Molecular Formula | C9H16O2 |
Molar Mass | 156.22 |
Density | 0.93 |
Melting Point | -9°C (estimate) |
Boling Point | 130-132°C 2mm |
Flash Point | 130-132°C/2mm |
JECFA Number | 1380 |
BRN | 1721634 |
pKa | 4.82±0.10(Predicted) |
Storage Condition | 室温 |
Refractive Index | 1.4620 |
MDL | MFCD00014020 |
Risk Codes | 34 - Causes burns |
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 | 3265 |
TSCA | Yes |
Hazard Class | 8 |
Packing Group | III |
Application | trans-2-nonenoic acid is an important intermediate in organic synthesis, it is mainly used in the production of (E)-2-nonenoic acid methyl ester, which is widely used in daily chemicals and food essences because of its sweet fruit aroma, which is favored by perfumers. |
preparation | in a ML three-necked flask equipped with a stirrer, thermometer and reflux condenser, add 52g(0.5mol) of malonic acid, 73g of freshly distilled heptanal (0.6mol, content 93.7%) was added with stirring 16ml of pyridine. The reaction was then heated with a water bath and stirred at 70 °c for 3 hours. The water bath was removed, heated with an electric heating mantle, and the reaction was continued with stirring under reflux for 3 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, transferred to a 500mL separatory funnel, acidified to pH 1-2 with 25% hydrochloric acid to remove pyridine, and the upper organic layer was separated, after drying over anhydrous magnesium sulfate, vacuum distillation was carried out to collect the 110~144 ℃/0.2kPa fraction to obtain 78.1g of crude trans-2-nonenoic acid with a content of 82.9%, the reaction yield was 83% in terms of acrylic acid. After fractionation of the crude product, the content of trans-2-nonenoic acid was 94.5%, in addition to 3.5% of trans-2-nonenoic acid. |
production method | 1. Malonic acid and heptanal undergo knovenagel condensation, followed by acidification and dehydroxylation to obtain 2-nonenoic acid. 2. Preparation Method: Add malonic acid (3)57g(0.55mol), anhydrous pyridine 92.5mL in the reaction bottle, ice water bath cooling, vigorously agitate slowly add the new distillation of heptanal (2)57g(0.5mol), the formation of semi solid crystals. A calcium chloride drying tube was fitted and the reaction was left at room temperature for 3 days with frequent shaking. The reaction compound was heated in a water bath until no carbon dioxide gas was evolved (approximately 8H was required). The reaction mixture was poured into an equal volume of water, the oil layer was separated, and 25% hydrochloric acid was added to remove pyridine. This was dissolved in benzene, washed with water, dried over anhydrous sodium sulfate, and distilled under reduced pressure to obtain 62g (130 yield) of 2-nonenoic acid (1) in a fraction of 132-79% °c/266Pa. [1] |
EPA chemical substance information | information is provided by: ofmpeb.epa.gov (external link) |