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| CAS No.: | 2459-09-8 |
|---|---|
| Name: | Methyl isonicotinate |
| Article Data: | 96 |
| Molecular Structure: | |
|
|
|
| Formula: | C7H7NO2 |
| Molecular Weight: | 137.138 |
| Synonyms: | Isonicotinicacid, methyl ester (6CI,7CI,8CI);4-Carbomethoxypyridine;4-Methoxycarbonylpyridine;Methyl 4-pyridinecarboxylate;4-Pyridinecarboxylicacid, methyl ester; |
| EINECS: | 219-546-8 |
| Density: | 1.137 g/cm3 |
| Melting Point: | 8-8.5 °C(lit.) |
| Boiling Point: | 205.1 °C at 760 mmHg |
| Flash Point: | 77.8 °C |
| Solubility: | Slightly soluble in water. |
| Appearance: | clear orange to brown liquid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| PSA: | 39.19000 |
| LogP: | 0.86820 |
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| Conditions | Yield |
|---|---|
| With ammonium formate; palladium on activated charcoal In methanol for 0.0166667h; Ambient temperature; | 98% |
| With sodium hypophosphite; palladium on activated charcoal In acetic acid at 60℃; for 1h; | 98% |
| With ammonium formate; silica gel; zinc In methanol at 20℃; for 0.166667h; chemoselective reaction; | 97% |
| Conditions | Yield |
|---|---|
| With water; iodine; sodium nitrite at 20 - 70℃; chemoselective reaction; | 96% |
| With potassium carbonate In water at 20℃; for 2h; | 89% |
| With dibromamine-T; potassium carbonate at 20℃; for 1h; | 83% |
| Conditions | Yield |
|---|---|
| With sulfuric acid for 24h; Heating; | 95% |
| With sulfuric acid for 72h; Reflux; | 92% |
| With sulfuric acid Reflux; | 80% |
- 67-56-1
methanol
- 1570-45-2
isonicotinic acid ethylester
- 2459-09-8
4-pyridinecarboxylic acid, methyl ester
| Conditions | Yield |
|---|---|
| With lanthanum complex grafted upon hydrotalcite for 4h; pH=10; Reflux; | 95% |
- 67-56-1
methanol
- 25108-37-6
potassium pyridine-4-carboxylate
- 2459-09-8
4-pyridinecarboxylic acid, methyl ester
| Conditions | Yield |
|---|---|
| With tetrachloromethane; triphenylphosphine at 55 - 60℃; | 91% |
- 626-61-9
4-Chloropyridine
- 67-56-1
methanol
- 201230-82-2
carbon monoxide
- 865-34-9
lithium methanolate
- 2459-09-8
4-pyridinecarboxylic acid, methyl ester
| Conditions | Yield |
|---|---|
| With 1,1'-bis-(diphenylphosphino)ferrocene; 5 mol% Pd/C; sodium fluoride In 1,4-dioxane at 150℃; Inert atmosphere; | 88% |
- 55-22-1
pyridine-4-carboxylic acid
- 74-88-4
methyl iodide
- 2459-09-8
4-pyridinecarboxylic acid, methyl ester
| Conditions | Yield |
|---|---|
| With potassium hydroxide In dimethyl sulfoxide at 20℃; for 0.5h; | 85% |
- 108-89-4
picoline
- 67-56-1
methanol
A
- 2459-09-8
4-pyridinecarboxylic acid, methyl ester
B
- 22796-40-3
4-trichloromethyl-pyridine
| Conditions | Yield |
|---|---|
| Stage #1: picoline With thionyl chloride for 3h; Reflux; Stage #2: methanol In water | A 18% B 82% |
| Conditions | Yield |
|---|---|
| With N,N-dimethyl-formamide dimethyl acetal for 16h; Heating; | 71% |
| Conditions | Yield |
|---|---|
| With methanol; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In chloroform at 20℃; for 1h; | 70% |
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Chemistry
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IUPAC Name: Methyl pyridine-4-carboxylate
Canonical SMILES: COC(=O)C1=CC=NC=C1
InChI: InChI=1S/C7H7NO2/c1-10-7(9)6-2-4-8-5-3-6/h2-5H,1H3
InChIKey: OLXYLDUSSBULGU-UHFFFAOYSA-N
Molecular Weight: 137.13598 [g/mol]
Molecular Formula: C7H7NO2
XLogP3: 0.9
H-Bond Donor: 0
H-Bond Acceptor: 3
EINECS: 219-546-8
storage temp. 2-8 °C
Appearance: clear orange to brown liquid
Melting Point: 8-8.5 °C(lit.)
Index of Refraction: 1.511
Molar Refractivity: 36.11 cm3
Molar Volume: 120.5 cm3
Surface Tension: 41.6 dyne/cm
Density: 1.137 g/cm3
Flash Point: 77.8 °C
Enthalpy of Vaporization: 44.13 kJ/mol
Boiling Point: 205.1 °C at 760 mmHg
Vapour Pressure: 0.255 mmHg at 25 °C
Product Categories of Methyl isonicotinate (CAS NO.2459-09-8): C7 and C8; Heterocyclic Building Blocks; Pyridines
Uses
Methyl isonicotinate (CAS NO.2459-09-8) is used for pharmaceutical intermediates.
Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
F: 10
Hazard Note of Methyl isonicotinate (CAS NO.2459-09-8): Irritant
Specification
Methyl isonicotinate (CAS NO.2459-09-8), its Synonyms are 4-Methoxycarbonylpyridine ; Isonicotinic acid methyl ester ; Methyl 4-pyridinecarboxylate ; N-Methylisonicotinate ; Isonicotinic acid, methyl ester (8CI) .