Page last updated: 2024-12-08
1,3-cyclooctadiene
## 1,3-Cyclooctadiene: A Versatile Building Block
**1,3-Cyclooctadiene** (also known as COD) is a cyclic organic compound with the molecular formula C8H12. It is a colorless liquid at room temperature with a characteristic sweet odor.
**Key Features:**
* **Structure:** COD has a unique eight-membered ring containing two double bonds at positions 1 and 3.
* **Reactivity:** The double bonds in COD make it susceptible to a variety of reactions, including:
* **Metathesis reactions:** COD can be used to form new carbon-carbon bonds via ring-opening metathesis polymerization (ROMP).
* **Hydrogenation:** It can be readily hydrogenated to form cyclooctane.
* **Cycloaddition reactions:** COD can participate in Diels-Alder reactions and other cycloaddition reactions.
* **Complexation with metals:** The double bonds in COD can coordinate with metal ions, forming complexes.
**Importance in Research:**
COD's versatile reactivity makes it a valuable reagent in various fields, particularly in:
* **Organic synthesis:** It acts as a precursor for synthesizing various organic compounds, including pharmaceuticals and polymers.
* **Catalysis:** COD is used as a ligand in metal-catalyzed reactions, such as olefin metathesis and hydrogenation.
* **Materials science:** COD can be polymerized to form polymers with interesting properties, like high tensile strength and flexibility.
* **Coordination chemistry:** Its ability to form metal complexes allows for the study of coordination chemistry and its applications in catalysis and sensing.
**Specific Examples:**
* **ROMP:** COD is used to synthesize polymers like polyoctenamer, a highly elastic and durable material with various applications.
* **Nickel catalysts:** COD is used as a ligand in nickel-catalyzed cross-coupling reactions, important for synthesizing complex organic molecules.
* **Coordination chemistry:** COD complexes with metal ions like rhodium and palladium are crucial for catalytic transformations like hydrogenation and carbon-carbon bond formation.
**In summary, 1,3-cyclooctadiene is a versatile compound with a unique structure and reactivity that makes it an important tool in various research areas, particularly in organic synthesis, catalysis, and materials science.** Its application in developing new catalysts, polymers, and other materials continues to expand as researchers explore its potential.
Cross-References
ID Source | ID |
PubMed CID | 299882 |
MeSH ID | M0367701 |
Synonyms (36)
Synonym |
nsc 105773 |
nsc 72422 |
ai3-26696 |
einecs 216-929-1 |
1,3-cyclooctadiene, (z,z)- |
cis,cis-1,3-cyclooctadiene |
nsc72422 |
nsc-72422 |
1,3-cyclooctadiene , |
nsc-105773 |
1700-10-3 |
nsc105773 |
(1z,3z)-cycloocta-1,3-diene |
inchi=1/c8h12/c1-2-4-6-8-7-5-3-1/h1-4h,5-8h2/b3-1-,4-2 |
1,3-cyclooctadiene, (1z,3z)- |
cis,cis-1,3-cyclooctadiene, 98% |
cyclooctadiene |
1,3-cyclooctadiene, technical, >=95% (gc) |
cycloocta-1,3-diene |
(1z,3e)-cycloocta-1,3-diene |
cyclooctadienes |
cyclooctadienes [un2520] [flammable liquid] |
un2520 |
29965-97-7 |
3806-59-5 |
AKOS025295254 |
RRKODOZNUZCUBN-CCAGOZQPSA-N |
RRKODOZNUZCUBN-PBIXIIOPSA-N |
mfcd00001751 |
J-010594 |
1.3-cyclooctadiene |
DTXSID30865523 |
Q56683052 |
EN300-6489763 |
AS-75607 |
EN300-179757 |
Research
Studies (6)
Timeframe | Studies, This Drug (%) | All Drugs % |
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 4 (66.67) | 29.6817 |
2010's | 2 (33.33) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Market Indicators
Research Demand Index: 27.51
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.
Metric | This Compound (vs All) |
---|
Research Demand Index | 27.51 (24.57) | Research Supply Index | 1.95 (2.92) | Research Growth Index | 4.78 (4.65) | Search Engine Demand Index | 29.35 (26.88) | Search Engine Supply Index | 2.00 (0.95) |
| |
Study Types
Publication Type | This drug (%) | All Drugs (%) |
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 6 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |