1H-pyrazole-4-carbaldehyde

Base Information

• Chemical Name: 1H-pyrazole-4-carbaldehyde
• CAS No.: 35344-95-7
• Molecular Formula: C4H4N2O
• Molecular Weight: 96.0886
• Hs Code.: 2933199090
• European Community (EC) Number: 636-879-8
• DSSTox Substance ID: DTXSID50408613
• Nikkaji Number: J2.573.383E
• Wikidata: Q72503434
• Mol file: 35344-95-7.mol

Synonyms:1H-pyrazole-4-carbaldehyde;35344-95-7;1H-Pyrazole-4-carboxaldehyde;pyrazole-4-carboxaldehyde;4-FORMYLPYRAZOLE;MFCD02179514;4-Formyl-pyrazole;4-pyrazolecarboxaldehyde;pyrazole-4-carbaldehyde;1-H-pyrazole-4-carbaldehyde;1-H-pyrazole-4-carboxaldehyde;DTXSID50408613;LRGBDJBDJXZTTD-UHFFFAOYSA-N;BCP23496;AKOS000186305;CS-W019597;PB14282;AC-28863;BP-10804;PS-11972;SY013236;A6203;AM20090558;BB 0250537;FT-0647077;EN300-62758;W-202447;F8889-4652;Z275127960

Chemical Property of 1H-pyrazole-4-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.00115mmHg at 25°C
• Melting Point: 82-83 °C(Solv: cyclohexane (110-82-7))
• Refractive Index: 1.62
• Boiling Point: 300 °C at 760 mmHg
• PKA: 11.65±0.50(Predicted)
• Flash Point: 139.7 °C
• PSA: 45.75000
• Density: 1.322 g/cm³
• LogP: 0.22220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 96.032362755
• Heavy Atom Count: 7
• Complexity: 74.1

Purity/Quality:

99% ^*data from raw suppliers

4-Formylpyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NN1)C=O
• Uses: 4-Formylpyrazole is a reactant in the preparation of 1, 3-disubstituted-pyrazole derivatives as new class I and IIb histone deacetylase inhibitors.

Technology Process of 1H-pyrazole-4-carbaldehyde

There total 10 articles about 1H-pyrazole-4-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

4-ethoxycarbonylpyrazole (37622-90-5) → 1H-pyrazole-4-carbaldehyde (35344-95-7)

Guidance literature:

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

DOI:10.1002/ejoc.201101458

Reference yield: 87.0%

triformylmethane (18655-47-5) → 1H-pyrazole-4-carbaldehyde (35344-95-7)

Guidance literature:

With hydrazine hydrate; In methanol; at 20 ℃; for 5h;

DOI:10.1039/b604598g

Reference yield: 52.33%

(1H-pyrazol-4-yl)-methanol (25222-43-9) → 1H-pyrazole-4-carbaldehyde (35344-95-7)

Guidance literature:

With manganese(IV) oxide; In acetone; at 60 ℃; for 4h;

upstream raw materials:

triformylmethane

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

4-bromo-1H-pyrazole

N,N-dimethyl-formamide

Downstream raw materials:

1-(p-tolylsulfonyl)pyrazole-4-carbaldehyde

1-phenyl-1H-pyrazole-4-carbaldehyde

1-(3-chlorophenyl)-1H-pyrazole-4-carbaldehyde

1-(2-chlorophenyl)-1H-pyrazole-4-carbaldehyde

Refernces

• 1、 -. "Preparation method of nitrogen unsubstituted-4-formyl pyrazole". Paragraph 0020; 0021; 0025-0029; 0050; 0051; 0055-0059. . Retrieved 2020/02/14.
• 2、 Zhang, Han,Liu, Huan,Luo, Xiao,Wang, Yuxi,Liu, Yuan,Jin, Hongwei,Liu, Zhenming,Yang, Wei,Yu, Peilin,Zhang, Liangren,Zhang, Lihe. "Design, synthesis and biological activities of 2,3-dihydroquinazolin-4(1H)-one derivatives as TRPM2 inhibitors". . p. 235 - 252. Retrieved 2018/05/09.