PHENYL METHACRYLATE

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CAS:2177-70-0
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  • CAS:2177-70-0
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  • Phenyl methacrylate
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  • CAS:2177-70-0
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PHENYL METHACRYLATE Basic information
Product Name:PHENYL METHACRYLATE
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;Phenyl methacrylate, 95%, stab. with BHT;phenyl 2-methylprop-2-enoate
CAS:2177-70-0
MF:C10H10O2
MW:162.19
EINECS:218-542-3
Product Categories:Acrylic Monomers;C10 to C11Monomers;Carbonyl Compounds;Esters;Methacrylate
Mol File:2177-70-0.mol
PHENYL METHACRYLATE Structure
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.)
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
InChI1S/C10H10O2/c1-8(2)10(11)12-9-6-4-3-5-7-9/h3-7H,1H2,2H3
InChIKeyQIWKUEJZZCOPFV-UHFFFAOYSA-N
SMILESCC(=C)C(=O)Oc1ccccc1
LogP2.7 at 23.3℃
CAS DataBase Reference2177-70-0(CAS DataBase Reference)
EPA Substance Registry SystemPhenyl 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 TSCA listed
HazardClass 3
PackingGroup III
HS Code 29161400
Storage Class3 - Flammable liquids
Hazard ClassificationsEye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
PHENYL METHACRYLATE Usage And Synthesis
UsesPhenyl methacrylate is used as thermoset acrylic resin, fiber finishing agent and comonomers of resin lens.
Flammability and ExplosibilityNon flammable
Synthesis
Methacryloyl chloride

920-46-7

Phenol

108-95-2

PHENYL METHACRYLATE

2177-70-0

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,
PHENYL METHACRYLATE Preparation Products And Raw materials
Raw materialsDiphenyl carbonate-->Methacrylic anhydride-->Methacryloyl chloride-->Phenol-->Methacrylic acid-->Tetrahydrofuran-->Potassium carbonate
Tag:PHENYL METHACRYLATE(2177-70-0) Related Product Information
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