Related articles - Applications of 2-Cyclohexen-1-one
- 2-Cyclohexen-1-one (2CHO) is a non-planar, sixmembered ring molecule for which conjugation between the C=O and C=C groups is e....
- Nov 22，2019
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| | 2-Cyclohexen-1-one Basic information |
| | 2-Cyclohexen-1-one Chemical Properties |
| Melting point | -53 °C | | Boiling point | 171-173 °C(lit.) | | density | 0.993 g/mL at 25 °C(lit.) | | vapor pressure | 760 mm Hg ( 168 °C) | | FEMA | 4517 | 2-CYCLOHEXENONE | | refractive index | n20/D 1.488(lit.) | | Fp | 133 °F | | storage temp. | 0-6°C | | solubility | soluble in Chloroform, Methanol | | form | Liquid | | color | Clear light yellow to yellow | | Odor | No strong odour known | | Odor Type | roasted | | Water Solubility | SOLUBLE | | JECFA Number | 2052 | | BRN | 1280477 | | InChI | 1S/C6H8O/c7-6-4-2-1-3-5-6/h2,4H,1,3,5H2 | | InChIKey | FWFSEYBSWVRWGL-UHFFFAOYSA-N | | SMILES | O=C1CCCC=C1 | | LogP | 0.61 | | CAS DataBase Reference | 930-68-7(CAS DataBase Reference) | | NIST Chemistry Reference | 2-Cyclohexen-1-one(930-68-7) | | EPA Substance Registry System | 2-Cyclohexen-1-one (930-68-7) |
| Hazard Codes | T | | Risk Statements | 22-23/24-36 | | Safety Statements | 23-36/37/39-45-27-26-20-9 | | RIDADR | UN 2929 6.1/PG 2 | | WGK Germany | 3 | | RTECS | GW7000000 | | Hazard Note | Toxic | | TSCA | TSCA listed | | HazardClass | 6.1 | | PackingGroup | II | | HS Code | 29142990 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Acute Tox. 1 Inhalation
Acute Tox. 2 Dermal
Acute Tox. 3 Oral
Flam. Liq. 3 |
| | 2-Cyclohexen-1-one Usage And Synthesis |
| Description | 2-Cyclohexen-1-one is a ketone, or more precisely an enone. It is colorless liquid, but commercial samples are often yellow. Industrially, cyclohexenone is prepared from phenol by Birch reduction. Common reactions include nucleophilic conjugate addition with organocopper reagents, Michael reactions and Robinson annulations.
| | Chemical Properties | CLEAR LIGHT YELLOW TO YELLOW LIQUID | | Uses | 2-Cyclohexen-1-one is used as intermediates. | | Application | 2-Cyclohexen-1-one can be used to versatile electrophile employed in a range of addition reactions including conjugate addition of organocopper nucleophiles, Michael reaction with enol silanes, and phosphoniosilylations. | | Definition | ChEBI: A cyclohexenone having its C2C double bond at the 2-position. | | Reactions | 2-Cyclohexen-1-one was employed in a Baylis–Hillman-type reaction with formaldehyde, and the newly formed primary alcohol was protected as silyl ether.
 | | Synthesis Reference(s) | Chemical and Pharmaceutical Bulletin, 31, p. 4209, 1983 DOI: 10.1248/cpb.31.4209
Journal of the American Chemical Society, 110, p. 6591, 1988 DOI: 10.1021/ja00227a065 | | Contact allergens | This strong sensitizer has been responsible for chemical burning followed by sensitization in a chemistry student. | | Safety Profile | A poison by ingestion,
inhalation, intraperitoneal, and skin contact
routes. Mutation data reported. When
heated to decomposition it emits acrid
smoke and irritant fumes. See also
KETONES. | | Solubility in organics | Acetone, Alcohol, Benzene |
| | 2-Cyclohexen-1-one Preparation Products And Raw materials |
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