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O-Cresyl glycidyl ether

Chemical compound From Wikipedia, the free encyclopedia

o-Cresyl glycidyl ether (ortho-cresyl glycidyl ether, o-CGE) is a liquid aromatic organic chemical compound and chemically a glycidyl ether.[2] It has the formula C10H12O2 and the CAS Registry Number 2210-79-9.[3] It is one of a number of glycidyl ethers available commercially that are used to reduce the viscosity of epoxy resins. These are then further used in coatings, sealants, adhesives, composites and elastomers.[4]

Quick facts Names, Identifiers ...
o-Cresyl glycidyl ether
Names
IUPAC name
2-[(2-Methylphenoxy)methyl]oxirane
Other names
ortho-Cresyl glycidyl ether; o-CGE; Glycidyl 2-methylphenyl ether
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.016.951 Edit this at Wikidata
EC Number
  • 218-645-3
RTECS number
  • TZ3700000
UNII
UN number 3334
  • InChI=1S/C10H12O2/c1-8-4-2-3-5-10(8)12-7-9-6-11-9/h2-5,9H,6-7H2,1H3
    Key: KFUSXMDYOPXKKT-UHFFFAOYSA-N
  • CC1=CC=CC=C1OCC2CO2
Properties
C10H12O2
Molar mass 164.204 g·mol−1
Hazards
GHS labelling:[1]
GHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Warning
H315, H317, H341, H411
P201, P202, P261, P264, P272, P273, P280, P281, P302+P352, P308+P313, P321, P332+P313, P333+P313, P362, P363, P391, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Uses

The main use of o-CGE is to reduce the viscosity of epoxy resins.[5][6] These reduced viscosity resins may then be used to formulate coatings including UV cured versions.[7] It is a monofunctional diluent and so in polymer science terms is a chain terminator. Chain extenders (f = 2) and cross linkers (f  3) are low molecular weight di or tri-functional epoxy diluents. The use of the diluent does effect mechanical properties and microstructure of epoxy resins.[8][9] As it has glycidyl functionality, it is classed as a Reactive diluent.

Other names

o-CGE is known by a number of other names.[10][11] These include:

  • Oxirane, 2-[(2-methylphenoxy)methyl]-
  • Propane, 1,2-epoxy-3-(o-tolyloxy)-
  • Oxirane, [(2-methylphenoxy)methyl]-[12]
  • 2-[(2-Methylphenoxy)methyl]oxirane
  • 1-(o-Methylphenoxy)-2,3-epoxypropane

Toxicology

The material is a skin irritant and skin sensitizer. The toxicology has been reasonably well studied.[13][14][15][16] It is REACH registered and produced or imported into the European Union in quantities greater than one thousand tonnes per annum.[17]

See also

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