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Sigma-Aldrich

1,3-Cyclooctadiene

technical, ≥95% (GC)

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About This Item

Empirical Formula (Hill Notation):
C8H12
CAS Number:
1700-10-3
Molecular Weight:
108.18
Beilstein/REAXYS Number:
2321915
EC Number:
216-929-1
MDL number:
MFCD00001751
UNSPSC Code:
12352100
PubChem Substance ID:
57648378
NACRES:
NA.22

grade

technical

assay

≥95% (GC)

refractive index

n20/D 1.494

bp

142-144 °C (lit.)

density

0.873 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

C1CCC=CC=CC1

InChI

1S/C8H12/c1-2-4-6-8-7-5-3-1/h1-4H,5-8H2/b3-1-,4-2-

InChI key

RRKODOZNUZCUBN-CCAGOZQPSA-N

General description

Enantiodifferentiating geometrical photoisomerizations of (Z,Z)-1,3-cyclooctadiene was studied using "cyclodextrin nanosponge", as a supramolecular sensitizing host. Dendrimer-encapsulated Pd-Rh bimetallic nanoparticle catalyzed partial hydrogenation of 1,3-cyclooctadiene has been reported.

Application

1,3-Cyclooctadiene has been used in the preparation of 2-cyclooct-2-en-1-yl-1,3-cyclooctadiene, a novel bicyclic triene.

pictograms

FlameHealth hazard
GHS02,GHS08

signalword

Danger

hcodes

H226,H304

Hazard Classifications

Asp. Tox. 1 - Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

77.0 °F - closed cup

flash_point_c

25 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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Wenting Liang et al.
Beilstein journal of organic chemistry, 8, 1305-1311 (2012-09-29)
Enantiodifferentiating geometrical photoisomerizations of (Z)-cyclooctene and (Z,Z)-1,3-cyclooctadiene were performed by using the pyromellitate-linked cyclodextrin network polymer, termed "cyclodextrin nanosponge (CDNS)", as a supramolecular sensitizing host. The photochirogenic behavior of the nanosponges incorporating β- or γ-cyclodextrin was significantly different from that
Metal-mediated dimerization of 1, 3-cyclooctadiene to 2-cyclooct-2-en-1-yl-1, 3-cyclooctadiene: a novel bicyclic triene.
Debad JD, et al.
Journal of the American Chemical Society, 115(5), 2051-2052 (1993)
Partial hydrogenation of 1, 3-cyclooctadiene using dendrimer-encapsulated Pd-Rh bimetallic nanoparticles.
Chung Y-M and Rhee H-K.
J. Mol. Catal. A: Chem., 206(1), 291-298 (2003)

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