7-(Carboxymethoxy)-3-chloro-4-methylcoumarin

Base Information

• Chemical Name: 7-(Carboxymethoxy)-3-chloro-4-methylcoumarin
• CAS No.: 176446-74-5
• Molecular Formula: C12H9 Cl O5
• Molecular Weight: 268.65
• Hs Code.: 2932209090
• European Community (EC) Number: 631-501-8
• DSSTox Substance ID: DTXSID30357534
• Wikidata: Q82137488
• Mol file: 176446-74-5.mol

Synonyms:7-(Carboxymethoxy)-3-chloro-4-methylcoumarin;176446-74-5;2-(3-chloro-4-methyl-2-oxochromen-7-yl)oxyacetic acid;Acetic acid, 2-[(3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl)oxy]-;2-((3-Chloro-4-methyl-2-oxo-2H-chromen-7-yl)oxy)acetic acid;2-[(3-chloro-4-methyl-2-oxo-2H-chromen-7-yl)oxy]acetic acid;Oprea1_385158;SCHEMBL2113648;DTXSID30357534;AS-72320;D95886;J-011195

Chemical Property of 7-(Carboxymethoxy)-3-chloro-4-methylcoumarin

Chemical Property:

• Vapor Pressure: 3.65E-10mmHg at 25°C
• Melting Point: 209-212 °C(lit.)
• Refractive Index: 1.615
• Boiling Point: 483.6°C at 760 mmHg
• Flash Point: 246.3°C
• PSA: 76.74000
• Density: 1.51g/cm³
• LogP: 2.21820
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 268.0138511
• Heavy Atom Count: 18
• Complexity: 403

Purity/Quality:

97% ^*data from raw suppliers

7-(CARBOXYMETHOXY)-3-CHLORO-4-METHYLCOUMARIN 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 7-(Carboxymethoxy)-3-chloro-4-methylcoumarin

There total 3 articles about 7-(Carboxymethoxy)-3-chloro-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: 95.0%

3-chloro-7-<((1,1-dimethylethoxy)carbonyl)methoxy>-4-methylcoumarin (176446-73-4) → 2-[(3-chloro-4-methyl-2-oxo-2H-chromen-7-yl)oxy]acetic acid (176446-74-5)

Guidance literature:

In neat (no solvent); at 190 - 210 ℃; for 0.25h;

DOI:10.1080/00397919608002622

Reference yield:

3-chloro-4-methylumbelliferone (6174-86-3) → 2-[(3-chloro-4-methyl-2-oxo-2H-chromen-7-yl)oxy]acetic acid (176446-74-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / potassium tert-butoxide / 2-methyl-propan-2-ol / 4 h / Heating

2: 95 percent / neat (no solvent) / 0.25 h / 190 - 210 °C

With potassium tert-butylate; In tert-butyl alcohol;

DOI:10.1080/00397919608002622

Reference yield:

C14H13ClO5 → 2-[(3-chloro-4-methyl-2-oxo-2H-chromen-7-yl)oxy]acetic acid (176446-74-5)

Guidance literature:

With water; In acetone; Acidic conditions;

DOI:10.1016/j.jinorgbio.2016.07.010

upstream raw materials:

3-chloro-7-<((1,1-dimethylethoxy)carbonyl)methoxy>-4-methylcoumarin

3-chloro-4-methylumbelliferone

Refernces

• 1、 Mujahid, Muhammad,Trendafilova, Natasha,Arfa-Kia, Agnieszka Foltyn,Rosair, Georgina,Kavanagh, Kevin,Devereux, Michael,Walsh, Maureen,McClean, Siobhán,Creaven, Bernadette S.,Georgieva, Ivelina. "Novel silver(I) complexes of coumarin oxyacetate ligands and their phenanthroline adducts: Biological activity, structural and spectroscopic characterisation". . p. 53 - 67. Retrieved 2016/08/17.