| Identification | More | [Name]
1,4-Pentadien-3-ol | [CAS]
922-65-6 | [Synonyms]
1,4-PENTADIEN-3-OL
1,4-PENTADIENE-3-OL
DIVINYL CARBINOL
Penta-1,4-dien-3-ol
1,4-PENTADIEN-3-OL 97+%
3-Hydroxy-1,4-pentadiene
Diethenylmethyl alcohol | [EINECS(EC#)]
213-080-9 | [Molecular Formula]
C5H8O | [MDL Number]
MFCD00008633 | [Molecular Weight]
84.12 | [MOL File]
922-65-6.mol |
| Chemical Properties | Back Directory | [Boiling point ]
115-116 °C (lit.) | [density ]
0.865 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.445(lit.)
| [Fp ]
86 °F
| [storage temp. ]
2-8°C
| [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Liquid | [pka]
13.68±0.20(Predicted) | [color ]
Clear colorless | [BRN ]
1735809 | [Stability:]
Volatile | [InChI]
InChI=1S/C5H8O/c1-3-5(6)4-2/h3-6H,1-2H2 | [InChIKey]
ICMWSAALRSINTC-UHFFFAOYSA-N | [SMILES]
C=CC(O)C=C | [CAS DataBase Reference]
922-65-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R10:Flammable.
R22:Harmful if swallowed. | [RIDADR ]
UN 1987 3/PG 3
| [WGK Germany ]
3
| [HazardClass ]
3.2 | [PackingGroup ]
III | [HS Code ]
29052990 |
| Hazard Information | Back Directory | [Uses]
Starting material for asymmetric epoxidation.1,2 | [Structure and conformation]
1,4-pentadien-3-ol (CH2=CH-CH(OH)-CH=CH2) is a representative allyl alcohol containing two C=C bonds and one hydroxyl group. It has a complicated conformational landscape arising from the rotations of three σ-bonds, i.e. three dihedral angles of ?(C7=C6-C1-O3), ?(C5=C4-C1-O3), and ?(H8-O3-C1-H2). Experiments and ab initio calculations revealed that the 1,4-pentadien-3-ol monomer prefers a configuration with one vinyl being syn to the hydroxyl oxygen and the hydroxyl hydrogen toward the skew-arranged vinyl, which therefore makes possible simultaneous C-H···O and O-H···π interactions[1].
| [References]
[1] Zhen Wang. “Conformations and structures of 1,4-pentadien-3-ol and its water complex characterized by rotational spectroscopy.” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 267 (2022): Article 120589. |
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