|
|
| | 4-NITROCINNAMALDEHYDE Basic information |
| | 4-NITROCINNAMALDEHYDE Chemical Properties |
| Melting point | 140-143 °C(lit.) | | Boiling point | 309.06°C (rough estimate) | | density | 1.3312 (rough estimate) | | refractive index | 1.5200 (estimate) | | storage temp. | Inert atmosphere,Store in freezer, under -20°C | | form | crystals | | Appearance | Yellow to brown Solid | | Water Solubility | Insoluble in water. | | Sensitive | Air Sensitive | | BRN | 1565424 | | InChI | 1S/C9H7NO3/c11-7-1-2-8-3-5-9(6-4-8)10(12)13/h1-7H/b2-1+ | | InChIKey | ALGQVMMYDWQDEC-OWOJBTEDSA-N | | SMILES | [O-][N+](=O)c1ccc(\C=C\C=O)cc1 | | CAS DataBase Reference | 1734-79-8(CAS DataBase Reference) | | EPA Substance Registry System | 2-Propenal, 3-(4-nitrophenyl)- (1734-79-8) |
| Hazard Codes | Xi | | Risk Statements | 36/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | RTECS | GD6650000 | | TSCA | TSCA listed | | HS Code | 29130000 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2 |
| | 4-NITROCINNAMALDEHYDE Usage And Synthesis |
| Chemical Properties | beige to yellow-brown crystals or cryst. powder | | Uses | Doebner-Miller reaction the 4- nitrocinnamaldehyde and 2-methylaniline in concentrated HC1 give the corresponding 8-methyl-2-phenylquinoline (3: R = 4'-N02) directly. The asymmetric Friedel-Crafts-type alkylation in aqueous media reaction of 4-Nitrocinnamaldehydr with N-methyl indole using trifluoroacetic acid (TFA) salt of the PEG-PS-supported prolyl peptide having the polyleucine tether as a catalyst. 4-Nitrocinnamaldehyde has been used in the preparation of 2, 2-[(E)-3-(4-nitrophenyl) prop-2-ene-1,1-diyl] bis(3-hydroxy-5, 5-dimethylcyclohex-2-en-1-one). | | Synthesis | 5.0 g (66 mmol) of p-nitrobenzaldehyde and 10.0 mL of acetaldehyde were added to a three-necked flask, and to a dropping funnel was added
10 mL of 30% mass fraction potassium hydroxide-methanol solution with magnetic stirring, and the reaction flask was cooled with an ice-salt bath, and when the temperature was reduced to 0-5C, 5 mL of potassium hydroxide-methanol solution was added slowly and dropwise with magnetic stirring, and the reaction was carried out for 40 min, and then 5 mL of potassium hydroxide-methano was added dropwise.
Alcohol solution, continue the reaction for 40min at about 10C, cool the reaction mixture below 5C to solidify, add 16mL of acetic anhydride and
Heated on a water bath for 30min, poured into 120mL of hot water, added 16mL of concentrated hydrochloric acid, heated on a water bath for 20min, and left to stand for 24h. Dialyzed crystals, pumped, washed, and recrystallized in aqueous acetic acid with a mass fraction of 30% to obtain 1.6g of yellow crystals, which is 4-nitrocinnamaldehyde, and the calculated product yield was 45.3%. |
| | 4-NITROCINNAMALDEHYDE Preparation Products And Raw materials |
|