Coumarin-3-carboxylic acid chloride

Base Information

• Chemical Name: Coumarin-3-carboxylic acid chloride
• CAS No.: 3757-06-0
• Molecular Formula: C10H5ClO3
• Molecular Weight: 208.601
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID30468755
• Nikkaji Number: J488.482E
• Wikidata: Q82296138
• Mol file: 3757-06-0.mol

Synonyms:coumarin-3-carbonyl chloride

Chemical Property of Coumarin-3-carboxylic acid chloride

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 369.705oC at 760 mmHg
• Flash Point: 171.189oC
• PSA: 47.28000
• Density: 1.477g/cm3
• LogP: 2.17200
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 207.9927217
• Heavy Atom Count: 14
• Complexity: 309

Purity/Quality:

95% ^*data from raw suppliers

2H-1-BENZOPURAN-3-CARBONYLCHLORIDE,2-OXO- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Coumarin-3-carboxylic acid chloride

There total 10 articles about Coumarin-3-carboxylic acid chloride 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: 99.0%

2-oxo-2H-chromene-3-carboxylic acid (531-81-7) → coumarin 3-carboxylic acid chloride (3757-06-0)

Guidance literature:

With thionyl chloride; at 80 ℃; for 4h;

DOI:10.1080/14756366.2017.1354857

Reference yield: 90.0%

→ coumarin 3-carboxylic acid chloride (3757-06-0)

Guidance literature:

Reference yield:

ethyl coumarin-3-carboxylate (1846-76-0) → coumarin 3-carboxylic acid chloride (3757-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH; H₂O / ethanol / Heating

2: SOCl₂

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

DOI:10.1016/j.saa.2006.12.052

upstream raw materials:

2-oxo-2H-chromene-3-carboxylic acid

ethyl coumarin-3-carboxylate

salicylaldehyde

2-methyl-benzyl alcohol

Downstream raw materials:

coumarin-3-carbonylpiperidine

coumarin-3-carbonylmorpholine

2-oxo-2H-chromene-3-carboxylic acid-(4-nitro-phenyl ester)

2-oxo-2H-chromene-3-carboxylic acid p-tolyl ester