hydrophobic parameter calculation (XlogP) :0.4 [2]

2. Number of hydrogen bond donors :0

3. Number of hydrogen bond receptors :3

4. Number of rotatable bonds :3

5. Number of tautomeric isomers: none

6. Topological polar molecular surface area 50.1

7. Number of heavy atoms :8 [2]

Surface charge :0

9. Complexity :122

10. Number of isotope atoms :0

11. Determine the number of atomic structure centers :0

12. Uncertain number of atomic structure centers :0

13. Determine the number of bond building centers :0

14. Uncertain number of bond building centers :0

15. Number of covalent bond units :1 [2]

Properties and stability

1. Chemical properties: ethyl cyano-acetic acid contains active methylene, which reacts with bromine to form ethyl bromo-cyano-acetic acid.React with ammonia to form cyano-acetamide.The production of pyruvate diethyl diacid with ethyl alcohol sulphate.It's less acidic than phenol.Hydrolysis can occur in the presence of acid and base.In addition, ethyl cyano-acetate can contract with formaldehyde, acetaldehyde or other aldehydes and ketones.[2]

2. Stability and stability

3. Banned additives: strong oxidizer, strong reducing agent, strong acid and strong alkali

Avoid contact with moist air

5. Polymerization harms non-polymerization [2]

6. Cyanide decomposition product

Storage method editing

Store in a cool, ventilated warehouse.Keep away from fire and heat.Keep the container sealed.It should be stored separately from oxidizer, reducing agent, acid, alkali and edible chemicals.Equipped with appropriate types and quantities of fire fighting equipment.The storage area shall be equipped with leakage emergency treatment equipment and appropriate receiving materials.[2]

The preparation of the editor

1. Chloroactic acid esterification cyanidation to chloroacetic acid and ethanol esterification and ethyl chloroacetate is generated, after purification of ethyl chloroacetate cyanide reaction with sodium cyanide, cyanide was ethyl acetate crude products, then filtering, often pressure distillation, vacuum distillation for a quick high-quality goods with ethyl acetate.[2]

2. Chloroactic acid cyanide esterification method of chloroacetic acid with soda ash and sodium chloroacetate is generated, and then to the role of sodium cyanide sodium cyanide acetate was made, and then get cyanoacetic acid hydrochloric acid acidification, finally get cyanide ethyl acetate with ethanol esterification, filtered, atmospheric distillation, vacuum distillation to finished products.3. Cyanoacetic acid was esterified with ethanol by cyanoacetic acid esterification.

3. The preparation method is to treat cyanoacetic acid with ethanol.Add the cyanoacetic acid, ethanol and sulfuric acid catalyst reactor reflow 3 h, cooled to 10 ℃, and then washed, layered, drying, under reduced pressure distillation and finished products.

NCCH2COOH + C2H5OH [- H2SO4] - > NCCH2COOC2H5 + H2O [2]

Product use editor

Used as pharmaceutical intermediates, for caffeine and vitamin B, as well as as as raw materials for oil soluble colorants and 502 adhesives for color film.

This product is an intermediate of fine chemical products such as medicine and dye, and is used to synthesize esters, amides, acids and nitrile compounds.Japan is mainly used as the intermediate of cyano-acrylate quick-drying adhesive, used for adhesion of automobile parts and household electrical components, and also for vitamin B6, synthetic dyes and other fields.5-cyano-6-hydroxy-4-methoxymethyl-2-methyl-2-methyl-pyridine can be prepared by the cyclization of ethyl cyano-acetone and ammonia.3-amino-5-methyl-4-methoxymethyl-2-methyl-pyridine can be obtained by nitrification, chlorination and catalytic hydrogenation.The bioleptin B6 can be obtained by further denitrification, hydrolysis and salt formation.

With ethyl acetate is the intermediate of the preparation of diethyl malonate, thus the preparation of 2 - amino - 4, 6 - dimethoxy pyrimidine as intermediates of sulfonylurea herbicides, and pesticides fluorine worm nitrile intermediate, still can make pharmaceutical intermediates of B vitamins.[2]

Notes editing

The environmental impact

The substance is harmful to the environment and special attention should be paid to the pollution of water.[3]

1. Health hazards

Invasion: inhalation, ingestion, percutaneous absorption.

Ii. Toxicological data and environmental behaviors

Acute toxicity: LD50400 ~ 3200mg/kg(rat via mouth);LC50550mg/m3, 2 hours (inhaled by rats)

Dangerous property: can burn in open fire.High heat or contact with acids can produce highly toxic cyanide gases.Chemical reaction can occur when contact with strong oxidizer.Toxic or flammable gases are released in the presence of water or water vapor.

Combustion (decomposition) products: carbon monoxide, carbon dioxide, nitrogen oxide.[3]

Emergency monitoring

Water quality fast colorimetric tube method (made in Japan, cyanide) [3]

The experimental monitoring

Gas chromatography, with reference to the handbook of analytical chemistry (volume 4, chromatographic analysis), chemical industry press [3]

Environmental standards

Maximum allowable concentration of hazardous substances in the air of the former Soviet union workshop: 2mg/m3 [3]

Emergency treatment

I. leakage emergency treatment [3]

Quickly evacuate the personnel from the leakage area to the safe area, and conduct isolation, strictly restrict the access.Cut off the fire.Emergency personnel are advised to wear self - sufficient positive pressure respirators and wear antivirus clothing.Do not contact the leak directly.Cut off the leakage source as much as possible to prevent access to restricted Spaces such as sewers and drains.Small leakage: adsorption or absorption by sand or other non-combustible materials.Massive leakage: build a wall or dig a pit for shelter.Transfer by pump to tank car or special collector, recycle or transport to waste disposal site.

Ii. Protective measures [3]

Respiratory protection: you should wear a self-inhaling filter mask (half mask) when you may contact its vapor.It is recommended to wear self-contained breathing apparatus in case of emergency rescue or evacuation.

Eye protection: wear safety goggles.

Physical protection: wear polyethylene protective clothing.

Hand protection: wear rubber gloves.

Others: smoking, eating and drinking are prohibited at work.After work, clean thoroughly.Store toxic clothes separately for backup use.Maintain good hygiene.