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| CAS No.: | 5334-40-7 |
|---|---|
| Name: | 4-Nitropyrazole-3-carboxylic acid |
| Article Data: | 5 |
| Molecular Structure: | |
|
|
|
| Formula: | C4H3N3O4 |
| Molecular Weight: | 157.086 |
| Synonyms: | 4-nitro pyrazole-3-carboxylic acid;Pyrazole-3(or5)-carboxylic acid, 4-nitro- (6CI);Pyrazole-3-carboxylic acid, 4-nitro- (8CI);4-Nitro-1H-pyrazol-3-carboxylic acid;4-Nitro-1H-pyrazole-3-carboxylic acid;4-Nitropyrazole-3-carboxylic acid;4-Nitropyrazole-5-carboxylic acid;NSC 1411; |
| Density: | 1.84 g/cm3 |
| Melting Point: | 195°C |
| Boiling Point: | 509.596 °C at 760 mmHg |
| Flash Point: | 261.995 °C |
| Appearance: | White to off-white crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-37/39 |
| PSA: | 111.80000 |
| LogP: | 0.53930 |
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| Conditions | Yield |
|---|---|
| With sodium dichromate; sulfuric acid; nitric acid 1.) 100 deg C, 4 h, 2.) 60 deg C, 10 h; Yield given. Multistep reaction; |
- 67-56-1
methanol
- 5334-40-7
4-nitro-1H-pyrazole-3-carboxylic acid
- 138786-86-4
methyl 4-nitro-1H-pyrazole-3-carboxylate
| Conditions | Yield |
|---|---|
| Stage #1: methanol; 4-nitro-1H-pyrazole-3-carboxylic acid With acetyl chloride at 20℃; for 16h; Stage #2: With water; sodium hydrogencarbonate In methanol; ethyl acetate pH=8 - 9; Product distribution / selectivity; | 100% |
| Stage #1: methanol; 4-nitro-1H-pyrazole-3-carboxylic acid With acetyl chloride Stage #2: With sodium hydrogencarbonate In methanol; water; ethyl acetate pH=8 - 9; | 100% |
| With thionyl chloride at 0 - 20℃; | 100% |
- 67-56-1
methanol
- 7719-09-7
thionyl chloride
- 5334-40-7
4-nitro-1H-pyrazole-3-carboxylic acid
- 138786-86-4
methyl 4-nitro-1H-pyrazole-3-carboxylate
| Conditions | Yield |
|---|---|
| at 0 - 25℃; for 16 - 48h; Product distribution / selectivity; | 99.5% |
- 67-56-1
methanol
- 5334-40-7
4-nitro-1H-pyrazole-3-carboxylic acid
- 138786-86-4
4-nitro-2H-pyrazole-3-carboxylic acid methyl ester
| Conditions | Yield |
|---|---|
| With thionyl chloride at 0 - 20℃; for 16.5h; | 99% |
| With thionyl chloride at 0 - 20℃; | 82% |
| With thionyl chloride at 0 - 35℃; | 82% |
- 5334-40-7
4-nitro-1H-pyrazole-3-carboxylic acid
- 138786-86-4
methyl 4-nitro-1H-pyrazole-3-carboxylate
| Conditions | Yield |
|---|---|
| With thionyl chloride In methanol at 70℃; for 5h; | 99% |
| With thionyl chloride In methanol; toluene | |
| With thionyl chloride In methanol | |
| With thionyl chloride In methanol; toluene | |
| In methanol; toluene |
- 64-17-5
ethanol
- 5334-40-7
4-nitro-1H-pyrazole-3-carboxylic acid
- 55864-87-4
4-nitro-1H-pyrazole-3-carboxylic acid ethyl ester
| Conditions | Yield |
|---|---|
| With hydrogenchloride Reflux; | 98% |
| With hydrogenchloride Reflux; Inert atmosphere; | 98% |
| With thionyl chloride at 20℃; for 2h; Cooling with ice; | 98% |
- 371-40-4
4-fluoroaniline
- 5334-40-7
4-nitro-1H-pyrazole-3-carboxylic acid
- 844443-71-6
4-nitro-1H-pyrazole-3-carboxylic acid (4-fluorophenyl)amide
| Conditions | Yield |
|---|---|
| With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 16h; | 97% |
| With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 2h; | 82% |
| With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 20℃; | |
| With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 20℃; | |
| With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In DMF (N,N-dimethyl-formamide) at 20℃; |
- 5334-40-7
4-nitro-1H-pyrazole-3-carboxylic acid
- 55864-87-4
4-nitro-1H-pyrazole-3-carboxylic acid ethyl ester
| Conditions | Yield |
|---|---|
| With thionyl chloride In ethanol at 20℃; for 48h; | 96% |
| Stage #1: ethanol With acetyl chloride at 0 - 20℃; for 0.5h; Stage #2: 4-nitro-1H-pyrazole-3-carboxylic acid at 20℃; for 48h; |
- 5334-40-7
4-nitro-1H-pyrazole-3-carboxylic acid
- 65190-36-5
4-nitro-1H-pyrazole-3-carboxamide
| Conditions | Yield |
|---|---|
| Stage #1: 4-nitro-1H-pyrazole-3-carboxylic acid With oxalyl dichloride In tetrahydrofuran at 25℃; for 0.5h; Stage #2: With ammonium hydroxide In tetrahydrofuran at 25℃; for 3h; Cooling with ice; | 96% |
| Stage #1: 4-nitro-1H-pyrazole-3-carboxylic acid With thionyl chloride; N,N-dimethyl-formamide Stage #2: With ammonium hydroxide at 20℃; | 57% |
- 110-87-2
3,4-dihydro-2H-pyran
- 5334-40-7
4-nitro-1H-pyrazole-3-carboxylic acid
- 906087-80-7
4-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carboxylic acid
| Conditions | Yield |
|---|---|
| With p-toluenesulfonic acid monohydrate In tetrahydrofuran at 20℃; for 16h; | 95% |
| With toluene-4-sulfonic acid In tetrahydrofuran at 20℃; | 95% |
| With toluene-4-sulfonic acid In tetrahydrofuran Inert atmosphere; Reflux; | 93.2% |
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Chemistry
IUPAC Name: 4-Nitro-1H-pyrazole-5-carboxylic acid
Systematic of 1H-Pyrazole-3-carboxylicacid, 4-nitro- (CAS NO.5334-40-7): Akos b000132 ; 4-Nitro-1h-pyrazole-3-carboxylic acid ; 4-Nitro-1h-pyrazol-3-ylcarboxylic acid ; 4-Nitro-3-pyrazolecarboxylic acid ; 4-Nitropyrazole-3-carboxylic acid ; Timtec-bb sbb001727 ; 3-Carboxy-4-nitro-1H-pyrazole
CAS NO: 5334-40-7
Molecular Formula of 1H-Pyrazole-3-carboxylicacid, 4-nitro- (CAS NO.5334-40-7): C4H3N3O4
Molecular Weight: 157.0843
Molecular Structure:
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Melting Point: 195°C
H bond acceptors: 7
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 89.94 Å2
Index of Refraction: 1.679
Molar Refractivity: 32.25 cm3
Molar Volume: 85.3 cm3
Surface Tension: 113.5 dyne/cm
Density of 1H-Pyrazole-3-carboxylicacid, 4-nitro- (CAS NO.5334-40-7): 1.84 g/cm3
Flash Point: 262 °C
Enthalpy of Vaporization: 82.15 kJ/mol
Boiling Point: 509.6 °C at 760 mmHg
Vapour Pressure: 3.3E-11 mmHg at 25°C
Safety Profile
Hazard Codes: 
Xi
Risk Statements: 20/21/22-36/37/38
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-36/37/39-26
S22: Do not breathe dust.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
HazardClass: IRRITANT