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| CAS No.: | 500-22-1 |
|---|---|
| Name: | 3-Pyridinecarboxaldehyde |
| Article Data: | 173 |
| Molecular Structure: | |
|
|
|
| Formula: | C6H5NO |
| Molecular Weight: | 107.112 |
| Synonyms: | Nicotinaldehyde(8CI);3-Formylpyridine;3-Pyridinaldehyde;3-Pyridinealdehyde;3-Pyridylaldehyde;NSC 8952;Nicotinealdehyde;Nicotinic aldehyde;Pyridine-3-carbaldehyde;Rowalind;m-Formylpyridine;b-Formylpyridine;b-Pyridinecarbonaldehyde; |
| EINECS: | 207-900-4 |
| Density: | 1.135 g/cm3 |
| Melting Point: | 8 °C |
| Boiling Point: | 209.9 °C at 760 mmHg |
| Flash Point: | 60 °C |
| Solubility: | miscible with water |
| Appearance: | clear brown-yellow liquid (clear) |
| Hazard Symbols: |
 Xi, C, Xn
|
| Risk Codes: | 10-42/43-41-34-22-36/37/38 |
| Safety: | 26-45-36/37/39-23 |
| Transport Information: | UN 1989 3/PG 3 |
| PSA: | 29.96000 |
| LogP: | 0.89410 |
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| Conditions | Yield |
|---|---|
| With 10% Ru/C; oxygen In toluene at 90℃; under 760.051 Torr; for 24h; | 100% |
| With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide for 0.25h; Ambient temperature; | 99% |
| With 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxygen; copper(I) bromide dimethylsulfide complex In chlorobenzene at 80℃; for 8h; | 99% |
| Conditions | Yield |
|---|---|
| With potassium carbonate In water; dimethyl sulfoxide at 60℃; for 8h; High pressure; Green chemistry; | 99.9% |
| With C13H26B(1-)*K(1+) In tetrahydrofuran for 24h; Ambient temperature; | 96% |
| Stage #1: pyridine-3-carbonitrile With diisobutylaluminium hydride In toluene at 20℃; for 0.222222h; Flow reactor; Stage #2: With water; sodium L-tartrate In toluene at 0℃; chemoselective reaction; | 52% |
| Conditions | Yield |
|---|---|
| With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.25h; | 99% |
| With diethyl ether; diisobutylaluminium hydride |
- 51892-16-1
nicotinaldehyde oxime
- 500-22-1
3-pyridinecarboxaldehyde
| Conditions | Yield |
|---|---|
| With titanium tetrachloride; sodium iodide In acetonitrile for 0.0833333h; Ambient temperature; other oximes, var. time; | 97% |
| Conditions | Yield |
|---|---|
| With n-butyllithium; diisobutylaluminium hydride; tert-butyl alcohol In tetrahydrofuran; hexane at 0℃; | 97% |
| Multi-step reaction with 2 steps 1: diethyl ether; lithium alanate 2: lead (IV)-acetate; benzene View Scheme |
- 20173-04-0
N-methyl-N-(3-pyridylmethyl)amine
- 500-22-1
3-pyridinecarboxaldehyde
| Conditions | Yield |
|---|---|
| With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In chloroform for 12h; Reflux; | 95% |
| With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In chloroform for 24h; Reflux; | 93% |
- 500-22-1
3-pyridinecarboxaldehyde
| Conditions | Yield |
|---|---|
| With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water; silica gel In dichloromethane at 20℃; for 1.8h; | 91% |
| Conditions | Yield |
|---|---|
| With sodium hypochlorite; C8H18NPol; sodium hydrogencarbonate In water; toluene at 15 - 20℃; for 4.5h; Product distribution / selectivity; | A 90.1% B 3.4% |
| With sodium hypochlorite; C13H26N2OPol; sodium hydrogencarbonate In water; toluene at 15 - 20℃; for 4.5h; Product distribution / selectivity; | A 87.7% B 3.5% |
| With sodium hypochlorite; C16H28N2O5Pol; sodium hydrogencarbonate In water; 1,2-dichloro-ethane at 15 - 20℃; for 4.5h; Product distribution / selectivity; | A 85.3% B 5.3% |
- 10400-19-8
3-pyridinecarbonyl chloride
- 500-22-1
3-pyridinecarboxaldehyde
| Conditions | Yield |
|---|---|
| With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In benzene for 0.166667h; Ambient temperature; | 90% |
| With diethylene glycol dimethyl ether; lithium tri-t-butoxyaluminum hydride at -78℃; | |
| With piperidine; diethyldihydroaluminate 1.) THF, RT, 30 min, 2.) THF, toluene, RT, 1 h; Yield given. Multistep reaction; | |
| Multi-step reaction with 2 steps 1: benzene; pyridine 2: lithium alanate; tetrahydrofuran / 0 °C View Scheme |
| Conditions | Yield |
|---|---|
| With aluminum oxide; potassium permanganate In dichloromethane at 20℃; | 90% |
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Chemistry
IUPAC Name: Pyridine-3-carbaldehyde
Systematic of 3-Pyridinaldehyde (CAS NO.500-22-1): 3-Formylpyridine ; 3-Pyridenecarboxaldehyde ; 3-Pyridinealdehyde ; 3-Pyridylaldehyde ; 3-Pyridylcarboxaldehyde ; 5-21-07-00334 (Beilstein Handbook Reference) ; AI3-33231 ; BRN 0105343 ; EINECS 207-900-4 ; NSC 8952 ; Nicotinealdehyde ; Nicotinic aldehyde ; Pyridine-3-carbaldehyde ; Rowalind ; beta-Pyridinecarbonaldehyde
CAS NO: 500-22-1
Molecular Formula of 3-Pyridinaldehyde (CAS NO.500-22-1): C6H5NO
Molecular Weight: 107.11
Molecular Structure:
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ProductCategories: Pyridine ; Heterocyclic Compounds
Melting Point: 8°C
Polar Surface Area: 29.96 Å2
Index of Refraction: 1.573
Molar Refractivity: 31.09 cm3
Molar Volume: 94.3 cm3
Surface Tension: 46.6 dyne/cm
Density of 3-Pyridinaldehyde (CAS NO.500-22-1): 1.135 g/cm3
Flash Point: 60 °C
Enthalpy of Vaporization: 44.62 kJ/mol
Boiling Point: 209.9 °C at 760 mmHg
Vapour Pressure: 0.198 mmHg at 25°C
Uses
Nicotinaldehyde(500-22-1) is mainly used as the intermediates of pymetrozine.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD25 | intraperitoneal | 720mg/kg (720mg/kg) | Journal of Pharmaceutical Sciences. Vol. 64, Pg. 528, 1975. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Hazard Codes: 
Xi,
C,Xn
Risk Statements: 10-42/43-41-34-22-36/37/38
R10: Flammable.
R42/43: May cause sensitization by inhalation and skin contact.
R41: Risk of serious damage to the eyes.
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-45-36/37/39-23
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
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.
RIDADR: UN 1989 3/PG 3
WGK Germany: 3
RTECS: QS2980000
F: 8-10-23
Hazard Note: Irritant/Keep Cold/Air Sensitive
HazardClass: 3.2
PackingGroup: III
HS Code: 29333999