7-(Chlorocarbonylmethoxy)-4-methylcoumarin

Base Information

• Chemical Name: 7-(Chlorocarbonylmethoxy)-4-methylcoumarin
• CAS No.: 91454-65-8
• Molecular Formula: C12H9 Cl O4
• Molecular Weight: 252.65
• DSSTox Substance ID: DTXSID30238571
• Nikkaji Number: J487.503F
• Wikidata: Q83120866
• Mol file: 91454-65-8.mol

Synonyms:7-(CCM)-4-MC;7-(chlorocarbonylmethoxy)-4-methylcoumarin;7-CCMMC

Chemical Property of 7-(Chlorocarbonylmethoxy)-4-methylcoumarin

Chemical Property:

• Vapor Pressure: 9.38E-07mmHg at 25°C
• Melting Point: 129 °C
• Refractive Index: 1.4429 (estimate)
• Boiling Point: 404.5°Cat760mmHg
• Flash Point: 175.5°C
• PSA: 56.51000
• Density: 1.372g/cm³
• LogP: 2.24560
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 252.0189365
• Heavy Atom Count: 17
• Complexity: 364

Purity/Quality:

98%Min ^*data from raw suppliers

7-[(Chlorocarbonyl)methoxy]-4-methylcoumarin 95 ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)OCC(=O)Cl

Technology Process of 7-(Chlorocarbonylmethoxy)-4-methylcoumarin

There total 5 articles about 7-(Chlorocarbonylmethoxy)-4-methylcoumarin 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: 100.0%

7-(carboxymethoxy)-4-methylcoumarin (64700-15-8) → 7-<(chlorocarbonyl)methoxy>-4-methylcoumarin (91454-65-8)

Guidance literature:

With thionyl chloride; In chloroform; for 2h; Heating;

DOI:10.1016/S0040-4020(02)00442-8

Reference yield:

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) → 7-<(chlorocarbonyl)methoxy>-4-methylcoumarin (91454-65-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / potassium carbonate / acetone / 5 h / Heating

2: 100 percent / sodium hydroxide / ethanol; H₂O / 2 h / Heating

3: 100 percent / thionyl chloride / CHCl₃ / 2 h / Heating

With sodium hydroxide; thionyl chloride; potassium carbonate; In ethanol; chloroform; water; acetone;

DOI:10.1016/S0040-4020(02)00442-8

Reference yield:

ethyl 2-(4-methyl-2-oxo-2-coumarin-7-yloxy)acetate (5614-82-4) → 7-<(chlorocarbonyl)methoxy>-4-methylcoumarin (91454-65-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / sodium hydroxide / ethanol; H₂O / 2 h / Heating

2: 100 percent / thionyl chloride / CHCl₃ / 2 h / Heating

With sodium hydroxide; thionyl chloride; In ethanol; chloroform; water;

DOI:10.1016/S0040-4020(02)00442-8

upstream raw materials:

7-(carboxymethoxy)-4-methylcoumarin

ethyl 2-(4-methyl-2-oxo-2-coumarin-7-yloxy)acetate

7-hydroxy-4-methyl-chromen-2-one

recorcinol

Downstream raw materials:

2-[N-(4-methyl-2-oxobenzo[b]pyran-7-yloxyacetyl)-N-(2-p-tolylsulfonylaminophenyl)aminomethylene]-2,3-dihydrobenzo[b]thiophen-3-one

2-[N-(4-methyl-2-oxobenzo[b]pyran-7-yloxyacetyl)-2-methoxyphenylaminomethylene]-2,3-dihydrobenzo[b]thiophen-3-one

Refernces

• 1、 Karlsson, Karl-Erik,Wiesler, Donald,Alasandro, Mark,Novotny, Milos. "7--4-methylcoumarin: A Novel Fluorescent Reagent for the Precolumn Derivatization of Hydroxy Compounds in Liquid Chromatography". . p. 229 - 234. Retrieved 1985.
• 2、 -. "Polyacid-coumarin photosensitive composites and preparation method thereof". Paragraph 0023; 0026. . Retrieved 2017/02/02.
• 3、 -. "THE NOVEL COUMARIN-AMIDE DERIVATIVES AND ITS PREPARATION, SAID DRUG COMPOSITION AND ITS USE". Page/Page column 33-34. . Retrieved 2008/06/13.