Chemistry:2-Heptanol

From HandWiki

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. [1]

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.

CH3​CO(CH2​)4​CH3​+H2​→CH3​CH(OH)(CH2​)4​CH3[2]

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.[3]

See also

References

  1. PubChem. "2-Heptanol" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/2-Heptanol#section=Structures. 
  2. Zhang, Dongpei; Liu, Jiefeng; Shao, Sicheng; Zhang, Quanxing; Liu, Mengyuan; Wang, Yuangao; Ma, Mingyu; Cao, Ning et al. (2024-09-01). "Enhanced transfer hydrogenation of 2-heptanone to 2-heptanol over synergistic Co/ZnO catalysts". Carbon Capture Science & Technology 12. doi:10.1016/j.ccst.2024.100227. ISSN 2772-6568. Bibcode2024CCST...1200227Z. https://www.sciencedirect.com/science/article/pii/S2772656824000393. 
  3. 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" (in English). Frontiers in Plant Science 15. doi:10.3389/fpls.2024.1400164. ISSN 1664-462X. PMID 38887459. Bibcode2024FrPS...1500164W.