3-Methyl-5-(trifluoromethyl)-1H-pyrazole supplier

Name
3-METHYL-5-(TRIFLUOROMETHYL)PYRAZOLE
EINECS
CAS No. 10010-93-2
Article Data33
CAS DataBase
Density 1.355 g/cm³
Solubility
Melting Point 88-90 °C(lit.)
Formula C₅H₅F₃N₂
Boiling Point 187.3 °C at 760 mmHg
Molecular Weight 150.103
Flash Point 67.1 °C
Transport Information
Appearance white to orange powder, crystals crystalline powder and/or chunks
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Pyrazole,3(or 5)-methyl-5(or 3)-(trifluoromethyl)- (7CI);Pyrazole,3-methyl-5-(trifluoromethyl)- (8CI);3-Methyl-5-(trifluoromethyl)pyrazole;Methyl-5-trifluoromethylpyrazole;
PSA 28.68000
LogP 1.73690

Synthetic route

: 367-57-7
1,1,1-Trifluoro-2,4-pentanedione

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

Conditions

Conditions	Yield
With hydrazine In methanol at 0 - 20℃; for 16h;	95%
Stage #1: 1,1,1-Trifluoro-2,4-pentanedione With hydrazine hydrate In chloroform for 1h; Reflux; Stage #2: With phosphorus pentoxide In chloroform for 3h; Reflux;	90%
With hydrazine hydrate In ethanol at 0℃; for 6h; Reflux; Inert atmosphere;	82%

: 155635-51-1
1-(1-pyrrolidinomethyl)-3-trifluoromethylpyrazole

: 74-88-4
methyl iodide

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, -70 deg C, 2 h, 2.) THF, from -70 deg C to r.t.; Yield given. Multistep reaction;

: 367-57-7
1,1,1-Trifluoro-2,4-pentanedione

A: 10010-93-2
3-methyl-5-(trifluoromethyl)pyrazole

B: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

Conditions

Conditions	Yield
Stage #1: 1,1,1-Trifluoro-2,4-pentanedione With hydrazine In 1,4-dioxane Stage #2: In toluene Heating; Further stages.;

: 112-90-3
(Z)-9-octadecen-1-amine

: C15H12F9N6P

A: C54H108N3P

B: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

Conditions

Conditions	Yield
at 50℃; for 0.0833333h;

...Expand

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 60061-68-9
4-bromo-5-methyl-3-(trifluoromethyl)-1H-pyrazole

Conditions

Conditions	Yield
With bromine; sodium acetate; acetic acid at 0 - 20℃; for 21.1667h;	100%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 25℃; for 1h;	99%

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 20667-12-3
silver(l) oxide

: 937255-69-1
([3-(CF3),5-(Me)Pz]Ag)3

Conditions

Conditions	Yield
In toluene (N2, dark); refluxing overnight mixt. of pyrazole deriv. and silver oxide in toluene; cooling filtration through celite, evapn., elem. anal.;	95%

: 16940-66-2
sodium tetrahydroborate

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: sodium hydrotris(3-trifluoromethyl-5-methyl-1-pyrazolyl)borate

Conditions

Conditions	Yield
at 130℃; for 4h;	92%
In kerosene byproducts: H2; 5 equiv. of substituted pyrazole, slow heating to 220°C until evolution of stoich. amt. of H2; cooling to 180°C, collection (filtration), washing (petroleum ether), drying (high vac.); elem. anal.;	58%

: copper(I) oxide

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 854763-47-6
[tris(3-trifluoromethyl-5-methylpyrazolate)tricopper(I)]

Conditions

Conditions	Yield
With acetonitrile In benzene under N2; CH3CN added to mixt. of Cu2O and pyrazole derivative in benzene, mixt. refluxed for 12 h; cooled, filtered through Celite, filtrate evapd. under vac.; elem. anal.;	92%

: 96-32-2
bromoacetic acid methyl ester

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: methyl 2-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 18h;	91%

: 1277-49-2
1-ferrocenylethanol

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 654083-42-8
ferrocenyl(ethyl)-1N-(3-trifluoromethyl-5-methyl)pyrazole

Conditions

Conditions	Yield
With tetrafluoroboric acid In dichloromethane; water addn. of aq. HBF4 to a mixt. of iron complex and heterocycle in CH2Cl2, stirring for 5 min; addn. of Et2O, water, ascorbic acid, sepn., washing org. phase with coldwater, evapn. drying over CaCl2;	88%

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 535-11-5, 41978-69-2
Ethyl 2-bromopropionate

: 1007487-64-0
C10H13F3N2O2

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; N,N-dimethyl-formamide at 60℃; for 5h;	88%

: 1072-97-5
5-bromo-2-pyridylamine

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 1415640-68-4
5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)pyridin-2-amine

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; cis-N,N'-dimethyl-1,2-diaminocyclohexane In 1,4-dioxane at 130℃; Schlenk technique; Inert atmosphere;	88%

: (S)-1-hydroxyethylferrocene

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: (S)-(3-trifluoromethyl-5-methylpyrazolyl)-α-ethylferrrocene

Conditions

Conditions	Yield
With tetrafluoroboric acid In dichloromethane; water at 22 - 25℃; for 0.0833333h; enantiospecific reaction;	88%

: 502926-95-6
5-bromo-4-methoxy-1,1,1-trifluoro-pent-3-en-2-one

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 1-(3-methoxy-5-(trifluoromethyl)-2,3-dihydrofuran-3-yl)-5-methyl-3-(trifluoromethyl)-1H-pyrazole

Conditions

Conditions	Yield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h; Stage #2: 5-bromo-4-methoxy-1,1,1-trifluoro-pent-3-en-2-one In acetonitrile for 2h; Solvent; Reflux;	86%

: 5-bromo-4-(diethylamino)-1,1,1-trifluoropent-3-en-2-one

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: (E)-4-(diethylamino)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)pent-3-en-2-one

Conditions

Conditions	Yield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h; Stage #2: 5-bromo-4-(diethylamino)-1,1,1-trifluoropent-3-en-2-one In acetonitrile for 5h; Reflux;	85%

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 533-68-6
2-bromobutyric acid ethyl ester

: C11H15F3N2O2

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; N,N-dimethyl-formamide at 60℃; for 5h;	84%

: 1252637-02-7
(2S,4R)-4-(4-fluoro-2-trifluoromethylbenzenesulfonyl)-1-(1-trifluoromethylcyclopropanecarbonyl)pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: (2S,4R)-4-[4-(5-methyl-3-trifluoromethylpyrazol-1-yl)-2-trifluoromethylbenzenesulfonyl]-1-(1-trifluoromethylcyclopropanecarbonyl)pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl acetamide at 22℃; for 72h;	84%

: 1018324-03-2
2-chloro-1-(1-(4-chloro-3-methoxyphenyl)piperidin-4-yl)ethanone

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 1018325-07-9
1-(1-(4-chloro-3-methoxyphenyl)piperidin-4-yl)-2-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 12h;	81%

: 1613396-19-2
3-bromo-1-[1-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]pyrrolidin-2-one

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 1613395-15-5
1-[1-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]-3-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]pyrrolidin-2-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1h;	80%

: C8H10BrF3O2

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 5-methyl-1-(3-propoxy-5-(trifluoromethyl)-2,3-dihydrofuran-3-yl)-3-(trifluoromethyl)-1H-pyrazole

Conditions

Conditions	Yield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h; Stage #2: C8H10BrF3O2 In acetonitrile for 2h; Reflux;	80%

: 13534-97-9
6-bromopyridine-3-amine

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 1006961-49-4
6-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]pyridin-3-amine

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide In 1,4-dioxane at 130℃; Inert atmosphere; Schlenk technique;	79%

: 54966-47-1
4-oxo-4-phenyl-but-2-ynoic acid ethyl ester

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 2-(5-methyl-3-trifluoromethyl-pyrazol-1-yl)-4-oxo-4-phenyl-butyric acid ethyl ester

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 16h;	78%

: 5-bromo-1,1,1-trifluoro-4-(pyrrolidin-1-yl)pent-3-en-2-one

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: (E)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)-4-(pyrrolidin-1-yl)pent-3-en-2-one

Conditions

Conditions	Yield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h; Stage #2: 5-bromo-1,1,1-trifluoro-4-(pyrrolidin-1-yl)pent-3-en-2-one In acetonitrile for 5h; Reflux;	78%

: 59863-12-6
bis[bis(trimethylsilyl)amino]germanium(II)

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: [Ge(HC3N2(CF3)CH3)2]2

Conditions

Conditions	Yield
In hexane (under Ar, Schlenk); soln. of ligand in hexane added dropwise to soln. of Ge-compound in hexane at room temp.; treated with toluene, heated at 60°C, stored for 16 h at -20°C;	77%

: 910858-21-8
5-bromo-4-ethoxy-1,1,1-trifluoropent-3-en-2-one

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 1-(3-ethoxy-5-(trifluoromethyl)-2,3-dihydrofuran-3-yl)-5-methyl-3-(trifluoromethyl)-1H-pyrazole

Conditions

Conditions	Yield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h; Stage #2: 5-bromo-4-ethoxy-1,1,1-trifluoropent-3-en-2-one In acetonitrile for 2h; Reflux;	76%

: 5-bromo-4-(dibutylamino)-1,1,1-trifluoropent-3-en-2-one

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: (E)-4-(dibutylamino)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)pent-3-en-2-one

Conditions

Conditions	Yield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h; Stage #2: 5-bromo-4-(dibutylamino)-1,1,1-trifluoropent-3-en-2-one In acetonitrile for 5h; Reflux;	73%

: 446-52-6
2-Fluorobenzaldehyde

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 1422280-85-0
C12H7F3N2

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 120℃; for 96h;	71%

: C10H13BrF3NO

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: (E)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)-4-(piperidin-1-yl)pent-3-en-2-one

Conditions

Conditions	Yield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h; Stage #2: C10H13BrF3NO In acetonitrile for 5h; Reflux;	71%

: [Pt(P(C2H5)3)2(Cl)]2(2+)*2BF4(1-) = [Pt(P(C2H5)3)2(Cl)]2(BF4)2

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 84049-91-2
cis-chlorobis(triethylphosphine)(3-(trifluoromethyl)-5-methylpyrazole)platinum(II) tetrafluoroborate

Conditions

Conditions	Yield
In acetone organic compd. added to Pt complex in acetone, stirred at room temp. for 5 h; evapn., recrystn. (CH2Cl2-pentane);	70%

: 13965-02-1, 14177-93-6, 15692-07-6
cis-dichlorobis(triethylphosphine)platinum(II)

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 84049-92-3
cis-Pt(PEt3)2(NCMeCHC(CF3)N)2

Conditions

Conditions	Yield
With KOH In methanol KOH added to soln. of Pt complex and organci compd. in MeOH, stirred for 1 h; extn. (CH2Cl2), filtration, evapn., addition of pentane, cooling;	70%

: C6H7BrF3NO

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: (E)-4-(dimethylamino)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)pent-3-en-2-one

Conditions

Conditions	Yield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h; Stage #2: C6H7BrF3NO In acetonitrile for 5h; Reflux;	70%

: ethyl 4-hydroxy-4-(4-methoxyphenyl)but-2-ynoate

: 10010-93-2
5-methyl-3-trifluoromethyl-1H-pyrazole

: 4-(4-methoxy-phenyl)-2-(5-methyl-3-trifluoromethyl-pyrazol-1-yl)-4-oxo-butyric acid ethyl ester

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 16h;	68%

3-Methyl-5-(trifluoromethyl)-1H-pyrazole Specification

The 1H-Pyrazole,3-methyl-5-(trifluoromethyl)-, with the CAS registry number 10010-93-2, has the systematic name of 3-methyl-5-(trifluoromethyl)-1H-pyrazole. It belongs to the following product categories: Blocks; Fluoro Compounds; Heterocycles; Pyrazole series; Heterocyclic Compounds; Building Blocks; Heterocyclic Building Blocks; Pyrazoles. And the molecular formula of the chemical is C₅H₅F₃N₂.

The characteristics of 1H-Pyrazole,3-methyl-5-(trifluoromethyl)- are as followings: (1)ACD/LogP: 1.35; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.35; (4)ACD/LogD (pH 7.4): 1.35; (5)ACD/BCF (pH 5.5): 6.24; (6)ACD/BCF (pH 7.4): 6.24; (7)ACD/KOC (pH 5.5): 129.09; (8)ACD/KOC (pH 7.4): 129.06; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 17.82 Å²; (13)Index of Refraction: 1.429; (14)Molar Refractivity: 28.58 cm³; (15)Molar Volume: 110.7 cm³; (16)Polarizability: 11.33×10^-24cm³; (17)Surface Tension: 28.4 dyne/cm; (18)Density: 1.355 g/cm³; (19)Flash Point: 67.1 °C; (20)Enthalpy of Vaporization: 40.62 kJ/mol; (21)Boiling Point: 187.3 °C at 760 mmHg; (22)Vapour Pressure: 0.874 mmHg at 25°C.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: FC(F)(F)c1nnc(c1)C
(2)InChI: InChI=1/C5H5F3N2/c1-3-2-4(10-9-3)5(6,7)8/h2H,1H3,(H,9,10)
(3)InChIKey: DLCHCAYDSKIFIN-UHFFFAOYAR

Product Name

3-METHYL-5-(TRIFLUOROMETHYL)PYRAZOLE

Synthetic route

3-Methyl-5-(trifluoromethyl)-1H-pyrazole Specification

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