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| CAS No.: | 872-85-5 |
|---|---|
| Name: | 4-Pyridinecarboxaldehyde |
| Article Data: | 122 |
| Molecular Structure: | |
|
|
|
| Formula: | C6H5NO |
| Molecular Weight: | 107.112 |
| Synonyms: | Isonicotinaldehyde(8CI);4-Formylpyridine;4-Pyridinealdehyde;Isonicotinic aldehyde;NSC 8953;Pyridin-4-al;Pyridin-4-carboxaldehyde;Pyridin-4-ylcarboxaldehyde;Pyridine-4-carbaldehyde;p-Formylpyridine;p-Pyridinealdehyde;g-Formylpyridine;4-pyridine carboxyaldehyde;Isonicotinaldehyde; |
| EINECS: | 212-832-3 |
| Density: | 1.135 g/cm3 |
| Melting Point: | -4--2 °C |
| Boiling Point: | 192.3 °C at 760 mmHg |
| Flash Point: | 54.4 °C |
| Solubility: | 20 g/L (20 °C) in water |
| Appearance: | clear yellow-brown liquid |
| Hazard Symbols: |
 Xi,  F
|
| Risk Codes: | 36/37/38-10 |
| Safety: | 26-36-36/37/39-16 |
| Transport Information: | UN 1989 |
| PSA: | 29.96000 |
| LogP: | 0.89410 |
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| 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; | 65% |
| With sulfuric acid; hydrogen In water at 50℃; for 3h; | 59% |
| Conditions | Yield |
|---|---|
| With copper(II) choride dihydrate; acetic acid In N,N-dimethyl-formamide at 130℃; for 6h; Reagent/catalyst; | 99% |
| With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Irradiation; Green chemistry; | 87% |
| With copper(II) choride dihydrate; oxygen In N,N-dimethyl-formamide at 130℃; under 760.051 Torr; for 12h; Sealed tube; | 45% |
| Conditions | Yield |
|---|---|
| With 1H-imidazole; [bis(acetoxy)iodo]benzene In dichloromethane at 20℃; for 0.166667h; | 99% |
| With (5,10,15,20-tetraphenylporphyrinato)manganese(III) chloride; oxygen; cyclohexene at 60℃; under 760.051 Torr; for 1.5h; | 99% |
| With 4-hydroxy-TEMPO benzoate; sodium acetate; tetra-N-butylammonium tribromide In dichloromethane at 20℃; for 1.5h; | 94% |
| Conditions | Yield |
|---|---|
| With CuCl*Kieselghur; oxygen In dichloromethane at 20℃; for 0.5h; | 95% |
| With tetrachlorosilane; silica gel In hexane; water for 0.17h; Heating; | 89% |
| With sulfuric acid; silica gel In hexane for 0.666667h; |
| Conditions | Yield |
|---|---|
| With silica chromate; silica gel for 0.0833333h; microwave irradiation; | 92% |
| With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water; silica gel In dichloromethane at 20℃; for 2.5h; | 90% |
| With dicyclohexyl-carbodiimide; pyridinium chlorochromate In chloroform; ethyl acetate at 30℃; for 0.5h; | 85% |
| Conditions | Yield |
|---|---|
| With ozone In methanol | 91.5% |
| With cadmium sulphide In neat (no solvent) at 20℃; for 12h; Irradiation; | 64% |
| With air; Ag/AgBr/TiO2 nanotubes In acetonitrile at 20℃; for 48h; Irradiation; | 54% |
- 80880-49-5
4-allylpyridine
- 872-85-5
pyridine-4-carbaldehyde
| Conditions | Yield |
|---|---|
| With dimethyl(ethoxy)silane; iron(II) diacetylacetonate In water; glycerol at 80℃; for 24h; | 90% |
- 872-85-5
pyridine-4-carbaldehyde
| Conditions | Yield |
|---|---|
| With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water; silica gel In dichloromethane at 20℃; for 2.2h; | 89% |
- 28356-58-3
pyridine-4-acetic acid
- 872-85-5
pyridine-4-carbaldehyde
| Conditions | Yield |
|---|---|
| With potassium carbonate In chloroform at 20℃; for 24h; Irradiation; Inert atmosphere; | 87% |
| Conditions | Yield |
|---|---|
| With water; oxygen; CrV0.95P0.05O4 at 324.84℃; | A 8.9% B 84.3% |
| With tert.-butylhydroperoxide; selenium(IV) oxide In 1,4-dioxane for 24h; | A 34% B 11% |
| With selenium(IV) oxide In 1,4-dioxane for 24h; | A 2% B 19% |
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Chemistry
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IUPAC Name: Pyridine-4-carbaldehyde
Canonical SMILES: C1=CN=CC=C1C=O
InChI: InChI=1S/C6H5NO/c8-5-6-1-3-7-4-2-6/h1-5H
InChIKey: BGUWFUQJCDRPTL-UHFFFAOYSA-N
Molecular Weight: 107.11 g/mol
Molecular Formula: C6H5NO
XLogP3: 0.4
H-Bond Donor: 0
H-Bond Acceptor: 2
EINECS: 212-832-3
Water Solubility: 20 g/L (20 °C)
Sensitive: Air Sensitive
storage temp.: 2-8 °C
Appearance: clear yellow-brown liquid
Melting Point: -4--2 °C
Index of Refraction: 1.573
Molar Refractivity: 31.09 cm3
Molar Volume: 94.3 cm3
Surface Tension: 46.6 dyne/cm
Density: 1.135 g/cm3
Flash Point: 54.4 °C
Enthalpy of Vaporization: 42.85 kJ/mol
Boiling Point: 192.3 °C at 760 mmHg
Vapour Pressure: 0.492 mmHg at 25 °C
Product Categories of Isonicotinaldehyde (CAS NO.872-85-5): Pyridine; Carbonyl Compounds; Heterocycles; Alcohol Aldehyde & acid series; Aldehydes; Pyridines; Intermediates of Donepezil
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LDLo | oral | 1600mg/kg (1600mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 14, Pg. 111, 1985. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx.
Hazard Codes: 
Xi,
F
Risk Statements: 36/37/38-10
R36/37/38:Irritating to eyes, respiratory system and skin.
R10:Flammable.
Safety Statements: 26-36-36/37/39-16
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S16:Keep away from sources of ignition.
RIDADR: UN 1989
WGK Germany: 1
RTECS: NR9400000
Hazard Note: Irritant/Keep Cold/Air Sensitive
HazardClass: 3.2
PackingGroup of Isonicotinaldehyde (CAS NO.872-85-5): III
Specification
Isonicotinaldehyde (CAS NO.872-85-5), its Synonyms are Pyridine-4-carbaldehyde ; p-Pyridinealdehyde ; Isonicotinic aldehyde ; 4-Formylpyridine ; 4-Pyridinealdehyde ; 4-Pyridylaldehyde .