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Ethyl pyrazole-4-carboxylate

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Name

Ethyl pyrazole-4-carboxylate

EINECS 609-452-9
CAS No. 37622-90-5 Density 1.214 g/cm3
PSA 54.98000 LogP 0.58640
Solubility N/A Melting Point 78-80 °C(lit.)
Formula C6H8N2O2 Boiling Point 307.8 °C at 760 mmHg
Molecular Weight 140.142 Flash Point 122.7 °C
Transport Information N/A Appearance White to pale yellow crystalline powder
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 37622-90-5 (Ethyl pyrazole-4-carboxylate) Hazard Symbols IrritantXi
Synonyms

Pyrazole-4-carboxylicacid, ethyl ester (7CI);4-Ethoxycarbonyl-1H-pyrazole;Ethyl1H-pyrazole-4-carboxylate;Ethyl 4-pyrazolecarboxylate;

Article Data 14

Ethyl pyrazole-4-carboxylate Synthetic route

6994-25-8

3-amino-4-pyrazolecarboxylic acid ethyl ester

37622-90-5

4-ethoxycarbonylpyrazole

Conditions
ConditionsYield
With hydrogenchloride; acetic acid; sodium nitrite In ethanol for 1h; Heating;99%
With hydrogenchloride; acetic acid; sodium nitrite In water at 0℃; for 0.5h;80 g

ethyl 1H-pyrazole-4-carboxylate hydrochloride

37622-90-5

4-ethoxycarbonylpyrazole

Conditions
ConditionsYield
With sodium hydrogencarbonate In water at 20℃; for 16h;99%
37718-11-9

1H-pyrazole-4-carboxylic acid

64-17-5

ethanol

37622-90-5

4-ethoxycarbonylpyrazole

Conditions
ConditionsYield
With sulfuric acid for 16h; Reflux;97%
With thionyl chloride at 0 - 20℃; for 3h;80%
With sulfuric acid
80370-42-9

ethyl 2-formyl-3-oxopropanoate

37622-90-5

4-ethoxycarbonylpyrazole

Conditions
ConditionsYield
With hydrazine dihydrochloride In ethanol at 0 - 20℃; for 32h;92%
With hydrazine In ethanol at 0 - 20℃; for 24h;86%
With hydrazine In ethanol at 0 - 20℃; for 17h;72.4%
With hydrazine In ethanol at 20℃; for 17h;72.4%
3469-69-0

4-iodopyrazole

64-17-5

ethanol

201230-82-2

carbon monoxide

37622-90-5

4-ethoxycarbonylpyrazole

Conditions
ConditionsYield
With triethylamine at 100℃; for 4h; Inert atmosphere;90%
112393-66-5

ethyl 1-(hydroxymethyl)-1H-pyrazole-4-carboxylate

A

37622-90-5

4-ethoxycarbonylpyrazole

B

bis(4-ethoxycarbonylpyrazol-1-yl)methane

Conditions
ConditionsYield
With potassium fluoride; 18-crown-6 ether; methyl fluorosulfonate In tetrahydrofuran Heating;
sodium-compound of 1H-pyrazole-4-carboxylic acid dioxo-isobutyric acid ethyl ester

sodium-compound of 1H-pyrazole-4-carboxylic acid dioxo-isobutyric acid ethyl ester

37622-90-5

4-ethoxycarbonylpyrazole

Conditions
ConditionsYield
With hydrazine hydrate; acetic acid
105-56-6

ethyl 2-cyanoacetate

37622-90-5

4-ethoxycarbonylpyrazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic anhydride / 5 h / 120 °C
2: hydrazine hydrate / ethanol / 8 h / 0 °C
3: sodium nitrite; acetic acid; hydrogenchloride / water / 0.5 h / 0 °C
View Scheme

ethyl 2-dichloroacetyl-3-(dimethylamino)acrylate

37622-90-5

4-ethoxycarbonylpyrazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene / 2 h / -50 °C
2: antimony(III) fluoride / N,N-dimethyl-formamide / 1 h / 90 °C
3: acetic acid; hydrogenchloride / 0.5 h / 0 °C
View Scheme
141573-95-7

ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate

37622-90-5

4-ethoxycarbonylpyrazole

Conditions
ConditionsYield
With hydrogenchloride; acetic acid at 0℃; for 0.5h; Reagent/catalyst;

Ethyl pyrazole-4-carboxylate Chemical Properties

Empirical Formula: C6H8N2O2
Molecular Weight: 140.1399
Nominal Mass: 140 Da
Average Mass: 140.1399 Da
Monoisotopic Mass: 140.058578 Da 
Index of Refraction: 1.521
Molar Refractivity: 35.18 cm3
Molar Volume: 115.3 cm3
Surface Tension: 49.2 dyne/cm
Density: 1.214 g/cm3
Flash Point: 122.7 °C
Enthalpy of Vaporization: 54.84 kJ/mol
Boiling Point: 307.8 °C at 760 mmHg
Vapour Pressure: 0.000709 mmHg at 25 °C
Melting point: 78-80 °C(lit.)
Appearance: White to pale yellow crystalline powder
Structure of Ethyl pyrazole-4-carboxylate (CAS NO.37622-90-5):
                    
IUPAC Name: Ethyl 1H-pyrazole-4-carboxylate
Canonical SMILES: CCOC(=O)C1=CNN=C1
InChI: InChI=1S/C6H8N2O2/c1-2-10-6(9)5-3-7-8-4-5/h3-4H,2H2,1H3,(H,7,8)
InChIKey: KACZQOKEFKFNDB-UHFFFAOYSA-N
Product Category of Ethyl pyrazole-4-carboxylate (CAS NO.37622-90-5): Heterocyclic Building Blocks;Pyrazoles

Ethyl pyrazole-4-carboxylate Safety Profile

Hazard Codes of Ethyl pyrazole-4-carboxylate (CAS NO.37622-90-5): IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
Hazard Note: Irritant

Ethyl pyrazole-4-carboxylate Specification

 Ethyl pyrazole-4-carboxylate , its cas register number is 37622-90-5. It also can be called Ethyl 4-pyrazolecarboxylate ; and 4-Acetylpyrazole .

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