Pyrazole supplier | CasNO.288-13-1

Name
Pyrazole
EINECS 206-017-1
CAS No. 288-13-1
Article Data121
CAS DataBase
Density 1.116 g/cm³
Solubility soluble in water
Melting Point 67-70 °C(lit.)
Formula C₃H₄N₂
Boiling Point 187 °C at 760 mmHg
Molecular Weight 68.0782
Flash Point 87.5 °C
Transport Information
Appearance white crystal
Safety 26-61-37/39-36
Risk Codes 36/37/38-52-20/21/22
Molecular Structure
Hazard Symbols Xn
Synonyms Pyrazole(6CI,8CI);1,2-Diazole;2-Azapyrrole;NSC 45410;
PSA 28.68000
LogP 0.40970

Synthetic route

: 219580-32-2
tert-butyl 1H-pyrazole-1-carboxylate

: 288-13-1
NH-pyrazole

Conditions

Conditions	Yield
In methanol at 120℃; under 5171.62 Torr; for 0.333333h; Microwave irradiation;	99%
With water at 100℃; for 0.166667h;	99%
With sodium carbonate In 1,2-dimethoxyethane; water for 0.25h; Heating;	60%

: ethyl 2-(difluoroacetyl)-3-(dimethylamino)acrylate

: 288-13-1
NH-pyrazole

Conditions

Conditions	Yield
With sodium hydroxide In water	95.8%
With potassium hydroxide In water	91.4%

: 3469-69-0
4-iodopyrazole

: 288-13-1
NH-pyrazole

Conditions

Conditions	Yield
With sodium sulfite In water at 130℃; for 1h; Sealed tube; Microwave irradiation; Green chemistry;	94%

: 60-34-4
methylhydrazine

A: 288-13-1
NH-pyrazole

B: ethyl 2-(difluoroacetyl)-3-(dimethylamino)acrylate

Conditions

Conditions	Yield
In water; toluene	A 93.6% B n/a

: 56-81-5
glycerol

: 288-13-1
NH-pyrazole

Conditions

Conditions	Yield
Stage #1: glycerol With hydrazine hydrate; potassium iodide; sodium iodide under 3750.38 Torr; for 0.5h; Large scale; Stage #2: With sulfuric acid at 160℃; for 2h; Temperature; Pressure; Large scale;	91.1%

: 2075-45-8
4-bromo-1H-pyrazole

: 288-13-1
NH-pyrazole

Conditions

Conditions	Yield
With sodium sulfite In water at 130℃; for 5h; Sealed tube; Microwave irradiation; Green chemistry;	91%

: 102-52-3
malonaldehydebis(dimethylacetal)

: 288-13-1
NH-pyrazole

Conditions

Conditions	Yield
With hydrazine hydrate; acetic acid at 85℃; for 1.5h;	90%

: (Z)-1-(2-methyl-4,5-diphenylpent-4-en-2-yl)-1H-pyrazole

A: 288-13-1
NH-pyrazole

B: (Z)-(4-methylpenta-1,3-diene-1,2-diyl)dibenzene

Conditions

Conditions	Yield
With n-butyllithium In hexane; tert-butyl methyl ether at 20℃; for 0.05h; Catalytic behavior; Temperature; Inert atmosphere;	A n/a B 87%

: 6332-56-5
3-nitropyridone

A: 288-13-1
NH-pyrazole

B: 497-18-7
carbonodihydrazide

Conditions

Conditions	Yield
With hydrazine hydrate at 90 - 95℃; for 7h;	A 74% B 75%
With hydrazine hydrate at 90 - 95℃; for 7h; Product distribution; also 3,5-dinitropyridone investigated;	A 74% B 75%

: 2-methyl-3-(1H-pyrazol-1-yl)propanoic acid

A: 288-13-1
NH-pyrazole

B: 5-methyl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-4-one

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran -78 deg C 15 min, -45 deg C 1 h and room t., 3.5 h;	A 75% B 22%

: 102-52-3
malonaldehydebis(dimethylacetal)

: 98561-07-0
1,1,3-trimethoxy-3-acethoxypropane

: 15874-25-6
1,3-diacetoxy-1,3-dimethoxy-propane

: 288-13-1
NH-pyrazole

Conditions

Conditions	Yield
With hydrogenchloride; hydrazine hydrochloride In water at 30℃; for 1h;	69%

...Expand

: 133228-21-4
N,N-dimethyl-1H-pyrazole-1-sulfonamide

: 288-13-1
NH-pyrazole

Conditions

Conditions	Yield
With hydrogenchloride for 21h; Heating;	62%

: 624-92-0
Dimethyldisulphide

: 92146-02-6
1,2-bis(1H-pyrazol-1-yl)ethane

A: 288-13-1
NH-pyrazole

B: 20173-98-2
1-vinylpyrazole

C: 5-methylthio-1-vinylpyrazole

D: 1-(5-methylthiopyrazol-1-yl)-2-pyrazol-1-ylethane

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane 1.) 0 deg C, 1 h; 2.) room temp., 14 h; Yields of byproduct given;	A 62% B n/a C n/a D n/a
With n-butyllithium In tetrahydrofuran; hexane 1.) 0 deg C, 1 h; 2.) room temp., 14 h; Yields of byproduct given;	A n/a B n/a C 12% D n/a
With n-butyllithium In tetrahydrofuran; hexane 1.) 0 deg C, 1 h; 2.) room temp., 14 h; Yields of byproduct given;	A n/a B n/a C n/a D 2%
With n-butyllithium In tetrahydrofuran; hexane Product distribution; 1.) 0 deg C. 1 h; 2.) room temp., 14 h; varying amounts of reag.;

...Expand

: 40797-97-5
(1-chloro-2-methylpropylidene)methane-1,1-dicarbonitrile

: 50709-36-9
(2,6-dichlorophenyl)hydrazine monohydrochloride

: 288-13-1
NH-pyrazole

Conditions

Conditions	Yield
With sodium hydrogencarbonate; triethylamine In tetrahydrofuran	62%
With sodium hydrogencarbonate; triethylamine In tetrahydrofuran	62%

: 67129-08-2
Metazachlor

A: 288-13-1
NH-pyrazole

B: 4073-98-7
4,4'-methylenebis(2,6-dimethylaniline)

Conditions

Conditions	Yield
hydrogenchloride In water for 8h; Heating;	A 59% B 35%

: 42039-22-5
gem-dichlorocyclopropanol

: 288-13-1
NH-pyrazole

Conditions

Conditions	Yield
With hydrazine; dibenzo-18-crown-6 In ethanol	58%

: 288-13-1
NH-pyrazole

: 141-30-0
3,6-dichlorpyridazine

: 79091-11-5
3,6‑di(pyrazol‑1‑yl)pyridazine

Conditions

Conditions	Yield
With sodium hydride In 1,4-dioxane at 20℃; for 24h;	100%
Stage #1: NH-pyrazole With sodium hydride In N,N-dimethyl-formamide for 1h; Inert atmosphere; Stage #2: 3,6-dichlorpyridazine In N,N-dimethyl-formamide at 0 - 20℃; for 13h; Inert atmosphere;	86%
In ethanol for 2h; Heating;	65%

: 288-13-1
NH-pyrazole

: 392-56-3
Hexafluorobenzene

: 148807-09-4
hexakis(pyrazol-1-yl)benzene

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 6h; Product distribution; Mechanism; Heating; other diazole sodium salts, var solvents, var. time, var. temp.;	100%
With sodium hydride In tetrahydrofuran for 6h; Heating;	91%
With sodium hydride 1.) THF, 65 deg C, 2.) THF, reflux, 6 h; Yield given. Multistep reaction;

: 288-13-1
NH-pyrazole

: 446-33-3
3-fluoro-6-nitrotoluene

: 102792-12-1
1-(3-methyl-4-nitrophenyl)-1H-pyrazole

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃;	100%
With sodium carbonate In N,N-dimethyl-formamide at 100℃;

: 288-13-1
NH-pyrazole

: 2075-45-8
4-bromo-1H-pyrazole

Conditions

Conditions	Yield
With bromine In dichloromethane at 0℃;	100%
With N-Bromosuccinimide In water at 20 - 25℃;	100%
With N-Bromosuccinimide In water at 20℃;	100%

: 288-13-1
NH-pyrazole

: 40958-82-5
sodium pyrazolide

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran	100%
With sodium hydride In tetrahydrofuran for 0.5h;
With sodium hydride
With sodium hydroxide In diethylene glycol dimethyl ether; water; toluene at 40 - 80℃; Inert atmosphere; Large scale reaction;
With sodium hydroxide In ethanol; water at 20℃; for 3h;

: 288-13-1
NH-pyrazole

: 591-50-4
iodobenzene

: 1126-00-7
1-phenylpyrazole

Conditions

Conditions	Yield
With copper; caesium carbonate; iron(III)-acetylacetonate In N,N-dimethyl-formamide at 100℃; for 15h;	100%
With copper(II) acetate monohydrate; caesium carbonate In N,N-dimethyl-formamide at 110℃; for 24h; Inert atmosphere;	99%
With caesium carbonate In dimethyl sulfoxide at 120℃; Inert atmosphere;	99%

: 110-87-2
3,4-dihydro-2H-pyran

: 288-13-1
NH-pyrazole

: 449758-17-2
1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole

Conditions

Conditions	Yield
With trifluoroacetic acid Heating;	100%
at 125℃; for 24h; Green chemistry;	100%
With trifluoroacetic acid at 100℃; for 12h; Inert atmosphere;	100%

: 288-13-1
NH-pyrazole

: 13788-92-6
1-(4-bromophenyl)-1H-pyrazole

: 67673-42-1
1-[4-(1H-pyrazol-1-yl)phenyl]-1H-pyrazole

Conditions

Conditions	Yield
With caesium carbonate; copper(I) oxide; trans-N,N'-bis(pyridin-2-ylmethylene)cyclohexane-1,2-diamine In acetonitrile at 82℃; for 48h; Conversion of starting material;	100%
With caesium carbonate; copper(I) oxide In acetonitrile at 82℃; for 48h;	91%

: 288-13-1
NH-pyrazole

: 78-77-3
Isobutyl bromide

: 725746-81-6
1-isobutyl-1H-pyrazole

Conditions

Conditions	Yield
With sodium hydroxide; tetrabutylammomium bromide In water; methyl cyclohexane at 110℃; for 5.5h; Product distribution / selectivity; Heating / reflux;	100%
With potassium hydroxide In ethanol at 78℃; for 1.5h;	64%

: 288-13-1
NH-pyrazole

: 624-31-7
4-tolyl iodide

: 20518-17-6
1-(4-methylphenyl)-1H-pyrazole

Conditions

Conditions	Yield
With copper(II) acetate monohydrate; caesium carbonate In N,N-dimethyl-formamide at 110℃; for 24h; Inert atmosphere;	100%
With Cu6[1,4-bis(imidazol-1-yl)butane]3I6; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere;	97%
With copper(II) acetate monohydrate; caesium carbonate In N,N-dimethyl-formamide at 110℃; for 24h; Inert atmosphere;	96%

: 288-13-1
NH-pyrazole

: {(C2H5)2B(C3H3N2)2}Mo(CO)2(C3H5)

: {(C2H5)2B(C3H3N2)2}Mo(CO)2(C3H5)(C3H4N2)

Conditions

Conditions	Yield
	100%
	100%

: 288-13-1
NH-pyrazole

: 34574-27-1
diethylboryl-pivalate

: 217324-49-7
2,2-dimethylpropanoyloxydiethylborane pyrazole complex

Conditions

Conditions	Yield
In chloroform Ar-atmosphere; dropwise addn. of pyrazole to equimolar amt. of B-compd.(0°C); solvent removal (vac.);	100%

: 288-13-1
NH-pyrazole

: 1445-79-0
trimethyl gallium

: 79422-25-6
1-dimethylgallylpyrazole

Conditions

Conditions	Yield
In benzene byproducts: CH4; under argon atm., reflux, 1 h; evapn. of solvent;	100%

: 288-13-1
NH-pyrazole

: 446-38-8
2-fluoro-4-methoxy-1-nitro-benzene

: 1022974-77-1
1-(5-methoxy-2-nitro-phenyl)-1H-pyrazole

Conditions

Conditions	Yield
Stage #1: NH-pyrazole With sodium hydride In tetrahydrofuran at 0℃; for 0.216667h; Stage #2: 2-fluoro-4-methoxy-1-nitro-benzene In tetrahydrofuran at 20℃; for 0.35h;	100%

: 288-13-1
NH-pyrazole

: 944740-28-7
5-sec-butyl-4-chloro-6-methyl-2-methylsulfonylpyrimidine

: 944740-29-8
5-sec-butyl-4-chloro-6-methyl-2-(1H-pyrazol-1-yl)pyrimidine

Conditions

Conditions	Yield
Stage #1: NH-pyrazole With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h; Stage #2: 5-sec-butyl-4-chloro-6-methyl-2-methylsulfonylpyrimidine In tetrahydrofuran at -70℃; for 0.166667h;	100%

: 288-13-1
NH-pyrazole

: 459-46-1
4-Fluorobenzyl bromide

: 500367-31-7
1-(4-fluorobenzyl)-1H-pyrazole

Conditions

Conditions	Yield
Stage #1: NH-pyrazole With sodium hydride In DMF (N,N-dimethyl-formamide) at 20℃; for 1h; Stage #2: 4-Fluorobenzyl bromide In DMF (N,N-dimethyl-formamide) for 1h; Stage #3: With water In DMF (N,N-dimethyl-formamide) at 0℃;	100%
Stage #1: NH-pyrazole With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; Stage #2: 4-Fluorobenzyl bromide In dimethyl sulfoxide; mineral oil at 50℃;	84%

: 288-13-1
NH-pyrazole

: 142253-57-4
3-methanesulfonyloxymethyl-azetidine-1-carboxylic acid tert-butyl ester

: 1228230-84-9
3-pyrazol-1-ylmethyl-azetidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: NH-pyrazole With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: 3-methanesulfonyloxymethyl-azetidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran; mineral oil at 0 - 20℃; for 16h;	100%
Stage #1: NH-pyrazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Stage #2: 3-methanesulfonyloxymethyl-azetidine-1-carboxylic acid tert-butyl ester In N,N-dimethyl-formamide; mineral oil at 20℃; for 16h;	76%

: 288-13-1
NH-pyrazole

: 625-98-9
3-chlorofluorobenzene

: 57211-65-1
1-(3-chloro-phenyl)-1H-pyrazole

Conditions

Conditions	Yield
With potassium phosphate In N,N-dimethyl-formamide at 190℃; for 1h; Microwave irradiation;	100%

: 288-13-1
NH-pyrazole

: 1323902-49-3
tert-butyl ((ethylthio)(phenyl)methyl)carbamate

: 1612786-59-0
tert-butyl (phenyl(1H-pyrazol-1-yl)methyl)carbamate

Conditions

Conditions	Yield
With N-iodo-succinimide In dichloromethane at -78℃; for 0.0833333h; Friedel-Crafts Alkylation; Sealed tube; Inert atmosphere; chemoselective reaction;	100%
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; tert-butyl alcohol In acetonitrile at 20℃; for 24h; Irradiation;	60%

: 288-13-1
NH-pyrazole

: 924907-62-0
1,1-dimethylethyl (2R,4S)-4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-{[(methylsulfonyl)oxy]methyl}-1-pyrrolidinecarboxylate

: 1432128-64-7
C19H35N3O3Si

Conditions

Conditions	Yield
Stage #1: NH-pyrazole With sodium hydride In N,N-dimethyl-formamide; mineral oil for 0.166667h; Cooling with ice; Stage #2: 1,1-dimethylethyl (2R,4S)-4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-{[(methylsulfonyl)oxy]methyl}-1-pyrrolidinecarboxylate In N,N-dimethyl-formamide; mineral oil at 60℃; for 1.5h;	100%

: 288-13-1
NH-pyrazole

: 29898-32-6
2,4-dichloro-1-iodo-benzene

: 1-(2,4-dichlorophenyl)-1H-pyrazole

Conditions

Conditions	Yield
With copper(l) iodide; caesium carbonate In N,N-dimethyl-formamide at 180℃; for 0.5h; Inert atmosphere; Microwave irradiation;	100%

: 288-13-1
NH-pyrazole

: copper(ll) sulfate pentahydrate

: 2052-49-5
tetra(n-butyl)ammonium hydroxide

: (Bu4N)2[SO4{Cu(OH)(pyrazole)}31]

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran for 72h;	100%

...Expand

: 288-13-1
NH-pyrazole

: 7646-69-7
sodium hydride

: 98-80-6
phenylboronic acid

: 80583-77-3
sodium phenyltris(pyrazolyl)borate

Conditions

Conditions	Yield
at 200℃; for 0.25h; Microwave irradiation; Inert atmosphere;	100%

...Expand

: 110-87-2
3,4-dihydro-2H-pyran

: 288-13-1
NH-pyrazole

: 449758-17-2
1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole

Conditions

Conditions	Yield
With trifluoroacetic acid at 100℃; for 12h;	100%

: 288-13-1
NH-pyrazole

: 691857-35-9
7-(bromomethyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: 7-((1H-pyrazol-1-yl)methyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 2h;	100%

: 288-13-1
NH-pyrazole

: 141-32-2
acrylic acid n-butyl ester

: butyl 3-(1H-pyrazol-1-yl)propanoate

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃;	100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 25℃; for 12h;	88%

: 288-13-1
NH-pyrazole

: 17640-15-2
methyl cyanoformate

: 28188-08-1
pyrazole-1-carboxylic acid methyl ester

Conditions

Conditions	Yield
With C14H18N2 (14)	99%
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene for 2h; Ambient temperature;	95%

: 288-13-1
NH-pyrazole

: 13360-57-1
dimethylamino sulfonyl chloride

: 133228-21-4
N,N-dimethyl-1H-pyrazole-1-sulfonamide

Conditions

Conditions	Yield
Stage #1: NH-pyrazole With sodium hydride In tetrahydrofuran at 20℃; for 1h; Stage #2: dimethylamino sulfonyl chloride In tetrahydrofuran for 1.5h;	99%
Stage #1: NH-pyrazole With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: dimethylamino sulfonyl chloride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h; Inert atmosphere;	99%
With sodium hydride In tetrahydrofuran; mineral oil for 1.33333h; Inert atmosphere;	91%

: 288-13-1
NH-pyrazole

: 3994-46-5
N-aminopyrazole

Conditions

Conditions	Yield
With sodium hydroxide; hydroxylamine-O-sulfonic acid In water for 0.5h; Ambient temperature;	99%
With potassium hydroxide; hydroxylamine-O-sulfonic acid for 15h; Ambient temperature;	42%
With potassium hydroxide; aminosulfonic acid at 70℃;

: 288-13-1
NH-pyrazole

: 137-43-9
Cyclopentyl bromide

: 1-cyclopentyl-1H-pyrazole

Conditions

Conditions	Yield
With sodium hydrogencarbonate at 120℃; for 12h;	99%

Pyrazole Chemical Properties

Molecular Structure:

Molecular Formula: C₃H₄N₂
Molecular Weight: 68.0773
IUPAC Name: 1H-Pyrazole
Synonyms of Pyrazole (CAS NO.288-13-1): 1,2-Diazole ; AI3-60151 ; EINECS 206-017-1 ; NSC 45410 ; 1H-Pyrazole
CAS NO: 288-13-1
Classification Code: Enzyme inhibitors ; Reproductive Effect
Melting point: 67-70 °C
Index of Refraction: 1.528
Molar Refractivity: 18.77 cm³
Molar Volume: 60.9 cm³
Surface Tension: 48.6 dyne/cm
Density: 1.116 g/cm³
Flash Point: 87.5 °C
Enthalpy of Vaporization: 40.59 kJ/mol
Boiling Point: 187 °C at 760 mmHg
Vapour Pressure: 0.887 mmHg at 25°C

Pyrazole Uses

Pyrazole (CAS NO.288-13-1) is used as a intermediate of medicine and dye.

Pyrazole Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD50	intravenous	175mg/kg (175mg/kg)		Investigational New Drugs. The Journal of New Anticancer Agents. Kluwer Academic Pub., POB 358, Accord Stn., Hingham, MA 02018) V.1- 1983-Vol. 6, Pg. 305, 1988.
mouse	LD50	intraperitoneal	538mg/kg (538mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 178, Pg. 199, 1971.
mouse	LD50	intravenous	374mg/kg (374mg/kg)		Experientia. Vol. 28, Pg. 1198, 1972.
mouse	LD50	oral	409mg/kg (409mg/kg)		Experientia. Vol. 28, Pg. 1198, 1972.
rat	LD50	intraperitoneal	900mg/kg (900mg/kg)		Journal of Pharmaceutical Sciences. Vol. 57, Pg. 537, 1968.
rat	LD50	intravenous	1021mg/kg (1021mg/kg)		Experientia. Vol. 28, Pg. 1198, 1972.
rat	LD50	oral	1010mg/kg (1010mg/kg)	BEHAVIORAL: COMA LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" LIVER: FATTY LIVER DEGERATION	Experientia. Vol. 25, Pg. 816, 1969.

Pyrazole Consensus Reports

Reported in EPA TSCA Inventory.

Pyrazole Safety Profile

Safety Information of Pyrazole (CAS NO.288-13-1):
Hazard Codes:Xn
Risk Statements:22-36/37/38-52-20/21/22
22:Harmful if swallowed
36/37/38:Irritating to eyes, respiratory system and skin
52:Harmful to aquatic organisms
20/21/22:Harmful by inhalation, in contact with skin and if swallowed
Safety Statements:26-36/37-61-37/39-36
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37:Wear suitable protective clothing and gloves
61:Avoid release to the environment. Refer to special instructions safety data sheet
37/39:Wear suitable gloves and eye/face protection
36:Wear suitable protective clothing
RIDADR:2811
WGK Germany:1
RTECS:UQ4900000
HazardClass:6.1(b)
PackingGroup:III
HS Code:29331990
Moderately toxic by ingestion and intraperitoneal routes. Experimental teratogenic and reproductive effects. When heated to decomposition it emits toxic fumes of NO_x.

Product Name

Pyrazole

Synthetic route

Pyrazole Chemical Properties

Pyrazole Uses

Pyrazole Toxicity Data With Reference

Pyrazole Consensus Reports

Pyrazole Safety Profile

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