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6317-37-9

Basic Information
CAS No.: 6317-37-9
Name: 5-Nitrothiophene-2-carboxylic acid
Article Data: 35
Molecular Structure:
Molecular Structure of 6317-37-9 (5-Nitrothiophene-2-carboxylic acid)
Formula: C5H3NO4S
Molecular Weight: 173.149
Synonyms: 5-Nitro-2-thienylcarboxylic acid;5-Nitro-2-thiophenecarboxylic acid;2-Carboxy-5-nitrothiophene;5-NTCA;NSC 41707;
EINECS: 228-654-4
Density: 1.676 g/cm3
Melting Point: 156-159 (Lit.)oC
Boiling Point: 367.2 °C at 760 mmHg
Flash Point: 175.9 °C
Appearance: Pale yellow solid
Hazard Symbols: IrritantXi
Safety: 24/25
PSA: 111.36000
LogP: 1.87770
Synthetic route
20898-85-5

(5-nitrothiophen-2-yl)methanol

6317-37-9

5-nitrothiophene-2-carboxylic acid

Conditions
ConditionsYield
With silica-supported Jones reagent In dichloromethane for 0.035h;99.7%
4521-33-9

5-nitro-2-thiophenecarboxaldehyde

6317-37-9

5-nitrothiophene-2-carboxylic acid

Conditions
ConditionsYield
With bromine; sodium acetate; acetic acid98.5%
With hydrogenchloride; bromine; sodium hydroxide In water98.2%
With sodium hypobromide; sodium acetate; acetic acid92%
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
ConditionsYield
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
ConditionsYield
With hydrogenchloride
39565-00-9

2-acetyl-5-nitrothiophene

A

6317-37-9

5-nitrothiophene-2-carboxylic acid

B

(5-nitro-[2]thienyl)-glyoxylic acid

Conditions
ConditionsYield
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
ConditionsYield
at -5℃;
527-72-0

2-thiophenylcarboxylic acid

A

6317-37-9

5-nitrothiophene-2-carboxylic acid

B

4-nitro-thiophene-2-carboxylic acid ; 2-nitro-thiophene

4-nitro-thiophene-2-carboxylic acid ; 2-nitro-thiophene

Conditions
ConditionsYield
With nitric acid; acetic anhydride at -5℃;
63011-97-2

2-thiophenecarboxaldehyde diacetate

6317-37-9

5-nitrothiophene-2-carboxylic acid

Conditions
ConditionsYield
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
ConditionsYield
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
527-72-0

2-thiophenylcarboxylic acid

6317-37-9

5-nitrothiophene-2-carboxylic acid

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  • 5-Nitro-2-thiophenecarboxylic acidCAS NO.: 6317-37-9  CAS NO.6317-37-9

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Chemistry

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

Safety Profile

Hazard Codes: IrritantXi
WGK Germany: 3
Hazard Note: Irritant