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Cas Database |
| Name |
Jasmone |
EINECS | 207-668-4 |
| CAS No. | 488-10-8 | Density | 0.937 g/cm3 |
| PSA | 17.07000 | LogP | 3.02210 |
| Solubility | 1.48g/L at 20℃ | Melting Point |
203 - 205oC |
| Formula | C11H16O | Boiling Point | 264.2 °C at 760 mmHg |
| Molecular Weight | 164.247 | Flash Point | 107.2 °C |
| Transport Information | N/A | Appearance | COA |
| Safety | 26-37/39 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
2-Cyclopenten-1-one,3-methyl-2-(2-pentenyl)-, (Z)- (8CI);2-Cyclopenten-1-one,3-methyl-2-(2Z)-2-pentenyl- (9CI);Jasmone (6CI);(Z)-Jasmone;3-Methyl-2-(2-cis-pentenyl)-2-cyclopenten-1-one;3-Methyl-2-(cis-2-pentenyl)-2-cyclopenten-1-one;cis-Jasmone; |
Article Data | 97 |
Jasmone Synthetic route
| Conditions | Yield |
|---|---|
| With hydrogen; Lindlar's catalyst In hexane | 97% |
| With hydrogen; Lindlar's catalyst In ethyl acetate under 760 Torr; | 95% |
| With hydrogen; Lindlar's catalyst In hexane | 90% |
| With hydrogen; Lindlar's catalyst In ethanol | 65% |
| Yield given; |
- 82909-46-4
3-bromo-2-<(Z)-2-pentenyl>-2-cyclopenten-1-one
- 488-10-8
cis-jasmone
| Conditions | Yield |
|---|---|
| In diethyl ether 1.) -78 degC, 10 min., 2.) 0 degC, 1 h; | 93% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide In ethanol for 4h; Heating; | 92% |
| With potassium hydroxide In ethanol for 2h; Heating; | 91% |
| With sodium hydroxide; water | 88% |
- 128192-01-8
2-(2-cis-pentenyl)-3-methyl-5-(phenylthio)-2-cyclopenten-1-one
- 488-10-8
cis-jasmone
| Conditions | Yield |
|---|---|
| With nickel In acetone | 88% |
| With nickel |
- 106763-43-3
methyl (Z)-2-<4-<(diethoxyphosphoryl)oxy>-1-oxo-4-pentenyl>-4-heptenoate
- 488-10-8
cis-jasmone
| Conditions | Yield |
|---|---|
| With sodium hydroxide In tetrahydrofuran at 80℃; for 20h; | 87% |
- 32556-66-4, 32556-68-6, 87392-23-2, 131321-83-0, 135029-97-9, 135029-98-0
4-methyl-5-(2-pentenyl)cyclopent-2-en-1-one
- 488-10-8
cis-jasmone
| Conditions | Yield |
|---|---|
| With sodium methylate In methanol Ambient temperature; | 83% |
- 488-10-8
cis-jasmone
| Conditions | Yield |
|---|---|
| With potassium hydroxide In ethanol at 95℃; for 0.5h; | 76% |
- 488-10-8
cis-jasmone
| Conditions | Yield |
|---|---|
| In acetic anhydride for 6h; Heating; | 75% |
- 207798-52-5
1-methyl-2-pent-2-enyl-cyclopent-2-enol
- 488-10-8
cis-jasmone
| Conditions | Yield |
|---|---|
| With dipyridinium dichromate In dichloromethane at 0℃; for 1h; | 74% |
- 132604-79-6
2-(cis-2-Pentenyl)-3-<(phenylsulfonyl)methyl>-2-cyclopenten-1-one
- 488-10-8
cis-jasmone
| Conditions | Yield |
|---|---|
| With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 1h; Heating; | 71% |
| With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene Heating; Yield given; |
Jasmone Chemical Properties
Molecule structure of Jasmone (CAS NO.488-10-8):
IUPAC Name: 3-Methyl-2-[(Z)-pent-2-enyl]cyclopent-2-en-1-one
Molecular Weight: 164.24414 g/mol
Molecular Formula: C11H16O
Density: 0.937 g/cm3
Boiling Point: 264.2 °C at 760 mmHg
Flash Point: 107.2 °C
Index of Refraction: 1.491
Molar Refractivity: 50.77 cm3
Molar Volume: 175.1 cm3
Polarizability: 20.12×10-24 cm3
Surface Tension: 31.1 dyne/cm
Enthalpy of Vaporization: 50.21 kJ/mol
Vapour Pressure: 0.00982 mmHg at 25 °C
XLogP3-AA: 2.2
H-Bond Acceptor: 1
Rotatable Bond Count: 3
Tautomer Count: 10
Exact Mass: 164.120115
MonoIsotopic Mass: 164.120115
Topological Polar Surface Area: 17.1
Heavy Atom Count: 12
Complexity: 233
Canonical SMILES: CCC=CCC1=C(CCC1=O)C
Isomeric SMILES: CC/C=C\CC1=C(CCC1=O)C
InChI: InChI=1S/C11H16O/c1-3-4-5-6-10-9(2)7-8-11(10)12/h4-5H,3,6-8H2,1-2H3/b5-4-
InChIKey: XMLSXPIVAXONDL-PLNGDYQASA-N
EINECS: 207-668-4
Product Categories: ketone Flavor
Jasmone Uses
Jasmone (CAS NO.488-10-8) can act as an attractant or a repellent for various insects. However it is used primarily in perfumes and cosmetics. It also can be used in jasmine and mint flavor.
Jasmone Production
Jasmone is manufactured within plants by the metabolism of jasmonate, from linolenic acid by the octadecanoid pathway.
Jasmone Toxicity Data With Reference
| 1. | skn-rbt 500 mg/24H MOD | FCTXAV Food and Cosmetics Toxicology. 17 (1979),845. | ||
| 2. | orl-rat LD50:5000 mg/kg | FCTXAV Food and Cosmetics Toxicology. 17 (1979),845. |
Jasmone Consensus Reports
Reported in EPA TSCA Inventory.
Jasmone Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 2
RTECS: GY7301000
Jasmone Specification
Jasmone (CAS NO.488-10-8) is also named as (Z)-Jasmone ; 2-Cyclopenten-1-one, 3-methyl-2-(2-pentenyl)-, (Z)- ; 3-Methyl-2-(2-pentenyl)-2-cyclopenten-1-one, (Z)- ; 3-Methyl-2-(cis-2-penten-1-yl)-2-cyclopenten-1-one ; 4-07-00-00337 (Beilstein Handbook Reference) ; BRN 1907713 ; FEMA No. 3196 . It is a colorless to pale yellow liquid that has the odor of jasmine. It slightly soluble in water, soluble in ethanol, ether and carbon tetrachloride and oil.
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