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| 2-Cyclopenten-1-one Basic information |
| 2-Cyclopenten-1-one Chemical Properties |
Boiling point | 64-65 °C19 mm Hg(lit.) | density | 0.98 g/mL at 25 °C(lit.) | refractive index | n20/D 1.481(lit.) | Fp | 108 °F | storage temp. | 2-8°C | solubility | soluble in Chloroform, Methanol | form | Liquid | Specific Gravity | 0.980 | color | Clear yellow | Water Solubility | almost insoluble | BRN | 1446054 | InChI | InChI=1S/C5H6O/c6-5-3-1-2-4-5/h1,3H,2,4H2 | InChIKey | BZKFMUIJRXWWQK-UHFFFAOYSA-N | SMILES | C1(=O)CCC=C1 | LogP | -0.114 (est) | CAS DataBase Reference | 930-30-3(CAS DataBase Reference) | NIST Chemistry Reference | 2-Cyclopenten-1-one(930-30-3) |
Hazard Codes | Xi,Xn | Risk Statements | 10-37-36/37/38-22 | Safety Statements | 16-36-36/37/39 | RIDADR | UN 1224 3/PG 3 | WGK Germany | 3 | F | 8 | Hazard Note | Irritant | HazardClass | 3 | PackingGroup | III | HS Code | 29142990 |
| 2-Cyclopenten-1-one Usage And Synthesis |
Chemical Properties | clear yellow liquid | Uses | 2-Cyclopenten-1-one is a versatile electrophile employed in various addition reactions including conjugate addition of organocopper nucleophiles, Michael reaction with silyl enol ethers and siloxanes. It is also used in Diels-Alder cycloadditions and phosphoniosilylations. | Definition | ChEBI: 2-cyclopenten-1-one is an enone that is cyclopentanone having a C=C double bond at position 2. It has a role as a Hsp70 inducer. It is an enone and an alicyclic ketone. | Preparation | 2-Cyclopentenones can be synthesized in a number of ways. One of the routes involves elimination of α-bromo-cyclopentanone using lithium carbonate and Claisen condensation-decarboxylation-isomerization cascades of unsaturated diesters as shown below.
The acid-catalyzed dehydration of cyclopentanediols affords cyclopentenone. As a functional group, the synthesis of 2-cyclopentenones is accomplished in a variety of other ways, including the Nazarov cyclization reaction from divinyl ketones, Saegusa–Ito oxidation from cyclopentanones, ring-closing metathesis from the corresponding dienes, oxidation of the corresponding cyclic allylic alcohols, and the Pauson–Khand reaction from alkenes, alkynes, and carbon monoxide. en.wikipedia.org |
| 2-Cyclopenten-1-one Preparation Products And Raw materials |
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