4-(trifluoromethyl)-1H-pyrazole
- Product Name
- 4-(trifluoromethyl)-1H-pyrazole
- CAS No.
- 52222-73-8
- Chemical Name
- 4-(trifluoromethyl)-1H-pyrazole
- Synonyms
- 4-(TRIFLUOROMETHYL)-1H-PYRAZOL;4-(trifluoromethyl)-1H-pyrazole;4-Trifluoromethyl-1H-pyrazole,97%;1H-Pyrazole, 4-(trifluoroMethyl)-;4-(Trifluoromethyl)-1H-pyrazole
- CBNumber
- CB61559262
- Molecular Formula
- C4H3F3N2
- Formula Weight
- 136.08
- MOL File
- 52222-73-8.mol
4-(trifluoromethyl)-1H-pyrazole Property
- Melting point:
- 76-78°
- Boiling point:
- 177.7±35.0 °C(Predicted)
- Density
- 1.440±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- form
- powder to crystal
- pka
- 11.14±0.50(Predicted)
- color
- White to Orange to Green
- InChI
- InChI=1S/C4H3F3N2/c5-4(6,7)3-1-8-9-2-3/h1-2H,(H,8,9)
- InChIKey
- KDEJQUNODYXYBJ-UHFFFAOYSA-N
- SMILES
- N1C=C(C(F)(F)F)C=N1
Safety
- Hazard Codes
- T
- Risk Statements
- 25-36/37/38
- Safety Statements
- 26-45
- RIDADR
- UN 2811 6.1 / PGIII
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 2933199090
- Storage Class
- 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects - Hazard Classifications
- Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 753386
- Product name
- 4-(Trifluoromethyl)-1H-pyrazole
- Purity
- 95%
- Packaging
- 100mg
- Price
- $116
- Updated
- 2023/01/07
- Product number
- T3076
- Product name
- 4-(Trifluoromethyl)pyrazole
- Packaging
- 200MG
- Price
- $63
- Updated
- 2025/07/31
- Product number
- T3076
- Product name
- 4-(Trifluoromethyl)pyrazole
- Packaging
- 1G
- Price
- $187
- Updated
- 2025/07/31
- Product number
- T792080
- Product name
- 4-Trifluoromethylpyrazole
- Packaging
- 250mg
- Price
- $160
- Updated
- 2021/12/16
- Product number
- PC49544
- Product name
- 4-(Trifluoromethyl)-1H-pyrazole
- Purity
- 99%
- Packaging
- 250mg
- Price
- $58
- Updated
- 2021/12/16
4-(trifluoromethyl)-1H-pyrazole Chemical Properties,Usage,Production
Uses
It is used as pharmaceutical intermediates. The palladium-catalyzed cross-coupling reactions of 5-tributylstannyl-4-fluoro-1H-pyrazole with aryl iodides provided high yields of the corresponding 5-aryl-4-fluoro-1H-pyrazoles.
Synthesis
460-40-2
3724-43-4
52222-73-8
General procedure for the synthesis of 4-(trifluoromethyl)-1H-pyrazole from 3,3,3-trifluoropropanal and (methylidene)dimethylammonium chloride: first, 3,3,3-trifluoropropanoic acid (5.64 g, 44.1 mmol) was mixed with methylidene dimethylammonium chloride (11.45 g, 96.6 mmol) in 42 mL of 1,2-dichloroethane and heated to 75 °C and stirred under nitrogen protection for 5 hours. After completion of the reaction, the reaction mixture was cooled and the volatiles were removed overnight under vacuum to give 10.82 g of intermediate. Subsequently, the intermediate was mixed with hydrazine monohydrate (2.72 mL, 1.2 eq.) in 145 mL of acetonitrile and stirred for 1 hour. Trifluoroacetic acid (5.03 mL, 3 eq.) was added to the reaction mixture, which was then heated to 70 °C and stirred under nitrogen protection for 1.5 hours. After the reaction was complete, the reaction mixture was cooled, concentrated under vacuum, and partitioned between 30 mL of water and 30 mL of ethyl acetate. Sodium bicarbonate (3.6 g) was added to the vigorously stirred mixture, the layers were separated and the aqueous layer was washed with ethyl acetate (3 times). The organic layers were combined and the products were separated by chromatography using a hexane solution of 20% ethyl acetate (Biotage 40+S column). The suitable grades were concentrated in vacuum at room temperature to give 1.75 g (29% yield) of 4-(trifluoromethyl)-1H-pyrazol-1-amine as a light yellow solid. Elemental analysis (C4H3F3N2) Calculated values: C, 35.31; H, 2.22; N, 20.59. Measured values: C, 35.34; H, 2.40; N, 20.55. Next, 4-(trifluoromethyl)-1H-pyrazol-1-amine (0.68 g, 5 mmol) was added to stirred hydroxylamine-O-sulfonic acid (0.679 g, 6 mmol ) in 20 mL of 12N sodium hydroxide and stirred overnight. The reaction mixture was extracted with ether and washed (3 times). The organic layers were combined, dried over magnesium sulfate and concentrated to give 0.38 g of 4-(trifluoromethyl)-1H-pyrazol-1-amine as a yellow oil. Finally, 4-(trifluoromethyl)-1H-pyrazol-1-amine (154 mg, 1 mmol) was mixed with 5-chloro-2,4-dimethoxyphenyl isocyanate (213 mg, 1 mmol) in 8 mL of tetrahydrofuran, and 5 mg of DMAP was added.The reaction mixture was stirred at room temperature for 2 days, and then concentrated to a brown solid, which was analyzed using a 50% ethyl acetate solution in hexane for Chromatographic separation (Biotage 25+S column) gave 66 mg (21% yield) of the target product as a white solid. Mass spectrum (EI) m/z: 364 (M)+.
References
[1] Patent: US2003/236287, 2003, A1. Location in patent: Page 37
4-(trifluoromethyl)-1H-pyrazole Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-(trifluoromethyl)-1H-pyrazole manufacturers
- Product
- 4-(trifluoromethyl)-1H-pyrazole 52222-73-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2019-12-30