1H-Pyrazole-4-carboxaldehyde supplier

Name
1H-Pyrazole-4-carboxaldehyde
EINECS 636-879-8
CAS No. 35344-95-7
Article Data13
CAS DataBase
Density 1.322 g/cm³
Solubility
Melting Point 82-83 °C(Solv: cyclohexane (110-82-7))
Formula C₄H₄N₂O
Boiling Point 300 °C at 760 mmHg
Molecular Weight 96.0886
Flash Point 139.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms 4-Formylpyrazole;4-Pyrazolecarboxaldehyde;
PSA 45.75000
LogP 0.22220

Synthetic route

: 37622-90-5
4-ethoxycarbonylpyrazole

: 35344-95-7
1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With n-butyllithium; diisobutylaluminium hydride; tert-butyl alcohol In tetrahydrofuran; hexane at 0℃;	97%

: 18655-47-5
triformylmethane

: 35344-95-7
1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With hydrazine hydrate In methanol at 20℃; for 5h;	87%
With hydrogenchloride; hydrazine hydrate In methanol for 22h; Ambient temperature;	52%
With hydrogenchloride; hydrazine hydrate In methanol for 22h; Ambient temperature; other hydrazines and amidines;	52%
With hydrogenchloride; hydrazine In methanol at 20℃; for 22h;

: 25222-43-9
(1H-pyrazol-4-yl)-methanol

: 35344-95-7
1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With manganese(IV) oxide In acetone at 60℃; for 4h;	52.33%
With manganese(IV) oxide In acetone at 20 - 60℃;

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

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 35344-95-7
1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
Stage #1: 4-bromo-1H-pyrazole With tert.-butyl lithium In tetrahydrofuran; hexane at -78 - 20℃; for 3.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at 20℃;	41%

: 1-(1-ethoxyethyl)-1H-pyrazole-4-carbaldehyde

: 35344-95-7
1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 60℃;	0.4 g

: 153687-35-5
1-(4-methoxybenzyl)-1H-pyrazole-4-carbaldehyde

: 35344-95-7
1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With trifluoroacetic acid for 2h; Heating / reflux;

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 591-86-6
acetaldehyde semicarbazone

: 35344-95-7
1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0℃; for 1h; Stage #2: acetaldehyde semicarbazone at 80℃; for 1.5h;

: C9H6N6O5

A: 35344-95-7
1H-pyrazole-4-carbaldehyde

B: 112253-17-5
6-nitro-<1,2,5>oxadiazolo<3,4-b>pyridine 1-oxide

Conditions

Conditions	Yield
In dimethylsulfoxide-d6

: 1197943-43-3
1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-carboxaldehyde

: 35344-95-7
1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With hydrogenchloride In water at 20℃; pH=< 1;	6 g

: 373-88-6
2,2,2-trifluroethylamine hydrochloride

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 1424799-64-3
(1H-pyrazol-4-ylmethylene)(2,2,2-trifluoroethyl)amine

Conditions

Conditions	Yield
With sodium hydroxide In water; toluene at 20℃; Cooling with ice;	100%

: 14704-31-5
3-(bromomethyl)-1,1'-biphenyl

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 1-([1,1'-biphenyl]-3-ylmethyl)-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	98%

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 540-51-2
2-bromoethanol

: 1082065-98-2
1-(2-hydroxyethyl)-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 150℃; for 0.333333h; Microwave irradiation;	97%
With potassium carbonate In acetonitrile at 150℃; for 0.333333h; Microwave irradiation;	97%
With potassium carbonate In acetonitrile at 150℃; for 0.666667h; Sealed tube; Microwave irradiation;	89%
With potassium carbonate In acetonitrile at 150℃; for 0.5h; Microwave irradiation;	69%

: 824-94-2
p-methoxybenzyl chloride

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 153687-35-5
1-(4-methoxybenzyl)-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 1h; Reflux;	93.3%

: 586-78-7
para-nitrophenyl bromide

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 37921-21-4
1-(4-nitrophenyl)-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With quebrachitol; copper; caesium carbonate In water; dimethyl sulfoxide at 100℃; Ullmann Condensation; Inert atmosphere; Green chemistry;	93%
With D-galacturonic acid; potassium carbonate; copper(I) bromide In water; dimethyl sulfoxide at 80 - 100℃; Inert atmosphere; Green chemistry;	93%
With copper; caesium carbonate; methyl-alpha-D-glucopyranoside In water; dimethyl sulfoxide at 100℃; Sealed tube; Green chemistry;	90%

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

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 1197943-43-3
1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-carboxaldehyde

Conditions

Conditions	Yield
With trifluoroacetic acid In tetrahydrofuran at 90℃; for 4h;	92%
With toluene-4-sulfonic acid In dichloromethane at 20 - 60℃; for 10.5h;	86%

: 62-53-3
aniline

: 762-04-9
phosphonic acid diethyl ester

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: C14H20N3O3P

Conditions

Conditions	Yield
With Porcine Pancreas Lipase In neat (no solvent) at 45℃; for 4h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Enzymatic reaction;	92%

...Expand

: 19788-37-5
4-chloromethyl-3,5-dimethylisoxazole

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 1082065-96-0
1-(3,5-dimethylisoxazol-4-ylmethyl)-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
Stage #1: 1H-pyrazole-4-carbaldehyde With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.333333h; Stage #2: 4-chloromethyl-3,5-dimethylisoxazole In N,N-dimethyl-formamide at 20℃; for 18h;	91%

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 132945-75-6
(S)-tert-butyl 3-(methylsulfonyloxy)pyrrolidine-1-carboxylate

: (R)-tert-butyl 3-(4-formyl-1H-pyrazol-1-yl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 18h;	91%

: 2567-29-5
p-phenylbenzyl bromide

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 1-([1,1‘-biphenyl]-4-ylmethyl)-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
Stage #1: 1H-pyrazole-4-carbaldehyde With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.25h; Stage #2: p-phenylbenzyl bromide In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 1.58333h;	90.3%

: 540-36-3
para-difluorobenzene

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 1-(4-fluorophenyl)-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With tetrabutylammonium tetrafluoroborate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 20℃; for 36h; Sealed tube; Inert atmosphere; Irradiation; Electrolysis;	90%

: 109-99-9
tetrahydrofuran

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 1-(tetrahydrofuran-2-yl)-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With C24H42N3(1+)*ClO4(1-); lithium perchlorate; acetic acid In acetonitrile at 20℃; for 36h; Irradiation; Electrochemical reaction; Inert atmosphere;	89%

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 74-88-4
methyl iodide

: 25016-11-9
1-methylpyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 60℃;	87%
With caesium carbonate In N,N-dimethyl-formamide at 60℃; for 1h;	80%

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: C8H10N2O2

Conditions

Conditions	Yield
In toluene at 90℃; for 2h;	87%

: 1239320-11-6
tert-butyl 6-((methylsulfonyl)oxy)-2-azaspiro[3.3]heptane-2-carboxylate

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: tert-butyl 6-(3-formylpyrazol-1-yl)-2-azaspiro[3.3]heptane-2-carboxylate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide for 16h; Heating;	84.01%

: 7051-34-5
cyclopropylcarbinyl bromide

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 1082065-99-3
1-(cyclopropylmethyl)-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
Stage #1: 1H-pyrazole-4-carbaldehyde With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Stage #2: cyclopropylcarbinyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 18h;	84%
Stage #1: 1H-pyrazole-4-carbaldehyde With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.333333h; Stage #2: cyclopropylcarbinyl bromide In N,N-dimethyl-formamide at 0 - 20℃; for 18h;	56%

: 107-13-1
acrylonitrile

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 2-[hydroxy-(1H-pyrazol-4-yl)-methyl]-acrylonitrile

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; choline chloride; glycerol In water at 20℃; for 1.33333h; Morita-Baylis-Hillman Alkylation; Green chemistry;	84%

: 98-59-9
p-toluenesulfonyl chloride

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 916257-05-1
1-(p-tolylsulfonyl)pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 19h;	84%

: 55666-43-8
tert-butyl 3-bromopropionate

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: tert-butyl 3-(4-formyl-1H-pyrazol-1-yl)propanoate

Conditions

Conditions	Yield
Stage #1: 1H-pyrazole-4-carbaldehyde With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.25h; Inert atmosphere; Stage #2: tert-butyl 3-bromopropionate In N,N-dimethyl-formamide at 100℃; for 16h; Inert atmosphere;	83%

: 1-((5-(5-(difluoromethyl)-1,3,4-oxadiazole-2-yl)pyridine-2-yl)methyl)-6-fluoro-3-(oxetan-3-yl)-5-(piperazine-1-yl)-1,3-dihydro-2H-benzo[d]imidazole-2-one

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 5-(4-((1H-pyrazole-4-yl)methyl)piperazine-1-yl)-1-((5-(5-(difluoromethyl)-1,3,4-oxadiazole-2-yl)pyridine-2-yl)methyl)-6-fluoro-3-(oxetan-3-yl)-1,3-dihydro-2H-benzo[d]imidazole-2-one

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 18h;	80.7%

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 137049-02-6
1,2-dimethylimidazole-4-sulphonyl chloride

: 1082066-05-4
1-(1,2-dimethyl-1H-imidazole-4-sulfonyl)-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 18h;	80%

: 109-04-6
2-bromo-pyridine

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 1-(pyridin-2-yl)-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With copper; caesium carbonate; methyl-alpha-D-glucopyranoside In water; dimethyl sulfoxide at 100℃; Sealed tube; Green chemistry;	80%

: 24424-99-5
di-tert-butyl dicarbonate

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 821767-61-7
tert-butyl 4-formyl-1H-pyrazole-1-carboxylate

Conditions

Conditions	Yield
dmap In acetonitrile at 20℃; for 0.5h;	76%
With dmap In acetonitrile at 20℃;	71%

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 254454-54-1
tert-butyl-3-iodoazetidine-1-carboxylate

: tert-butyl 3-(4-formyl-1H-pyrazol-1-yl)azetidine-1-carboxylate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide Heating;	75.71%

: 501-53-1
benzyl chloroformate

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: benzyl 4-formylpyrazole-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 4℃; for 1h; Inert atmosphere;	74%

: 19686-73-8
1-bromo-2-propanol

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 1082066-01-0
1-(2-hydroxy-propyl)-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 150℃; for 0.333333h; Microwave irradiation;	73%

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 1396722-63-6
(E)-ethyl 3-(1H-pyrazol-4-yl)acrylate

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; for 14h;	73%
In tetrahydrofuran at 70℃; for 8h; Inert atmosphere;	60%
In tetrahydrofuran at 20 - 70℃; for 8h; Inert atmosphere;	60%

: 352-33-0
1-Chloro-4-fluorobenzene

: 35344-95-7
1H-pyrazole-4-carbaldehyde

: 63874-99-7
1-(4-chlorophenyl)-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
With tetrabutylammonium tetrafluoroborate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 20℃; for 36h; Catalytic behavior; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation; Electrolysis; Large scale;	73%

1H-Pyrazole-4-carboxaldehyde Chemical Properties

Molecular Structure:

Molecular Formula: C₄H₄N₂O
Molecular Weight: 96.0874
IUPAC Name: 1H-Pyrazole-4-carbaldehyde
Synonyms of 1H-Pyrazole-4-carboxaldehyde (CAS NO.35344-95-7): 1H-Pyrazole-4-carbaldehyde ; Akos bb-9811
CAS NO: 35344-95-7
Product Categories: Aldehydes ; Pyrazoles & Triazoles ; Pyrazoles & Triazoles
Index of Refraction: 1.62
Molar Refractivity: 25.53 cm³
Molar Volume: 72.6 cm³
Surface Tension: 64.7 dyne/cm
Density: 1.322 g/cm³
Flash Point: 139.7 °C
Enthalpy of Vaporization: 54 kJ/mol
Boiling Point: 300 °C at 760 mmHg
Vapour Pressure of 1H-Pyrazole-4-carboxaldehyde (CAS NO.35344-95-7): 0.00115 mmHg at 25°C

1H-Pyrazole-4-carboxaldehyde Safety Profile

Hazard Codes of 1H-Pyrazole-4-carboxaldehyde (CAS NO.35344-95-7): Xi
HazardClass: IRRITANT

Product Name

1H-Pyrazole-4-carboxaldehyde

Synthetic route

1H-Pyrazole-4-carboxaldehyde Chemical Properties

1H-Pyrazole-4-carboxaldehyde Safety Profile

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