Isobornyl acrylate

Isobornyl acrylate Basic information
Description Uses Sources
Product Name:Isobornyl acrylate
Synonyms:1,7,7-trimethylbicyclo(2.2.1)hept-2-ylester,exo-2-propenoicaci;1,7,7-trimethylbicyclo[2.2.1]hept-2-ylester,exo-2-propenoicaci;1,7,7-trimethylbicyclo[2.2.1]hept-2-ylester,exo-2-Propenoicacid;al-co-cureiba;exo-isobornylacrylate;Isobornyl acrylate, stabilized with 100ppm 4-methoxyphenol;sr506(acrylate);ISOBORNYL ACRYLATE
CAS:5888-33-5
MF:C13H20O2
MW:208.3
EINECS:227-561-6
Product Categories:
Mol File:5888-33-5.mol
Isobornyl acrylate Structure
Isobornyl acrylate Chemical Properties
Melting point <-35°C
Boiling point 119-121 °C15 mm Hg(lit.)
density 0.986 g/mL at 25 °C(lit.)
vapor pressure 1.3Pa at 20℃
refractive index n20/D 1.476(lit.)
Fp 207 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form clear liquid
color Colorless to Almost colorless
Water Solubility Difficult to mix in water.
Sensitive Light Sensitive
BRN 2254825
Stability:Light sensitive
InChIKeyPSGCQDPCAWOCSH-BREBYQMCSA-N
LogP4.52 at 20℃
CAS DataBase Reference5888-33-5(CAS DataBase Reference)
EPA Substance Registry SystemIsobornyl acrylate (5888-33-5)
Safety Information
Hazard Codes Xn,N,Xi
Risk Statements 20/22-36/37/38-51/53
Safety Statements 26-36-61-28
RIDADR UN 3082 9 / PGIII
WGK Germany 2
RTECS UD3940000
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29161290
ToxicityLD50 oral in rat: 4890mg/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Isobornyl acrylate Usage And Synthesis
DescriptionIsobornyl acrylate can be used to prepare block copolymers with n-butyl acrylate by atom transfer radical polymerization (ATRP)1. It is a photo-polymerizable monomer that is employed in micro-fluidic devices because of desirable properties, such as inertness, transparency, and resolution2.
UsesISOBORNYL ACRYLATE (cas# 5888-33-5) is a useful research chemical.
Sources
  1. https://www.sigmaaldrich.com/catalog/product/aldrich/392103?lang=en&region=US
  2. López-García, M. D. C., D. J. Beebe, and W. C. Crone. Characterization of poly(isobornyl acrylate) as a construction material for microfluidic applications. Journal of Applied Polymer Science. 2007:1894–1902.
UsesIt is used as UVcuring EBcuring adhesive.
UsesIsobornyl acrylate (IBA) can be used to prepare block copolymers with n-butyl acrylate by atom transfer radical polymerization (ATRP).
HazardModerately toxic by ingestion. Low toxicity by skin contact. A moderate skin and mild eye irritant.
Flammability and ExplosibilityNonflammable
Synthesis Isobornyl acrylate is prepared by reacting (-)- borneol,triethylamine with acryloyl chloride in anhydrous THF.Dissolve (-)- borneol (1.00 g, 6.48 mmol, 1 equiv) and triethylamine (0.98 g, 9.72 mmol, 1.5 equiv) in anhydrous THF (20 mL) in a 100 mL round-bottom flask. Add acryloyl chloride (0.88 g, 9.72 mmol, 1.5 equiv) dropwise to the reaction mixture at 0 °C. Allow the reaction to stir at room temperature overnight. Filter the reaction solution. Concentrate the reaction solution on the rotary evaporator. Wash the mixture with water (20 mL). Extract the mixture with dichloromethane (3x20 mL). Dry the combined organic phases over anhydrous sodium sulfate. Filter and concentrate the residue. Purify the crude product further by silica gel column chromatography (petroleum ether/ethyl acetate = 4:1) to obtain isobornyl acrylate.
Synthetic method of Isobornyl acrylate Fig Synthetic method of Isobornyl acrylate
Isobornyl acrylate Preparation Products And Raw materials
Dodecyl acrylate Ethyl(ethoxymethylene)cyanoacetate DIHYDRODICYCLOPENTADIENYL ACRYLATE Sodium allylsulfonate URETHANE ACRYLATE VA/BUTYL MALEATE/ISOBORNYL ACRYLATE COPOLYMER Hydroxypropyl acrylate Borneol oil POLY(ISOBORNYL ACRYLATE) Methyl propiolate 2-OCTYL ACRYLATE POLY(VINYL ACETATE-CO-BUTYL MALEATE-CO-ISOBORNYL ACRYLATE),Poly(vinyl acetate-co-butyl maleate-co-isobornyl acrylate) solution CYCLOPENTYL ACRYLATE BUTYL OLEATE Polyacrylate rubber ETHOXYLATED BISPHENOL A DIACRYLATE Isobornyl 2-methyl-2-propenoate Isobornyl acrylate

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