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Cas Database |
| Name |
5-Nitrothiophene-2-carboxylic acid |
EINECS | 228-654-4 |
| CAS No. | 6317-37-9 | Density | 1.676 g/cm3 |
| PSA | 111.36000 | LogP | 1.87770 |
| Solubility | N/A | Melting Point |
156-159 (Lit.)oC |
| Formula | C5H3NO4S | Boiling Point | 367.2 °C at 760 mmHg |
| Molecular Weight | 173.149 | Flash Point | 175.9 °C |
| Transport Information | N/A | Appearance | Pale yellow solid |
| Safety | 24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
5-Nitro-2-thienylcarboxylic acid;5-Nitro-2-thiophenecarboxylic acid;2-Carboxy-5-nitrothiophene;5-NTCA;NSC 41707; |
Article Data | 35 |
5-Nitrothiophene-2-carboxylic acid Synthetic route
- 20898-85-5
(5-nitrothiophen-2-yl)methanol
- 6317-37-9
5-nitrothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With silica-supported Jones reagent In dichloromethane for 0.035h; | 99.7% |
| Conditions | Yield |
|---|---|
| With bromine; sodium acetate; acetic acid | 98.5% |
| With hydrogenchloride; bromine; sodium hydroxide In water | 98.2% |
| With sodium hypobromide; sodium acetate; acetic acid | 92% |
- 527-72-0
2-thiophenylcarboxylic acid
A
- 6317-37-9
5-nitrothiophene-2-carboxylic acid
B
- 13138-70-0
4-nitro-2-thiophenecarboxylic acid
| Conditions | Yield |
|---|---|
| With nitric acid; acetic anhydride; acetic acid at 20℃; for 4h; Nitration; | A 17% B 34% |
| With sulfuric acid; nitric acid at 0 - 10℃; for 1.25h; | |
| With sulfuric acid; nitric acid at 10 - 20℃; | A n/a B 18.2 g |
| With sulfuric acid; nitric acid at 10 - 20℃; Overall yield = 18.2 g; |
- 16689-02-4
5-nitro-2-thienyl cyanide
- 6317-37-9
5-nitrothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride |
- 39565-00-9
2-acetyl-5-nitrothiophene
A
- 6317-37-9
5-nitrothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With nitric acid |
- 527-72-0
2-thiophenylcarboxylic acid
- 7697-37-2
nitric acid
- 108-24-7
acetic anhydride
A
- 609-40-5
2-nitrothiophene
B
- 6317-37-9
5-nitrothiophene-2-carboxylic acid
C
- 13138-70-0
4-nitro-2-thiophenecarboxylic acid
| Conditions | Yield |
|---|---|
| at -5℃; |
| Conditions | Yield |
|---|---|
| With nitric acid; acetic anhydride at -5℃; |
- 63011-97-2
2-thiophenecarboxaldehyde diacetate
- 6317-37-9
5-nitrothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: acetic acid anhydride; nitric acid; acetic acid 2: aqueous sulfuric acid 3: aqueous potassium permanganate solution; aq. NaOH solution View Scheme |
- 14289-24-8
5-nitrothiophene-2-carboxaldehyde diacetate
- 6317-37-9
5-nitrothiophene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: aqueous sulfuric acid 2: aqueous potassium permanganate solution; aq. NaOH solution View Scheme | |
| Multi-step reaction with 2 steps 1: ethanol; sulfuric acid 2: chromium (VI)-oxide; aqueous sulfuric acid / 110 °C View Scheme |
5-Nitrothiophene-2-carboxylic acid Chemical Properties
IUPAC Name: 5-Nitrothiophene-2-carboxylic acid
Synonyms of 5-Nitrothiophene-2-carboxylic acid (CAS NO.6317-37-9): 5-Nitro-2-thenoic acid
CAS NO: 6317-37-9
Molecular Formula: C5H3NO4S
Molecular Weight: 173.15
Molecular Structure: 
EINECS: 228-654-4
H bond acceptors: 5
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 100.36 Å2
Index of Refraction: 1.659
Molar Refractivity: 38.11 cm3
Molar Volume: 103.2 cm3
Surface Tension: 79.1 dyne/cm
Density: 1.676 g/cm3
Flash Point: 175.9 °C
Enthalpy of Vaporization: 64.74 kJ/mol
Boiling Point: 367.2 °C at 760 mmHg
Vapour Pressure: 4.88E-06 mmHg at 25°C
SMILES: O=C(O)c1sc([N+](=O)[O-])cc1
InChI: InChI=1/C5H3NO4S/c7-5(8)3-1-2-4(11-3)6(9)10/h1-2H,(H,7,8)
InChIKey: UNEPVPOHGXLUIR-UHFFFAOYAD
Std. InChI: InChI=1S/C5H3NO4S/c7-5(8)3-1-2-4(11-3)6(9)10/h1-2H,(H,7,8)
Std. InChIKey: UNEPVPOHGXLUIR-UHFFFAOYSA-N
Product Categories of 5-Nitrothiophene-2-carboxylic acid (CAS NO.6317-37-9): Heterocycles;Carboxylic Acids;Thiophenes & Benzothiophenes;Thiophene&Benzothiophene;Carboxylic Acids;Thiophenes & Benzothiophenes;Building Blocks;Heterocyclic Building Blocks;Thiophenes
5-Nitrothiophene-2-carboxylic acid Safety Profile
Hazard Codes: 
Xi
WGK Germany: 3
Hazard Note: Irritant
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