N-METHYLACRYLAMIDE

N-METHYLACRYLAMIDE Property

Melting point:

102-106 °C

Boiling point:

156.6°C (rough estimate)

Density 

1.0408 (rough estimate)

refractive index 

1.4340 (estimate)

storage temp. 

2-8°C

pka

15.12±0.46(Predicted)

Appearance

Colorless to light yellow Liquid

CAS DataBase Reference

1187-59-3

EPA Substance Registry System

2-Propenamide, N-methyl- (1187-59-3)

Safety

Risk Statements 

20/21/22-36/37/38

Safety Statements 

23-26-36/37/39

RIDADR 

2810

HazardClass 

6.1(b)

PackingGroup 

III

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing 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.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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.

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

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.

P501Dispose of contents/container to..…

N-METHYLACRYLAMIDE Chemical Properties,Usage,Production

Safety Profile

Moderately toxic by ingestion. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Synthesis

(C) To a 1000 mL four-necked flask equipped with a stirrer, thermometer, and gas introduction tube was added 400 g of MeO-DEAA obtained in step (b), followed by 6.8 g of potassium hydroxide and 0.4 g of TDA.A distillation column equipped with a packer, condenser, and distillation receiver was mounted on the flask, and a trace amount of nitrogen was passed through to act as a carrier gas. The reaction temperature was adjusted to 180 °C while stirring the reaction mixture. The system vacuum was adjusted to 60 kPa and the pyrolysis reaction was carried out for 12 hours. 307 g of crude N,N-diethylacrylamide (DEAA) (purity = 93%, yield = 92%) was obtained by collection through a water condenser. The crude DEAA was transferred to a distillation purification unit equipped with a 20 cm McMahon packing (6 mm particle size) filled column and purified by reduced pressure distillation (60 °C/0.13 kPa). The final 258 g of high purity DEAA (99.8% purity) was obtained as a colorless liquid. Examples 2-18: On the basis of Example 1, the raw materials, catalysts, solvents, polymerization blockers and reaction conditions were varied as shown in Table 1 and synthesized according to the same steps as in Example 1 to obtain the corresponding N-methyl-2-acrylamide. The results are summarized in Table 2.

References

[1] Patent: JP2015/101554, 2015, A. Location in patent: Paragraph 0057; 0060