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125482

Sigma-Aldrich

cis-Cyclooctene

contains 100-200 ppm Irganox 1076 FD as antioxidant, 95%

Synonym(s):

(Z)-Cyclooctene

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About This Item

Empirical Formula (Hill Notation):
C8H14
CAS Number:
Molecular Weight:
110.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

liquid

contains

100-200 ppm Irganox 1076 FD as antioxidant

refractive index

n20/D 1.469 (lit.)

bp

145-146 °C (lit.)

mp

−16 °C (lit.)

solubility

H2O: insoluble

density

0.846 g/mL at 25 °C (lit.)

SMILES string

C1CCCC=CCC1

InChI

1S/C8H14/c1-2-4-6-8-7-5-3-1/h1-2H,3-8H2/b2-1-

InChI key

URYYVOIYTNXXBN-UPHRSURJSA-N

General description

cis-Cyclooctene undergoes addition reaction with carbon tetrachloride catalyzed by dichlorotris(triphenylphosphine) ruthenium(II) to yield 1-chloro-4-(trichloromethyl) cyclooctane (1,4-adduct). It undergoes epoxidation catalyzed by molybdenum oxide nanoparticles incorporated in a mesoporous silica shell coated on dense silica-coated magnetite nanoparticles.

Application

cis-Cyclooctene has been used to study the alkenes chemisorbed on silicon(100) by scanning tunneling microscopy.

Other Notes

Contains cyclooctane

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

77.0 °F - closed cup

Flash Point(C)

25 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Radical reactions in the coordination sphere. 4. Addition of carbon tetrachloride to cis-cyclooctene catalyzed by dichlorotris (triphenylphosphine) ruthenium (II).
Matsumoto H, et al.
The Journal of Organic Chemistry, 43(9), 1734-1736 (1978)
A magnetically recyclable nanocomposite catalyst for olefin epoxidation.
Mohammadreza Shokouhimehr et al.
Angewandte Chemie (International ed. in English), 46(37), 7039-7043 (2007-08-10)
Voltage-dependent STM images of covalently bound molecules on Si (100).
Padowitz DF and Hamers RJ.
The Journal of Physical Chemistry B, 102(43), 8541-8545 (1998)
Xiao-Song Xue et al.
Chemical reviews, 117(13), 8622-8648 (2017-03-11)
The most fundamental concepts in chemistry are structure, energetics, reactivity and their inter-relationships, which are indispensable for promoting chemistry into a rational science. In this regard, bond energy, the intrinsic determinant directly related to structure and reactivity, should be most
Anyang Peng et al.
Science advances, 6(5), eaax6637-eaax6637 (2020-02-18)
Traditionally, a catalyst functions by direct interaction with reactants. In a new noncontact catalytic system (NCCS), an intermediate produced by one catalytic reaction serves as an intermediary to enable an independent reaction to proceed. An example is the selective oxidation

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