64630-63-3

Basic information

• Product Name: 3,4-Epoxycyclohexylmethyl acrylate
• Synonyms: 3,4-Epoxycyclohexylmethyl acrylate;2-Propenoic acid, 7-oxabicyclo4.1.0hept-3-ylmethyl ester;3,4-Epoxy-CycloheylMethyl-Acrylate;7-Oxabicyclo[4.1.0]hept-3-ylmethyl acrylate;7-Oxabicyclo[4.1.0]heptan-3-ylmethyl acrylate;(3,4-Epoxycyclohexyl)methyl Acrylate (stabilized with HQ)
• CAS NO: 64630-63-3
• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.21636
• Mol File: 64630-63-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 257.969 °C at 760 mmHg
• Flash Point: 102.034 °C
• Appearance: /
• Density: 1.102 g/cm³
• Vapor Pressure: 0.014mmHg at 25°C
• Refractive Index: 1.485
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 3,4-Epoxycyclohexylmethyl acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Epoxycyclohexylmethyl acrylate(64630-63-3)
• EPA Substance Registry System: 3,4-Epoxycyclohexylmethyl acrylate(64630-63-3)

Safety Data

• Hazardous Substances Data: 64630-63-3(Hazardous Substances Data)

Usage

Chemical Properties

Colorless transparent liquid

InChI:InChI=1/C10H14O3/c1-2-10(11)12-6-7-3-4-8-9(5-7)13-8/h2,7-9H,1,3-6H2

Synthetic route

1-acryloyloxymethyl-3-cyclohexene (21367-02-2) → 1-acryloyloxymethyl-3,4-epoxycyclohexane (64630-63-3)

Conditions	Yield
With dihydrogen peroxide; sodium acetate; acetic anhydride In water at 10℃; for 0.416667h;	99.2%
With peracetic acid; sodium acetate In benzene at 30 - 35℃; for 2.5h;

peracetic acid (79-21-0) + 1-acryloyloxymethyl-3-cyclohexene (21367-02-2) → 1-acryloyloxymethyl-3,4-epoxycyclohexane (64630-63-3)

Conditions	Yield
With ethyl acetate
With acetone

cyclohex-3-enylmethanol (72581-32-9, 1679-51-2) → 1-acryloyloxymethyl-3,4-epoxycyclohexane (64630-63-3)

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid, 3-tert-butyl-1,2-dihydroxybenzene / benzene / Heating 2: 40-45percent aq. peracetic acid, sodium acetate / benzene / 2.5 h / 30 - 35 °C View Scheme

1-acryloyloxymethyl-3,4-epoxycyclohexane (64630-63-3) + 2,5-Dimercapto-1,3,4-thiadiazole (1072-71-5) → C22H30N2O6S3

Conditions	Yield
With 2,5-bis(1,1-dimethylethyl)-1,4-benzenediol at 60℃; for 3h;	99.6%

methacrylic acid 7-oxabicyclo[4.1.0]hept-3-ylmethyl ester + 1-acryloyloxymethyl-3,4-epoxycyclohexane (64630-63-3) + 2,5-Dimercapto-1,3,4-thiadiazole (1072-71-5) → C23H32N2O6S3

Conditions	Yield
With 2,5-bis(1,1-dimethylethyl)-1,4-benzenediol In isopropyl alcohol at 70℃; for 4h;	98.9%

Upstream product

• 79-21-0 peracetic acid 
• 21367-02-2 1-acryloyloxymethyl-3-cyclohexene 
• 72581-32-9 cyclohex-3-enylmethanol 

Relevant articles and documents

Method for preparing (methyl)acrylic acid-3,4-epoxycyclohexyl methyl ester by microchannel reactor

The invention discloses a method for preparing (methyl) acrylic acid-3,4-epoxycyclohexyl methyl ester by a microchannel reactor. The method is characterized in that firstly, 3-cyclohexene-1-methanol and (methyl)acryloyl chloride are used as raw materials; esterification reaction is performed in the microchannel reactor to prepare an intermediate of (methyl)acrylic acid-3-cyclohexenyl methyl ester;then, peroxyacetic acid is used as an oxidizing agent; chlorohydrocarbon is used as a reaction medium; selective epoxidation reaction is performed in the microchannel reactor to prepare a target product. The esterification reaction temperature is low; the side reactions are few; the efficiency is high; the aftertreatment is simple; an in-situ method is used; peroxyacetic acid is prepared; meanwhile, olefin epoxidation reaction is performed; the technological process is easy to operate; the reaction yield is high; the product purity is high; the operation of the product separation process is simple; the method is suitable for continuous production; when a curing resin composition prepared by the product is used, a good cured matter with high sealing performance and chemical resistant performance on a base material can be obtained, and can be suitable for being used in the field of electronic materials.