Basic information Description Uses Sources Safety Supplier Related
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Isobornyl acrylate

Basic information Description Uses Sources Safety Supplier Related

Isobornyl acrylate Basic information

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
  • ebecryliboa
  • exo-isobornylacrylate
  • IBXA
  • Isobornyl acrylate, stabilized with 100ppm 4-methoxyphenol
CAS:
5888-33-5
MF:
C13H20O2
MW:
208.3
EINECS:
227-561-6
Mol File:
5888-33-5.mol
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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.)
Flash point:
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
InChIKey
PSGCQDPCAWOCSH-BREBYQMCSA-N
LogP
4.52 at 20℃
CAS DataBase Reference
5888-33-5(CAS DataBase Reference)
EPA Substance Registry System
Isobornyl acrylate (5888-33-5)
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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
Toxicity
LD50 oral in rat: 4890mg/kg

MSDS

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Isobornyl acrylate Usage And Synthesis

Description

Isobornyl 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.

Uses

ISOBORNYL 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.

Uses

It is used as UVcuring EBcuring adhesive.

Uses

Isobornyl acrylate (IBA) can be used to prepare block copolymers with n-butyl acrylate by atom transfer radical polymerization (ATRP).

Hazard

Moderately toxic by ingestion. Low toxicity by skin contact. A moderate skin and mild eye irritant.

Flammability and Explosibility

Non flammable

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.
Fig Synthetic method of Isobornyl acrylate

Isobornyl acrylateSupplier

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