| Identification | Back Directory | [Name]
cyclooct-4-en-1-ol | [CAS]
4277-34-3 | [Synonyms]
4-Cyclooctenol
cyclooct-4-enol
Cyclooctene-5-ol
4-Cycloocten-1-ol
cyclooct-4-en-1-ol
(Z)-cyclooct-4-enol
(Z)-cyclooct-4-en-1-ol
5-Hydroxy-1-cyclooctene
(4Z)-cyclooct-4-en-1-ol
Trans-Cyclooct-4-en-1-ol
4-Cycloocten-1-ol, GC 97%
rac-(1R-4E-pR)-Cyclooct-4-enol | [EINECS(EC#)]
224-280-0 | [Molecular Formula]
C8H14O | [MDL Number]
MFCD06252442 | [MOL File]
4277-34-3.mol | [Molecular Weight]
126.2 |
| Chemical Properties | Back Directory | [Boiling point ]
87.5-90 °C(Press: 10 Torr) | [density ]
0.95g/ml | [storage temp. ]
2-8°C | [pka]
15.13±0.20(Predicted) | [InChI]
InChI=1S/C8H14O/c9-8-6-4-2-1-3-5-7-8/h1-2,8-9H,3-7H2/b2-1- | [InChIKey]
UCPDHOTYYDHPEN-UPHRSURJSA-N | [SMILES]
C1(O)CCCC=CCC1 |c:5| |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 4-hydroxycyclooctene from 5,6-epoxycyclooctene was as follows:
1. Preparation of (Z)-epoxy-4-enol (1): 9-oxabicyclo[6.1.0]non-4-ene (4.2 g, 33.8 mmol) was slowly added to LiAlH4 (1.2 g, 30.4 mmol) suspended in ether (100 mL). The reaction mixture was stirred at room temperature for 4 hours. Upon completion of the reaction, 4 mL of H2O, 4 mL of 25% NaOH (aq) and 4 mL of H2O were added sequentially for post-treatment. The resulting mixture was filtered and the filtrate was dried with Na2SO4 and filtered again. Concentration of the clarified ether solution gave 4.1 g (Z)-cyclooct-4-enol in 96.1% yield. | [References]
[1] Patent: US2013/309170, 2013, A1. Location in patent: Paragraph 0154
[2] Angewandte Chemie - International Edition, 2014, vol. 53, # 38, p. 10242 - 10246
[3] Angew. Chem., 2014, vol. 126, # 38, p. 10407 - 10412,5
[4] Patent: US2016/115180, 2016, A1. Location in patent: Paragraph 0139
[5] Macromolecules, 2005, vol. 38, # 25, p. 10406 - 10412 |
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