| Identification | More | [Name]
PHENYL METHACRYLATE | [CAS]
2177-70-0 | [Synonyms]
PHENYL METHACRYLATE
2-methyl-2-propenoicaciphenylester
Methacrylic acid phenyl ester
Phenyl methacrylate, 94%, stab. with 50ppm BHT
2-Methylacrylic acid phenyl ester
2-Methylpropenoic acid phenyl ester | [EINECS(EC#)]
218-542-3 | [Molecular Formula]
C10H10O2 | [MDL Number]
MFCD00048117 | [Molecular Weight]
162.19 | [MOL File]
2177-70-0.mol |
| Chemical Properties | Back Directory | [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.)
| [Fp ]
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 Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R42/43:May cause sensitization by inhalation and skin contact . | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37:Wear suitable gloves . | [RIDADR ]
UN 3272 3/PG 3
| [WGK Germany ]
3
| [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29161400 |
| Hazard Information | Back Directory | [Uses]
Phenyl methacrylate is used as thermoset acrylic resin, fiber finishing agent and comonomers of resin lens. | [Flammability and Explosibility]
Nonflammable | [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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