Cyclotetradecane

Cyclotetradecane is an organic compound with the chemical formula (CH₂)₁₄. It is a simple fourteen-membered hydrocarbon.

Cyclotetradecane

Names
Preferred IUPAC name Cyclotetradecane
Identifiers
CAS Number	295-17-0 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:89715
ChemSpider	60847
ECHA InfoCard	100.005.490
EC Number	206-038-6
PubChem CID	67524
UNII	O1MV54BB89 Y
CompTox Dashboard (EPA)	DTXSID70183697
InChI InChI=1S/C14H28/c1-2-4-6-8-10-12-14-13-11-9-7-5-3-1/h1-14H2 Key: KATXJJSCAPBIOB-UHFFFAOYSA-N InChI=1/C14H28/c1-2-4-6-8-10-12-14-13-11-9-7-5-3-1/h1-14H2 Key: KATXJJSCAPBIOB-UHFFFAOYAU
SMILES C1CCCCCCCCCCCCC1
Properties
Chemical formula	C14H28
Molar mass	196.378 g·mol−1
Density	0.790±0.06 g/cm3
Melting point	54–55 °C (129–131 °F; 327–328 K)
Boiling point	131 °C (268 °F; 404 K) 11 Torr
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

It is known as having low strain energy.^[1]

Occurrence

Cyclotetradecane has been found in black ^[2] and green tea.^[3] It is produced during the pyrolysis of lignin.^[4]

References

1. Chickos, James S. (1992). "The strain energy of cyclotetradecane is small". The Journal of Organic Chemistry. 57 (6): 1899. doi:10.1021/jo00032a052.
2. Aminianfar, Adineh; Fatemi, Mohammad Hossein; Azimi, Fatemeh (December 2024). "Comprehensive characterization of volatile compounds in Iranian black teas using chemometric analysis of GC-MS fingerprints". Food Chemistry: X. 24: 101859. doi:10.1016/j.fochx.2024.101859. PMC 11471522. PMID 39403300.
3. Cai, Minyu; Huang, Liyan; Dong, Sashuang; Diao, Nanxin; Ye, Weilian; Peng, Zhiye; Fang, Xiang (14 September 2023). "Enhancing the Flavor Profile of Summer Green Tea via Fermentation with Aspergillus niger RAF106". Foods. 12 (18): 3420. doi:10.3390/foods12183420. PMC 10529516. PMID 37761129.
4. Lu, Xinyu; Gu, Xiaoli (11 October 2022). "A review on lignin pyrolysis: pyrolytic behavior, mechanism, and relevant upgrading for improving process efficiency". Biotechnology for Biofuels and Bioproducts. 15 (1): 106. Bibcode:2022BBB....15..106L. doi:10.1186/s13068-022-02203-0. PMC 9552425. PMID 36221137.