PHENYL METHACRYLATE Chemical Properties

Melting point:

17 °C

Boiling point:

95-100 °C/16 mmHg (lit.)

Density 

1.052 g/mL at 25 °C (lit.)

vapor pressure 

0.5Pa at 20℃

refractive index 

n20/D 1.512(lit.)

Flash point:

140 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

clear liquid

color 

Colorless to Light yellow

Water Solubility 

Not miscible or difficult to mix with water.

Sensitive 

Light Sensitive

BRN 

1907503

LogP

2.7 at 23.3℃

CAS DataBase Reference

2177-70-0(CAS DataBase Reference)

EPA Substance Registry System

Phenyl methacrylate (2177-70-0)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-42/43

Safety Statements 

23-26-37-60-45-24

RIDADR 

UN 3272 3/PG 3

WGK Germany 

3

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29161400

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

PHENYL METHACRYLATE Usage And Synthesis

Uses

Phenyl methacrylate is used as thermoset acrylic resin, fiber finishing agent and comonomers of resin lens.

Flammability and Explosibility

Non flammable

Synthesis

Phenyl methacrylate was synthesized from methacryloyl chloride and phenol by esterification reaction. The procedure was as follows: phenol (1.0 eq.) was mixed with methacryloyl chloride (1.1 eq.) in anhydrous dichloromethane under dry reaction conditions, triethylamine (1.2 eq.) was added as a base, and the reaction was stirred for 12 hours at room temperature. Upon completion of the reaction, the organic phase was washed with dilute hydrochloric acid to remove unreacted base, followed by washing with saturated sodium bicarbonate solution and water, and finally dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to give the crude product. Purification by column chromatography (eluent: petroleum ether/ethyl acetate = 10:1) afforded phenyl methacrylate as a clear oil in 1.45 g yield, 84%. The structure of the product was confirmed by 1H NMR and 13C NMR, and the data were consistent with those reported in the literature.1H NMR (500 MHz, DMSO): δ 7.46-7.41 (m, 2H), 7.30-7.26 (m, 1H), 7.19-7.15 (m, 2H), 6.28 (m, 1H), 5.90 (app p, J=1.55 Hz, 1H ), 2.00 (m, 3H); 13C NMR (125 MHz, DMSO): δ 165.3, 150.6, 135.3, 129.5, 127.7, 125.9, 121.8, 18.1. High-resolution mass spectrometry (HRMS-ESIpos) analysis: calculated value C10H10O2Na [M+Na]+ 185.0572299, measured value 185.057440.

References

[1] Molecular Crystals and Liquid Crystals, 2011, vol. 542, p. 132 - 140
[2] Central European Journal of Chemistry, 2011, vol. 9, # 4, p. 557 - 566
[3] Synlett, 2015, vol. 26, # 14, p. 1973 - 1976
[4] Journal of Polymer Science, Part A: Polymer Chemistry, 2014, vol. 52, # 9, p. 1353 - 1358
[5] Patent: GB470397, 1936,

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