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113100-53-1

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Basic Information
CAS No.: 113100-53-1
Name: 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid
Article Data: 24
Molecular Structure:
Molecular Structure of 113100-53-1 (1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid)
Formula: C6H4F3N2O2-
Molecular Weight: 194.113
Synonyms: 1-Methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid;1-methyl-3-(trifluoromethyl)pyrazole-4-carboxylate;1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxy;
EINECS: 601-232-0
Density: 1.566 g/cm3
Melting Point: 203 °C
Boiling Point: 285.573 °C at 760 mmHg
Flash Point: 126.51 °C
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36/37/39
PSA: 55.12000
LogP: 1.13710
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Synthetic route

4-(furan-2-yl)-1-methyl-3-(trifluoromethyl)-1H-pyrazole

113100-53-1

1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Conditions
ConditionsYield
With sodium periodate; rhodium(III) chloride hydrate In tetrachloromethane; water; acetonitrile at 20℃; for 0.25h;100%
111493-74-4

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

113100-53-1

1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 60℃;95%
With sodium hydroxide In ethanol at 85℃; for 0.5h;90%
With lithium hydroxide In tetrahydrofuran at 70℃; for 2h; pH=5;89.2%

1-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)ethanone

113100-53-1

1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Conditions
ConditionsYield
With bromine; sodium hydroxide In water at 10 - 15℃; for 3h; Cooling with ice;95%
With bromine; sodium hydroxide In water at 10 - 15℃; for 3h;95%
With dihydrogen peroxide; trifluoroacetic acid In chloroform at 0 - 70℃; for 5h;
142809-80-1

1-Methyl-3-(trifluoromethyl)-4-trifluoroacetylpyrazole

113100-53-1

1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 4h; Ambient temperature;93%
124-38-9

carbon dioxide

497832-99-2

4-bromo-1-methyl-3-(trifluoromethyl)-1H-pyrazole

113100-53-1

1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Conditions
ConditionsYield
Stage #1: 4-bromo-1-methyl-3-(trifluoromethyl)-1H-pyrazole With tert.-butyl lithium In diethyl ether; pentane at -75℃; for 0.0833333h;
Stage #2: carbon dioxide Further stages.;		85%
90608-65-4

3-piperidin-1-yl-acrylic acid methyl ester

354-34-7

trifluoroacetyl fluoride

60-34-4

methylhydrazine

113100-53-1

1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Conditions
ConditionsYield
Stage #1: 3-piperidin-1-yl-acrylic acid methyl ester; trifluoroacetyl fluoride With potassium fluoride In toluene at -30 - 20℃; for 4h;
Stage #2: methylhydrazine In toluene at -50 - 20℃; for 3h;		81%
...Expand
154471-65-5

1-methyl-3-trifluoromethylpyrazol

113100-53-1

1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 65 percent / bromine; iron powder / 4 h / 100 °C
2: 85 percent / tert-butyllithium / pentane; diethyl ether / 0.08 h / -75 °C
View Scheme

β,β-bis(trifluoroacetyl)vinyl i-butyl ether

113100-53-1

1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 100 percent / acetonitrile / 0.5 h / Ambient temperature
2: 76 percent / CF3COOH, H2O / CHCl3 / 3 h / Ambient temperature
3: 93 percent / sat. aq. KOH / ethanol / 4 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 73 percent / acetonitrile / 1 h / Ambient temperature
2: 93 percent / sat. aq. KOH / ethanol / 4 h / Ambient temperature
View Scheme
142818-04-0

benzaldehyde N-<β,β-bis(trifluoroacetyl)vinyl>methylhydrazone

113100-53-1

1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 76 percent / CF3COOH, H2O / CHCl3 / 3 h / Ambient temperature
2: 93 percent / sat. aq. KOH / ethanol / 4 h / Ambient temperature
View Scheme
142503-29-5

3-dimethylaminomethylene-1,1,1,5,5,5-hexafluoropentane-2,4-dione

113100-53-1

1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 97 percent / acetonitrile / 1 h / Ambient temperature
2: 93 percent / sat. aq. KOH / ethanol / 4 h / Ambient temperature
View Scheme
Raw Materials
154471-65-5
155377-19-8
571-55-1
124-38-9
111493-74-4
60-34-4
354-34-7
142503-29-5
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    113100-53-1

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Chemistry

 
IUPAC Name: 1-Methyl-3-(trifluoromethyl)pyrazole-4-carboxylate
Molecular Formula: C6H5F3N2O2
Molecular Weight: 194.11 g/mol
Canonical SMILES: CN1C=C(C(=N1)C(F)(F)F)C(=O)[O]
InChI: InChI=1S/C6H5F3N2O2/c1-11-2-3(5(12)13)4(10-11)6(7,8)9/h2H,1H3,(H,12,13)/p-1
Product Categories: Building Blocks; Pyrazole
XLogP3-AA: 1.3   
H-Bond Acceptor: 6
Index of Refraction: 1.497 
Molar Refractivity: 36.31 cm3 
Molar Volume: 123.9 cm3 
Polarizability: 14.39×10-24 cm3 
Surface Tension: 36.3 dyne/cm 
Density: 1.56 g/cm3 
Flash Point: 126.5 °C 
Enthalpy of Vaporization: 55.41 kJ/mol 
Boiling Point: 285.6 °C at 760 mmHg
Melting Point: 203 °C
Vapour Pressure of 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (CAS NO.113100-53-1): 0.0013 mmHg at 25 °C

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
Hazard Note: Irritant
HazardClass of 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (CAS NO.113100-53-1): Irritant

Specification

 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (CAS NO.113100-53-1), its Synonyms are 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid ,97% ; 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxy ; 1-Methyl-3-trifluoromethyl-4-pyrazolecarboxylic acid ; 2-Methyl-5-trifluoromethyl-2H-pyrazole-3-carbonylchloride .