diethyl 1H-pyrazole-3,5-dicarboxylate

Base Information

• Chemical Name: diethyl 1H-pyrazole-3,5-dicarboxylate
• CAS No.: 37687-24-4
• Molecular Formula: C9H12N2O4
• Molecular Weight: 212.205
• Hs Code.: 29331990
• NSC Number: 97126
• DSSTox Substance ID: DTXSID00191124
• Nikkaji Number: J479.014F
• Wikidata: Q72503453
• Mol file: 37687-24-4.mol

Synonyms:diethyl 1H-pyrazole-3,5-dicarboxylate

Chemical Property of diethyl 1H-pyrazole-3,5-dicarboxylate

Chemical Property:

• Appearance/Colour: slightly yellow crystalline powder
• Vapor Pressure: 1.93E-05mmHg at 25°C
• Melting Point: 55-58 °C(lit.)
• Refractive Index: 1.519
• Boiling Point: 362.5 °C at 760 mmHg
• PKA: 8.08±0.10(Predicted)
• Flash Point: 173 °C
• PSA: 81.28000
• Density: 1.25 g/cm³
• LogP: 0.76310
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 212.07970687
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

3,5-Diethyl1H-pyrazole-3,5-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=NN1)C(=O)OCC

Technology Process of diethyl 1H-pyrazole-3,5-dicarboxylate

There total 15 articles about diethyl 1H-pyrazole-3,5-dicarboxylate 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: 99.0%

diethyl (Z)-4-diazo-pent-2-enedioate → diethyl 1H-pyrazole-3,5-dicarboxylate (37687-24-4)

Guidance literature:

In neat (no solvent); at 120 ℃; for 1h;

DOI:10.1039/c3ob42102c

Reference yield: 97.0%

diazoacetic acid ethyl ester (623-73-4) + propynoic acid ethyl ester (623-47-2) → diethyl 1H-pyrazole-3,5-dicarboxylate (37687-24-4)

Guidance literature:

With NaY zeolite; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1246/cl.2007.60

Reference yield: 93.0%

diethyl Δ2-pyrazoline-3,5-dicarboxylate (82706-83-0) → diethyl 1H-pyrazole-3,5-dicarboxylate (37687-24-4)

Guidance literature:

With bromine;

DOI:10.1016/0223-5234(87)90034-1

upstream raw materials:

diethyl Δ²-pyrazoline-3,5-dicarboxylate

3,5-pyrazoledicarboxylic acid

chloroformic acid ethyl ester

ethanol

Downstream raw materials:

diethyl 1-benzylpyrazole-3,5-dicarboxylate

1-(2-bromoethyl)-1H-pyrazole-3,5-dicarboxylic acid diethyl ester

3,5-bis(hydroxymethyl)-1H-pyrazole

3,5-(1H)-pyrazoledicarbaldehyde