2-Isocyanatoethyl Acrylate Property

Melting point:

-25 °C

Boiling point:

80-95 °C(Press: 15 Torr)

Density 

1.05

vapor pressure 

21.4Pa at 20℃

refractive index 

1.4470 to 1.4510

Flash point:

97°C(lit.)

storage temp. 

Keep in dark place,Inert atmosphere,2-8C

form 

clear liquid

color 

Colorless to Almost colorless

Specific Gravity

1.10

EPA Substance Registry System

2-Propenoic acid, 2-isocyanatoethyl ester (13641-96-8)

Safety

RIDADR 

UN 2206 6.1/PG III

HazardClass 

6.1

PackingGroup 

III

HS Code 

2929100090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H330Fatal if inhaled

H335May cause respiratory irritation

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P320Specific treatment is urgent (see … on this label).

P321Specific treatment (see … on this label).

P322Specific measures (see …on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

2-Isocyanatoethyl Acrylate Chemical Properties,Usage,Production

Uses

2-Isocyanatoethyl Acrylate is an important compound intermediate commonly used in chemical research and development as an API for organic synthesis.

Synthesis

2-Isocyanatoethyl Acrylate is prepared by the reaction of phosgene, ethanolamine and 2-chloropropionyl chloride. The steps are as follows:
In a 500 mL four-necked flask equipped with a stirrer, condenser, thermometer and inner tube, 250 mL of toluene and 25 g (0.41 mol) of 2-aminoethanol were added, heated to 90° C. and supplied with about 20 g of hydrogen chloride gas. Then 56 g (0.44 mol) of 3-chloropropionic acid chloride was added dropwise over 90 minutes and heated at 90° C. for 1 hour. Thereafter, 80 g (0.81 mol) of phosgene was supplied. Dissolved phosgene was then removed by nitrogen gas bubbling. Subsequently, 0.4 g of phenothiazine and 0.4 g of 2,6-bis-t-butylhydroxytoluene were added, and 50 g of triethylamine (0.49 mol) was supplied, and the mixture was heated and stirred at 50° C. for 6 hours. Thereafter, the mixture was cooled to room temperature, the formed hydrochloride salt was filtered, and toluene was distilled off. By the above process, Mixture 2 containing the main product of 2-acryloyloxyethyl isocyanate (AOI) 55 g (0.35 mol) (87% yield) and the by-product of 2-acryloyloxyethyl acrylate (2547 ppm by mass) was obtained.