2-trans-Nonenal
(E)-non-2-enal
CAS: 18829-56-6
Molecular Formula: C9H16O
2-trans-Nonenal - Names and Identifiers
| Name | (E)-non-2-enal |
| Synonyms | 2-Nonenal CCRIS 9203 (2E)nonenal BRN 1722170 (E)-2-Nonenal (E)-Non-2-enal (2E)-2-Nonenal (E)-non-2-enal trans-2-Nonenal 2-trans-Nonenal Trans-2-nonenal 2-Nonenal, (E)- 2-Nonenal, (2E)- (E)-2-nonen-1-al trans-2-Nonen-1-al 4-01-00-03502 (Beilstein Handbook Reference) |
| CAS | 18829-56-6 |
| EINECS | 242-609-6 |
| InChI | InChI=1S/C9H16O/c1-2-3-4-5-6-7-8-9-10/h7-9H,2-6H2,1H3/b8-7+ |
2-trans-Nonenal - Physico-chemical Properties
| Molecular Formula | C9H16O |
| Molar Mass | 140.22 |
| Density | 0.846g/mLat 25°C(lit.) |
| Melting Point | -28°C (estimate) |
| Boling Point | 88-90°C12mm Hg(lit.) |
| Flash Point | 184°F |
| JECFA Number | 1362 |
| Water Solubility | Soluble in Alcohol , and oils. Insoluble in water. |
| Solubility | Chloroform (Slightly), Methanol (Slightly) |
| Vapor Density | >1 (vs air) |
| Appearance | Liquid |
| Color | Clear colorless to pale yellow |
| Merck | 14,6676 |
| Storage Condition | Refrigerator (+4°C) |
| Sensitive | Air Sensitive |
| Refractive Index | n20/D 1.453(lit.) |
| MDL | MFCD00007012 |
2-trans-Nonenal - 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. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| UN IDs | NA 1993 / PGIII |
| WGK Germany | 3 |
| RTECS | RA8509050 |
| TSCA | Yes |
| HS Code | 29121900 |
| Hazard Class | 3 |
| Packing Group | II |
2-trans-Nonenal - Reference Information
| FEMA | 3213 | 2-NONENAL |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Application field | Trans-2-nonenal is a 2-enal derivative, also known as α,β-unsaturated aldehyde derivative, which is a class of biochemically active compounds. It is an important industrial product and raw material for production. The Diels-Alder reaction with conjugated diene can synthesize a series of alicyclic olefin compounds; in the presence of alkali catalysts, it can also react with the Michael of nucleophilic addition of negative carbon ions to form many useful compounds; and a variety of 2-enal, such as (E)-2-pentenal, (E)-2-hexenal, (E)-2-heptenal, (E)-2-octenal, (E)-2-nonenal, (E)-2-decenal, (E)-2-undecenal, (E)-2-doenal, (E)-2-tridenal are commonly used edible spices. In addition, 2-enal derivatives can also be used in the field of pharmacy, such as (E)-2-hexenal has a significant inhibitory effect on gram-positive and gram-negative bacteria;(E)-2-hexenal, (E)-2-heptenal, (E)-2-octenal and (E)-2-nonenal have a significant inhibitory effect on the mycelial growth of Aspergillus;(E)-2-hexenal has a significant inhibitory effect on Fusarium moniliforme (Fusarium verticillioides) produced during corn storage. |
| Preparation | (1), synthesis of α-phenylthionenal Take n-nonynyne (0.12g, 1 mmol), thiophenol (2a)(0.33g, 3 mmol) dissolved in chloroform and reacted at 20 ℃; the crude product obtained after the reaction is separated by column chromatography (petroleum ether: ethyl acetate = 10: 1) to obtain the target product (yield 84%);(2) The synthesis of the target product (E)-2-nonenal Weigh α-phenylthionyl nonanal (3f)(0.25g, 1 mmol), dissolve in 10 mL of dichloromethane, and add hydrogen peroxide aqueous solution (0.22g) dropwise at 0 ℃, 2 mmol, 30%), continue stirring for 3 hours; Add 10 ml of water, stir at 30 ℃, TLC track the reaction until it is completely finished; After the reaction is over, pour the reaction solution into a saturated solution of sodium bicarbonate, add dichloromethane to the aqueous phase for extraction, merge organic layers, add a saturated solution of sodium bicarbonate for washing, and dry and concentrate anhydrous magnesium sulfate. The crude product was separated by column chromatography (petroleum ether: ethyl acetate = 10: 1) to obtain the target product (E)-2-nonenal (yield 83%) |
Last Update：2024-04-09 21:11:58
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