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Merck

152544

4-Vinyl-1-cyclohexene 1,2-epoxide, mixture of isomers

98%

Synonym(s):

1,2-Epoxy-4-vinylcyclohexane, 1-Vinyl-3,4-epoxycyclohexane, 3,4-Epoxycyclohexylethylene, 3-Ethenyl-7-oxabicyclo[4.1.0]heptane, Vinyl-3,4-epoxycyclohexane, Vinylcyclohexene oxide

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About This Item

Empirical Formula (Hill Notation):
C8H12O
CAS Number:
Molecular Weight:
124.18
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
203-436-1
MDL number:
Technical Service
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Quality Level

assay

98%

form

liquid

refractive index

n20/D 1.469 (lit.)

bp

169 °C (lit.)

density

0.952 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C=CC1CCC2OC2C1

InChI

1S/C8H12O/c1-2-6-3-4-7-8(5-6)9-7/h2,6-8H,1,3-5H2

InChI key

SLJFKNONPLNAPF-UHFFFAOYSA-N

General description

4-Vinyl-1-cyclohexene 1,2-epoxide is a reactive cyclic epoxide that serves as a versatile monomer in polymer chemistry, particularly for producing thermosetting and thermoplastic polymers through ring-opening polymerization. It is used in protective coatings for industrial surfaces, high-performance adhesives in automotive and aerospace applications, and as a matrix material in fiber-reinforced composites, enhancing their mechanical strength and thermal stability. Additionally, this compound is explored for biomedical applications, such as drug delivery systems and tissue engineering scaffolds, due to its biocompatibility and ability to form hydrogels.


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Warning

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

114.8 °F - closed cup

flash_point_c

46 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter



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Kelli L Hvorecny et al.
Structure (London, England : 1993), 25(5), 697-707 (2017-04-11)
Pseudomonas aeruginosa secretes an epoxide hydrolase with catalytic activity that triggers degradation of the cystic fibrosis transmembrane conductance regulator (CFTR) and perturbs other host defense networks. Targets of this CFTR inhibitory factor (Cif) are largely unknown, but include an epoxy-fatty