2H-1-Benzopyran-3-carboxylic acid, 2-oxo-, propyl ester

Base Information

• Chemical Name: 2H-1-Benzopyran-3-carboxylic acid, 2-oxo-, propyl ester
• CAS No.: 39497-12-6
• Molecular Formula: C13H12O4
• Molecular Weight: 232.232
• DSSTox Substance ID: DTXSID60192637
• Wikidata: Q83065300
• ChEMBL ID: CHEMBL1411151
• Mol file: 39497-12-6.mol

Synonyms:Propyl coumarin-3-carboxylate;39497-12-6;2H-1-BENZOPYRAN-3-CARBOXYLIC ACID, 2-OXO-, PROPYL ESTER;BRN 0222573;2-Oxo-2H-1-benzopyran-3-carboxylic acid propyl ester;propyl 2-oxo-2H-chromene-3-carboxylate;ChemDiv3_002252;MLS000089775;CHEMBL1411151;SCHEMBL14134577;DTXSID60192637;HMS1479G08;HMS2498F14;AKOS001264157;LS-39247;SMR000024393;SR-01000081710;SR-01000081710-1;BRD-K21292196-001-01-5;Z53837728

Chemical Property of 2H-1-Benzopyran-3-carboxylic acid, 2-oxo-, propyl ester

Chemical Property:

• Vapor Pressure: 3.12E-06mmHg at 25°C
• Boiling Point: 388.2°C at 760 mmHg
• Flash Point: 199.2°C
• PSA: 56.51000
• Density: 1.25g/cm³
• LogP: 2.35980
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 232.07355886
• Heavy Atom Count: 17
• Complexity: 345

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC(=O)C1=CC2=CC=CC=C2OC1=O

Technology Process of 2H-1-Benzopyran-3-carboxylic acid, 2-oxo-, propyl ester

There total 4 articles about 2H-1-Benzopyran-3-carboxylic acid, 2-oxo-, propyl ester 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: 92.0%

propan-1-ol (71-23-8) + 2-oxo-2H-chromene-3-carboxylic acid (531-81-7) → propyl 2-oxo-2H-chromene-3-carboxylate (39497-12-6)

Guidance literature:

With potassium hexafluorophosphate; at 130 ℃; for 12h; Sealed tube; Green chemistry;

DOI:10.1021/acs.joc.1c02611

Reference yield:

dipropyl malonate (1117-19-7) + salicylaldehyde (90-02-8) → propyl 2-oxo-2H-chromene-3-carboxylate (39497-12-6)

Guidance literature:

With piperidine; In water; at 45 ℃;

DOI:10.1002/cctc.201701527

Reference yield:

salicylic alcohol (90-01-7) → propyl 2-oxo-2H-chromene-3-carboxylate (39497-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: oxygen / aq. buffer / 12 h / 45 °C / pH 4.5 / Green chemistry

2: piperidine / water / 45 °C

With piperidine; oxygen; In water; 2: |Knoevenagel Condensation;

DOI:10.1002/cctc.201701527

upstream raw materials:

propan-1-ol

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

salicylic alcohol

dipropyl malonate