3-METHYL-2-(CIS-2-PENTENYL)-2-CYCLOPENTEN-1-ONE
Cis-Jasmone
CAS: 488-10-8
Molecular Formula: C11H16O
3-METHYL-2-(CIS-2-PENTENYL)-2-CYCLOPENTEN-1-ONE - Names and Identifiers
| Name | Cis-Jasmone |
| Synonyms | Jasmone JASMONE FEMA 3196 CIS-JASMONE (Z)-Jasmone Cis-Jasmone (Z)-JASMONE JASMONE, CIS- 3-METHYL-2-(2-PENTENYL)-2-CYCLOPENTEN-1-ONE 3-Methyl-2-(2-pentenyl)-2-cyclopenten-1-one CIS-3-METHYL-2-(2-PENTENYL)-2-CYCLOPENTEN-1-ONE 3-methyl-2-(pent-2-en-1-yl)cyclopent-2-en-1-one 3-METHYL-2-(CIS-2-PENTENYL)-2-CYCLOPENTEN-1-ONE 3-Methyl-2-(2-cis-penten-1-yl)-2-cyclopenten-1-on 2-[(2Z)-but-2-en-1-yl]-3-methylcyclopent-2-en-1-one 3-methyl-2-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-one 3-methyl-2-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-one |
| CAS | 488-10-8 |
| EINECS | 207-668-4 |
| InChI | InChI=1/C10H14O/c1-3-4-5-9-8(2)6-7-10(9)11/h3-4H,5-7H2,1-2H3/b4-3- |
| InChIKey | IVLCENBZDYVJPA-ARJAWSKDSA-N |
3-METHYL-2-(CIS-2-PENTENYL)-2-CYCLOPENTEN-1-ONE - Physico-chemical Properties
| Molecular Formula | C11H16O |
| Molar Mass | 164.24 |
| Density | 0.94g/mLat 25°C(lit.) |
| Boling Point | 134-135°C12mm Hg(lit.) |
| Flash Point | 225°F |
| JECFA Number | 1114 |
| Water Solubility | 1.48g/L at 20℃ |
| Vapor Presure | 0.91Pa at 20℃ |
| Appearance | neat |
| Color | Colorless to Light orange to Yellow |
| Merck | 14,5259 |
| BRN | 1907713 |
| Storage Condition | Sealed in dry,Room Temperature |
| Sensitive | Sensitive to light |
| Refractive Index | n20/D 1.498(lit.) |
| MDL | MFCD00001402 |
| Physical and Chemical Properties | Light yellow oily liquid. An elegant aroma of jasmine and celery seed. The relative density (d422) is 0.9437, the boiling point is 249 ° C., 134 to 135 ° C./1.6 × 103Pa, and the refractive index (nD22) is 1.4979. Micro-soluble in water, soluble in ethanol, ethyl ether and carbon tetrachloride and oil. Natural products are found in jasmine oil, neroli oil, bergamot oil, etc. |
3-METHYL-2-(CIS-2-PENTENYL)-2-CYCLOPENTEN-1-ONE - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | 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 |
| TSCA | Yes |
| HS Code | 29142990 |
3-METHYL-2-(CIS-2-PENTENYL)-2-CYCLOPENTEN-1-ONE - Introduction
It is naturally found in jasmine, pepper, spade, longevity, bergamot and tea.
Last Update：2022-10-16 17:25:25
3-METHYL-2-(CIS-2-PENTENYL)-2-CYCLOPENTEN-1-ONE - Reference Information
| FEMA | 3196 | 3-METHYL-2-(2-PENTENYL)-2-CYCLOPENTEN-1-ONE |
| LogP | 2.8 at 35℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Overview | The scientific name of jasmine is "3-methyl-2-(2-pentenyl)-2-cyclopenten-1-one", It exists in the volatile oil extracted from jasmine, and exists in jasmine oil (containing about 3%), orange flower oil, longevity flower oil, bergamot oil, and peppermint oil. It can be used to prepare jasmine essence, etc. |
| toxicity | can be safely used in food as a spice (FDA,§ 172.515,2000). |
| use limited | FEMA(mg/kg) soft drink 10, ice cream 10, candy 10, gelatin dessert and pudding 10. |
| use | GB 2760-1996 specifies edible spices that are temporarily allowed to be used. For jasmine and mint flavors. Shun jasmine is one of the most valuable spices. Its aroma is very similar to jasmine fragrance. It is one of the important fragrance ingredients of jasmine oil and is used in high-grade jasmine series chemicals. Dihydrojasmine can be obtained by hydrogenation and reduction of jasmine. Dihydrojasmine is a slightly colored transparent liquid with a boiling point of 230 ℃ and 102 ℃(0.67kPa). It has a strong floral fragrance and relatively stable chemical properties. It can be widely used in jasmine series flavors. The industrial production of dihydrojasmine is simple and there are many methods. In the presence of phosphoric acid, the temperature is controlled at 80 ℃, and the pressure is 0.007-0.011MPa. Dihydrojasmonone can be prepared by cyclizing undecenoic acid. flavors and spices |
| production method | jasmine is a component of jasmine oil, daffodil oil, neroli oil and other essential oils. There are many methods for industrial synthesis, such as using 3-hexenol as raw material. For example, methyl vinyl ketone is used as a raw material, and hydrogen bromide is added to 2-bromoethyl ketone to make cyclic ketal, which is condensed with a metal compound of acetylene in a dihydroxy acid solution to form acetylene ketal. Then react with the p-toluenesulfonate of cis-2-pentene-1-ol, and treat the product with perchloric acid into cis -8-( )-en-5-alkyn-2-one, and then hydrogenate to make 2, 4-dione. Intramolecular condensation of 2, 4-dione in a dilute alkaline aqueous solution to obtain cis-jasmonone. Another method is to cyclization γ-ketone aldehyde, and then introduce methyl group to prepare jasmine. 2-3-yl-cyclopentenone is synthesized from 7-decene-γ-in methanol in the presence of sodium hydroxide, and then methyl is introduced. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:49:11
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