Sphondin

Base Information

• Chemical Name: Sphondin
• CAS No.: 483-66-9
• Molecular Formula: C12H8O4
• Molecular Weight: 216.193
• DSSTox Substance ID: DTXSID20197481
• Nikkaji Number: J274.742A
• Wikidata: Q27155414
• Metabolomics Workbench ID: 123502
• ChEMBL ID: CHEMBL1452868
• Mol file: 483-66-9.mol

Synonyms:sphondin

Chemical Property of Sphondin

Chemical Property:

• Vapor Pressure: 4.96E-07mmHg at 25°C
• Melting Point: 189-191 °C
• Refractive Index: 1.635
• Boiling Point: 413 °C at 760 mmHg
• Flash Point: 203.6 °C
• PSA: 52.58000
• Density: 1.368 g/cm³
• LogP: 2.54780
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 216.04225873
• Heavy Atom Count: 16
• Complexity: 325

Purity/Quality:

≥98% ^*data from raw suppliers

Sphondin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C(=C3C(=C1)C=CC(=O)O3)C=CO2

Technology Process of Sphondin

There total 10 articles about Sphondin 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: 98.0%

6-methoxy-8-(prop-1-en-1-yl)-7-(prop-1-en-1-yloxy)-2Hchromen-2-one → sphondin (483-66-9)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at 90 ℃; for 1h; Inert atmosphere;

DOI:10.3762/bjoc.14.278

Reference yield: 85.0%

6-methoxy-2-oxo-3-(phenylthio)-(2,3,4H)-furo<2,3-h><1>benzopyran (116669-19-3) → sphondin (483-66-9)

Guidance literature:

With sodium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; toluene; for 10h; Heating;

DOI:10.1021/ja00230a023

Reference yield: 57.0%

6-methoxy-2-oxo-(2,3,4H)-furo<2,3-h><1>benzopyran → sphondin (483-66-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; for 192h; Heating;

DOI:10.1021/ja00230a023

upstream raw materials:

6-methoxy-(2H)-furo<2,3-h>-1-benzopyran

6-methoxy-2-oxo-3-(phenylthio)-(2,3,4H)-furo<2,3-h><1>benzopyran

heratomol

dimethyl sulfate

Downstream raw materials:

7,8-dihydroxy-6-methoxy-2H-1-benzopyran-2-one

Refernces

• 1、 Chimichi, Stefano,Boccalini, Marco,Cosimelli, Barbara,Viola, Giampietro,Vedaldi, Daniela,Dall'Acqua, Francesco. "A convenient synthesis of psoralens". . p. 4859 - 4863. Retrieved 2007/10/03.
• 2、 Wulff, William D.,McCallum, J. Stuart,Kunng, Fen-Ann. "Two Regiocomplementary Approaches to Angular Furanocoumarins with Chromium Carbene Complexes: Synthesis of Sphondin, Thiosphondin, Heratomin, and Angelicin". . p. 7419 - 7434. Retrieved 2007/10/02.