2-Heptanol
| Names | |
|---|---|
| Preferred IUPAC name
Heptan-2-ol | |
| Other names
s-Heptyl alcohol
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.008.041 |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C7H16O | |
| Molar mass | 116.204 g·mol−1 |
| Density | 0.817 g/mL |
| Melting point | −30.2 °C (−22.4 °F; 243.0 K)[2] |
| Boiling point | 159 °C (318 °F; 432 K) |
| 3.3 g/L | |
| Solubility | soluble in ethanol, diethyl ether |
| Viscosity | 3.955 mPa·s |
| Hazards | |
| Flash point | 71 °C (160 °F; 344 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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2-Heptanol is a chemical compound which is an isomer of heptanol. It is a secondary alcohol with the hydroxyl on the second carbon of the straight seven-carbon chain. The compound is flammable and irritant, and through inhalation, ingestion or though skin it can enter into the body. [3]
2-Heptanol is chiral, so (R)- and (S)-isomers exist.
Synthesis
2-Heptanol can be synthesized by catalytic hydrogenation of 2-heptanone using metal catalysts such as nickel, palladium, or cobalt.
CH3CO(CH2)4CH3+H2→CH3CH(OH)(CH2)4CH3[4]
Occurrence and uses
2-Heptanol has been identified as a volatile component in a variety of foods and natural products, including cheddar cheese, grape, tomato, strawberry, coconut and beer. It also occurs in clove oil, tea, and corn. The compound is used in flavor and fragrance formulations and as a solvent for synthetic resins. Recent studies have additionally investigated its antifungal activity against plant pathogens such as Botrytis cinerea.[5]
See also
References
- ^ Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–300, 6–189, 8–109, 16–25, ISBN 0-8493-0594-2
- ^ "543-49-7(2-Heptanol)". chemicalbook.com.
- ^ PubChem. "2-Heptanol". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-10-19.
- ^ Zhang, Dongpei; Liu, Jiefeng; Shao, Sicheng; Zhang, Quanxing; Liu, Mengyuan; Wang, Yuangao; Ma, Mingyu; Cao, Ning; Zhang, Guangyu; Wang, Jinyao; Yang, Junwei; Yan, Wenjuan; Jin, Xin; Yang, Chaohe (2024-09-01). "Enhanced transfer hydrogenation of 2-heptanone to 2-heptanol over synergistic Co/ZnO catalysts". Carbon Capture Science & Technology. 12 100227. Bibcode:2024CCST...1200227Z. doi:10.1016/j.ccst.2024.100227. ISSN 2772-6568.
- ^ Wu, Fangfang; Wang, Haibo; Lin, Yankun; Qu, Zesheng; Zheng, Bin; Feng, Shun; Li, Xinguo (2024-06-03). "2-Heptanol inhibits Botrytis cinerea by accelerating amino acid metabolism and retarding membrane transport". Frontiers in Plant Science. 15 1400164. Bibcode:2024FrPS...1500164W. doi:10.3389/fpls.2024.1400164. ISSN 1664-462X. PMC 11180792. PMID 38887459.