3,4-Dichloro-2h-chromen-2-one

Base Information

• Chemical Name: 3,4-Dichloro-2h-chromen-2-one
• CAS No.: 5117-56-6
• Molecular Formula: C9H4 Cl2 O2
• Molecular Weight: 215.0329
• NSC Number: 135925
• DSSTox Substance ID: DTXSID60300316
• Nikkaji Number: J2.420.791I
• Wikidata: Q82043278
• Mol file: 5117-56-6.mol

Synonyms:3,4-dichloro-2h-chromen-2-one;5117-56-6;NSC135925;3,4-dichloro-coumarin;SCHEMBL2540914;DTXSID60300316;AKOS016844928;NSC-135925;EN300-8293991

Chemical Property of 3,4-Dichloro-2h-chromen-2-one

Chemical Property:

• Vapor Pressure: 0.000163mmHg at 25°C
• Boiling Point: 330.7°C at 760 mmHg
• Flash Point: 151.2°C
• Density: 1.53g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 213.9588348
• Heavy Atom Count: 13
• Complexity: 273

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C(C(=O)O2)Cl)Cl

Technology Process of 3,4-Dichloro-2h-chromen-2-one

There total 6 articles about 3,4-Dichloro-2h-chromen-2-one 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: 84.3%

4-chloro-2H-1-benzopyran-2-one (17831-88-8) → 3,4-dichloro-2H-chromen-2-one (5117-56-6)

Guidance literature:

With N-chloro-succinimide; copper(II) chloride monohydrate; zinc(II) chloride; In acetonitrile; at 82 ℃; for 54h; Reagent/catalyst; regioselective reaction;

DOI:10.1055/s-0037-1612080

Reference yield:

perchloropropene (1888-71-7) + phenol (108-95-2,27073-41-2) → 3,4-dichloro-2H-chromen-2-one (5117-56-6)

Guidance literature:

With carbon disulfide; aluminium trichloride; Behandeln des Reaktionsprodukts mit wss. Schwefelsaeure;

DOI:10.1021/ja01518a062

Reference yield:

3-Chlor-4-hydroxy-2-oxo-2H<1>benzopyran (23029-98-3) → 3,4-dichloro-2H-chromen-2-one (5117-56-6)

Guidance literature:

With pyridine; trichlorophosphate;

DOI:10.1021/ja01518a062

upstream raw materials:

3-Chlor-4-hydroxy-2-oxo-2H<1>benzopyran

perchloropropene

phenol

aluminium trichloride

Downstream raw materials:

3-chloro-4-piperidino-coumarin

3-chloro-4-phenoxy-2-coumarin

4-benzylmercapto-3-chloro-coumarin

12-phenyl-6H-chromeno[3,4-a]indolizin-6-one

Refernces

• 1、 Zhang, Yan,Tian, Yan,Xiang, Pei,Huang, Ning,Wang, Jianyi,Xu, Jian-Hua,Zhang, Min. "A metal-free one-pot synthesis of benzo[: C] chromen-6-ones from 3,4-dichlorocoumarins and butadienes using tandem photo-thermal-photo reactions". supporting information. p. 9874 - 9882. Retrieved 2016/10/31.