- Isonicotinic acid
- Isonicotinic acid, sodium salt
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Cas Database |
| Name |
Isonicotinic acid |
EINECS | 200-228-2 |
| CAS No. | 55-22-1 | Density | 1.293 g/cm3 |
| PSA | 50.19000 | LogP | 0.77980 |
| Solubility | 5.2 g/L (20 °C) inwater | Melting Point |
≥300 °C(lit.) |
| Formula | C6H5NO2 | Boiling Point | 395.997 °C at 760 mmHg |
| Molecular Weight | 123.111 | Flash Point | 193.3 °C |
| Transport Information | N/A | Appearance | white to light yellow crystal powder |
| Safety | 26-36 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
4-Pyridinecarboxylic acid;p-Pyridinecarboxylic acid;INA;1,4-Dihydroisonicotinic acid;gamma-Picolinic acid;4-carboxypyridine;4-Picolinic acid;pyridine-4-carboxylate;pyridine-4-carboxylic acid;gamma-Pyridinecarboxylic acid; |
Article Data | 238 |
Isonicotinic acid Synthetic route
| Conditions | Yield |
|---|---|
| With formic acid; dihydrogen peroxide at 0 - 4℃; for 12h; other aromatic aldehydes; | 100% |
| With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In water; acetonitrile at 10℃; for 1h; | 100% |
| With formic acid; dihydrogen peroxide at 0 - 4℃; for 12h; | 100% |
| Conditions | Yield |
|---|---|
| With sulfuric acid; ozone; acetic acid; manganese(II) acetate at 16℃; for 1h; | 97% |
| Stage #1: picoline With β‐cyclodextrin In water at 60℃; for 0.5h; Stage #2: With sulfuric acid; dihydrogen peroxide; boric acid In water at 40℃; for 6h; | 94.7% |
| With potassium hydroxide; oxygen; 18-crown-6 ether In 1,2-dimethoxyethane at 25℃; for 96h; | 80% |
| Conditions | Yield |
|---|---|
| With 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy In aq. buffer at 20℃; for 13h; pH=9.8 - 10.1; Catalytic behavior; Electrolysis; | 97% |
| With oxygen at 120℃; for 12h; Green chemistry; | 92% |
| With Langlois reagent In acetonitrile at 25℃; for 12h; Irradiation; Sealed tube; | 90% |
- 81660-73-3
isonicotinate tert-butyl ester
- 55-22-1
pyridine-4-carboxylic acid
| Conditions | Yield |
|---|---|
| With water; iodine In acetonitrile for 4h; Heating; | 92% |
| at 324.9℃; Rate constant; Thermodynamic data; Kinetics; gas-phase pyrolysis; other temperatures between 549-602 K; ΔH(excit.), ΔS(excit.); |
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water at 25℃; for 4h; Cannizzaro Reaction; | A n/a B 91% |
| With aluminum oxide; water; sodium hydroxide at 100℃; for 0.0333333h; Cannizzaro Reaction; Microwave irradiation; | A 47% B 47% |
| With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In chloroform at 0℃; for 2h; | A 45 % Chromat. B 41% |
| With N,N,N',N'-tetramethylguanidine In water at 20℃; for 5h; Cannizzaro reaction; | A 40% B 35% |
| Conditions | Yield |
|---|---|
| With hydrazine dihydrochloride In aq. phosphate buffer at 30℃; for 1h; pH=7; Kinetics; Concentration; Time; Temperature; Enzymatic reaction; | A n/a B 90.4% |
- 13602-12-5
Isonicotinic acid N-oxide
- 55-22-1
pyridine-4-carboxylic acid
| Conditions | Yield |
|---|---|
| With ammonium formate; palladium on activated charcoal In methanol at 30℃; for 0.25h; | 90% |
| With Dimethylphenylsilane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | 79% |
| With ammonium formate; nickel In methanol at 50℃; for 3h; | 74% |
- 638203-02-8
3-methylbut-2-enyl isonicotinate
- 55-22-1
pyridine-4-carboxylic acid
| Conditions | Yield |
|---|---|
| With sodium iodide; zirconium(IV) chloride In acetonitrile for 1.5h; Heating; | 90% |
| Conditions | Yield |
|---|---|
| With [NiII(Me4-(NO2Bzo)2[14]tetraeneN4)]; tetrabutylammonium perchlorate In acetonitrile at 20℃; Electrochemical reaction; Inert atmosphere; | 90% |
| With C28H20N2O2; tetrabutylammonium perchlorate In acetonitrile at 20℃; Mechanism; Electrolysis; | 75% |
- 54751-01-8
4-(bromomethyl)pyridine
- 55-22-1
pyridine-4-carboxylic acid
| Conditions | Yield |
|---|---|
| With 5,10,15,20-tetra(4-nitrophenyl) porphyrinato iron chloride; [bis(acetoxy)iodo]benzene; water In methanol at 50℃; for 12h; | 87% |
Isonicotinic acid Chemical Properties
Molecular Structure of Isonicotinic acid (CAS NO.55-22-1):
IUPAC Name: pyridine-4-carboxylic acid
Molecular formula: C6H5NO2
Molecular Weight: 123.11
EINECS: 200-228-2
Melting point: ≥300 °C(lit.)
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 39.19Å2
Index of Refraction: 1.57
Molar Refractivity: 31.27 cm3
Molar Volume: 95.1 cm3
Surface Tension: 58.7 dyne/cm
Density: 1.293 g/cm3
Flash Point: 193.3 °C
Enthalpy of Vaporization: 68.15 kJ/mol
Boiling Point: 396 °C at 760 mmHg
Vapour Pressure: 5.56E-07 mmHg at 25°C
Water Solubility: 5.2 g/L (20°C)
Merck: 14,5187
BRN: 109599
InChI
InChI=1/C6H5NO2/c8-6(9)5-1-3-7-4-2-5/h1-4H,(H,8,9)
Smiles
c1(ccncc1)C(O)=O
Product Categories: Nitrogen cyclic compounds; Pyridine; API intermediates; API's
Isonicotinic acid Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 436mg/kg (436mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Pharmaceutical Chemistry Journal Vol. 11, Pg. 481, 1977. |
| mouse | LD50 | intravenous | 5gm/kg (5000mg/kg) | Therapie. Vol. 23, Pg. 1343, 1968. | |
| mouse | LD50 | oral | 3123mg/kg (3123mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Pharmaceutical Chemistry Journal Vol. 11, Pg. 481, 1977. |
| rat | LD50 | oral | 5gm/kg (5000mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Pharmaceutical Chemistry Journal Vol. 11, Pg. 481, 1977. |
Isonicotinic acid Consensus Reports
Reported in EPA TSCA Inventory.
Isonicotinic acid Safety Profile
Moderately toxic by ingestion and intraperitoneal routes. Mildly toxic by intravenous route. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: 
Xi
Risk Statements information:
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements information:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
WGK Germany: 2
Isonicotinic acid Specification
Isonicotinic acid , with CAS number of 55-22-1, can be called 4-Pyridinecarboxylic acid ; p-Pyridinecarboxylic acid ; 1,4-Dihydroisonicotinic acid ; gamma-Picolinic acid ; 4-Picolinic acid ; pyridine-4-carboxylate ; gamma-Pyridinecarboxylic acid . It is a white to light yellow crystal powder.
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