3-Pyridinecarboxaldehyde
3-Pyridinecarboxaldehyde
CAS: 500-22-1
Molecular Formula: C6H5NO
3-Pyridinecarboxaldehyde - Names and Identifiers
| Name | 3-Pyridinecarboxaldehyde |
| Synonyms | Nicotinaldehyde 3-Formylpyridine 3-Pyridylaldehyde 3-Nicotinaldehyde 3-Pyridinaldehyde 3-Pyridinealdehyde Pyridine-3-aldehyde 3-Pyridylcarboxaldehyde pyridine-3-carbaldehyde 3-Pyridinecarboxaldehyde 3-Pyridine carboxaldehyde Pyridine-3-carboxaldehyde 3-Pyridylcarboxaldehyde DEG beta-Pyridinecarbonaldehyde |
| CAS | 500-22-1 |
| EINECS | 207-900-4 |
| InChI | InChI=1/C6H5NO/c8-5-6-2-1-3-7-4-6/h1-5H |
| InChIKey | QJZUKDFHGGYHMC-UHFFFAOYSA-N |
3-Pyridinecarboxaldehyde - Physico-chemical Properties
| Molecular Formula | C6H5NO |
| Molar Mass | 107.11 |
| Density | 1.141 g/mL at 20 °C (lit.) |
| Melting Point | 8°C |
| Boling Point | 78-81 °C/10 mmHg (lit.) |
| Flash Point | 140°F |
| Water Solubility | miscible |
| Vapor Presure | 0.3 hPa (20 °C) |
| Appearance | liquid (clear) |
| Specific Gravity | 1.145 (20/4℃) |
| Color | clear brown-yellow |
| BRN | 105343 |
| pKa | 3.43±0.10(Predicted) |
| PH | 5.4 (111g/l, H2O, 20℃) |
| Storage Condition | 2-8°C |
| Sensitive | Air Sensitive |
| Refractive Index | n20/D 1.549(lit.) |
| Physical and Chemical Properties | This product is a colorless liquid, B. p.95 ~ 97 ℃/2kpa,n20D 1.5490, relative density of 1.135. |
3-Pyridinecarboxaldehyde - Risk and Safety
| Risk Codes | R10 - Flammable R37/38 - Irritating to respiratory system and skin. R42/43 - May cause sensitization by inhalation and skin contact. R41 - Risk of serious damage to eyes R34 - Causes burns R43 - May cause sensitization by skin contact R22 - Harmful if swallowed R36/37/38 - 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. S39 - Wear eye / face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S23 - Do not breathe vapour. |
| UN IDs | UN 1989 3/PG 3 |
| WGK Germany | 3 |
| RTECS | QS2980000 |
| FLUKA BRAND F CODES | 8-10-23 |
| TSCA | Yes |
| HS Code | 29333999 |
| Hazard Note | Irritant/Keep Cold/Air Sensitive |
| Hazard Class | 3.2 |
| Packing Group | III |
| Toxicity | LD50 orally in Rabbit: 2355 mg/kg |
3-Pyridinecarboxaldehyde - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | pyridine formaldehyde can be used as an important intermediate in the synthesis of pyridine functional group derivatives, and has a wide range of uses in the fields of medicine and chemical industry. for example, 3-pyridine formaldehyde derivatives can be used to synthesize some Schiff base ligands with specific uses. 3-pyridine formaldehyde is a substituted pyridine with niacin activity and is a component of tobacco smoke. |
| application | 3-pyridine formaldehyde is an important pharmaceutical intermediate and fine chemical raw material with a wide range of applications and broad market prospects. In medicine, 3-pyridine formaldehyde, as an important pharmaceutical intermediate, can be used to synthesize the laxative drug bisacodyl, and it is also a raw material for the synthesis of organophosphate antidotes. Recently, it has been reported that 3-pyridine formaldehyde can also be used as a raw material for the synthesis of anti-HIV protease inhibitors; in agriculture, 3-pyridine formaldehyde is a necessary intermediate for the synthesis of some acaricides; in the photosensitive industry, 3-pyridine formaldehyde can be used to synthesize nitrogen-containing heterocyclic color photographic materials. |
| preparation method | 3-methylpyridine reacts with glacial acetic acid and hydrogen peroxide at a reaction temperature of 63 ℃ and a reaction time of 17h. the molar ratio of the 3-methylpyridine, glacial acetic acid and hydrogen peroxide is 1:4:3.5 to obtain 3-pyridine nitrogen oxide; 3-pyridine nitrogen oxide reacts with acetic anhydride at a reaction temperature of 92 ℃, the reaction time is 4h, the molar ratio of 3-pyridine nitrogen oxide to acetic anhydride is 1:2.3, to obtain acetic acid -3-pyridine methyl ester; Acetic acid -3-pyridine methyl ester reacts with potassium hydroxide solution, the reaction time is 5h, the molar ratio of acetic acid -3-pyridine methyl ester to potassium hydroxide is 1:1.8, the reaction obtains 3-pyridine methanol, the molar ratio of 3-pyridyl methanol to PCC is 1:2.5, and the temperature is 2 ℃; Then the reaction is carried out at room temperature at 23 degrees Celsius, and the reaction is completely monitored by thin layer chromatography. |
| Uses | 3-pyridine formaldehyde is an intermediate of pyrazinone. |
| production method | its preparation method is 3-cyanopyridine as raw material, in the presence of palladium/carbon catalyst hydrogenation reaction to produce products. |
Last Update：2024-04-09 02:00:05
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