cis-4-HEXEN-1-OL - CAS 928-91-6
Flavor & Fragrance
Product Name:
(* Alt. CAS #) CAS: 6126-50-7; 4-Hexen-1-ol, 4-Hexen-1-ol, (4Z)-, c-4-Hexen-1-ol, c-4-Hexenol, cis-4-HEXEN-1-OL, cis-4-Hexenol, FEMA CAS: 6126-50-7, z-4-Hexenol
CAS Number:
Molecular Weight:
Molecular Formula:
Olfactive Family:
Odor description:
Very powerful, pungent, green vegetable odor.
Taste description:
Metallic, earthy notes similar to potato and cooked pineapple.
Chemical Structure
CAS 928-91-6 cis-4-HEXEN-1-OL

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Reference Reading

1.Gas-phase reactions of NO3 and N2O5 with (Z)-hex-4-en-1-ol, (Z)-hex-3-en-1-ol ('leaf alcohol'), (E)-hex-3-en-1-ol, (Z)-hex-2-en-1-ol and (E)-hex-2-en-1-ol.
Pfrang C1, Martin RS, Canosa-Mas CE, Wayne RP. Phys Chem Chem Phys. 2006 Jan 21;8(3):354-63. Epub 2005 Nov 3.
The night-time atmospheric chemistry of the biogenic volatile organic compounds (Z)-hex-4-en-1-ol, (Z)-hex-3-en-1-ol ('leaf alcohol'), (E)-hex-3-en-1-ol, (Z)-hex-2-en-1-ol and (E)-hex-2-en-1-ol, has been studied at room temperature. Rate coefficients for reactions of the nitrate radical (NO(3)) with these stress-induced plant emissions were measured using the discharge-flow technique. We employed off-axis continuous-wave cavity-enhanced absorption spectroscopy (CEAS) for the detection of NO(3), which enabled us to work in excess of the hexenol compounds over NO(3). The rate coefficients determined were (2.93 +/- 0.58) x 10(-13) cm(3) molecule(-1) s(-1), (2.67 +/- 0.42) x 10(-13) cm(3) molecule(-1) s(-1), (4.43 +/- 0.91) x 10(-13) cm(3) molecule(-1) s(-1), (1.56 +/- 0.24) x 10(-13) cm(3) molecule(-1) s(-1), and (1.30 +/- 0.24) x 10(-13) cm(3) molecule(-1) s(-1) for (Z)-hex-4-en-1-ol, (Z)-hex-3-en-1-ol, (E)-hex-3-en-1-ol, (Z)-hex-2-en-1-ol and (E)-hex-2-en-1-ol.
2.Kinetic and mechanistic studies of base-catalyzed phenylselenoetherification of (Z)- and (E)-hex-4-en-1-ols.
Divac VM1, Puchta R, Bugarčić ZM. J Phys Chem A. 2012 Aug 2;116(30):7783-90. doi: 10.1021/jp304314j. Epub 2012 Jul 20.
The mechanism of phenylselenoetherification of (Z)- and (E)-hex-4-en-1-ols using some bases (triethylamine, pyridine, quinoline, 2,2'-bipyridine) as catalysts and some solvents [tetrahydrofuran (THF) and CCl4] as reaction media was examined through studies of kinetics of the cyclization by UV-vis spectrophotometry. It was demonstrated that the intramolecular cyclization is facilitated in the presence of bases as a result of the hydrogen bond between the base and the alkenol's OH group. The rate constants in the base-catalyzed reactions are remarkably influenced by the bulkiness and basicity of the base used and the nature of the considered nitrogen donors. The obtained values for rate constants show that the reaction with triethylamine is the fastest one. THF with higher polarity and higher basic character is better as a solvent than CCl4. Quantum-chemical calculations [MP2(fc)/6-311+G**//B3LYP/6-311+G** + ZPE(B3LYP/6-311+G**] show that the cyclization of (Z)-hex-4-en-1-ol to a tetrahydrofuranoid five-membered ring is kinetically controlled, while the cyclization of (E)-hex-4-en-1-ol to the tetrahydropyranoid six-membered ring is thermodynamically controlled.