Pimpinellin

Base Information

• Chemical Name: Pimpinellin
• CAS No.: 131-12-4
• Molecular Formula: C₁₃H₁₀O₅
• Molecular Weight: 246.219
• Hs Code.: 2932999099
• European Community (EC) Number: 683-094-1
• UNII: D419UK1B4L
• DSSTox Substance ID: DTXSID20156831
• Nikkaji Number: J5.558A
• Wikidata: Q3905067
• Metabolomics Workbench ID: 67487
• ChEMBL ID: CHEMBL1491809
• Mol file: 131-12-4.mol

Synonyms:pimpinellin

Chemical Property of Pimpinellin

Chemical Property:

• Vapor Pressure: 5.62E-08mmHg at 25°C
• Melting Point: 119°
• Refractive Index: 1.611
• Boiling Point: 441 °C at 760 mmHg
• Flash Point: 220.5 °C
• PSA: 61.81000
• Density: 1.352 g/cm³
• LogP: 2.55640
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 246.05282342
• Heavy Atom Count: 18
• Complexity: 366

Purity/Quality:

≥98% ^*data from raw suppliers

5,6-Dimethoxy-2H-furo[2,3-h]chromen-2-one >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C2=C(C=CO2)C3=C1C=CC(=O)O3)OC
• Uses: GABA receptor antagonist, phototoxin

Technology Process of Pimpinellin

There total 12 articles about Pimpinellin 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: 79.0%

6-hydroxy-5-methoxyangelicin (24099-30-7) + methyl iodide (74-88-4) → pimpinellin (131-12-4)

Guidance literature:

With potassium carbonate; In acetone; for 3h;

DOI:10.1021/jo00253a002

Reference yield: 72.0%

C13H10O5 → pimpinellin (131-12-4)

Guidance literature:

With Echavarren's catalyst; In dichloromethane; at 18 ℃; for 0.5h;

DOI:10.1021/jo401583q

Reference yield: 37.0%

heratomol (61265-07-4) + dimethyl sulfate (77-78-1) → sphondin (483-66-9) + pimpinellin (131-12-4)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 5h;

DOI:10.1016/S0968-0896(99)00138-8

upstream raw materials:

6-hydroxy-5-methoxyangelicin

methyl iodide

heratomol

dimethyl sulfate