Butyl coumarin-3-carboxylate

Base Information

• Chemical Name: Butyl coumarin-3-carboxylate
• CAS No.: 7460-87-9
• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.263
• NSC Number: 404236
• UNII: H6ZG79VP13
• DSSTox Substance ID: DTXSID20225576
• Wikidata: Q83104595
• Mol file: 7460-87-9.mol

Synonyms:Butyl coumarin-3-carboxylate;7460-87-9;butyl 2-oxochromene-3-carboxylate;butyl 2-oxo-2H-chromene-3-carboxylate;2H-1-BENZOPYRAN-3-CARBOXYLIC ACID, 2-OXO-, BUTYL ESTER;NSC 404236;BRN 0228192;AI3-03579;H6ZG79VP13;2-Oxo-2H-1-benzopyran-3-carboxylic acid butyl ester;NSC-404236;UNII-H6ZG79VP13;SCHEMBL4905483;DTXSID20225576;NSC404236;AKOS001718678;LS-39227;AG-205/36915314;SR-01000516069;SR-01000516069-1

Chemical Property of Butyl coumarin-3-carboxylate

Chemical Property:

• Vapor Pressure: 1.4E-06mmHg at 25°C
• Boiling Point: 399.1°Cat760mmHg
• Flash Point: 203.3°C
• PSA: 56.51000
• Density: 1.217g/cm³
• LogP: 2.74990
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 246.08920892
• Heavy Atom Count: 18
• Complexity: 359

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Butyl coumarin-3-carboxylate

There total 3 articles about Butyl coumarin-3-carboxylate 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: 89.0%

2-oxo-2H-chromene-3-carboxylic acid (531-81-7) + butan-1-ol (71-36-3) → butyl 2-oxo-2H-chromene-3-carboxylate (7460-87-9)

Guidance literature:

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

DOI:10.1021/acs.joc.1c02611

Reference yield: 87.0%

di-n-butyl malonate (1190-39-2) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → butyl 2-oxo-2H-chromene-3-carboxylate (7460-87-9)

Guidance literature:

With potassium fluoride; at 80 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c1cc11955a

Reference yield:

→ butyl 2-oxo-2H-chromene-3-carboxylate (7460-87-9)

Guidance literature:

Butanol, Coumarin-3-carbonsaeure;

DOI:10.1055/s-1972-21962

upstream raw materials:

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

butan-1-ol

di-n-butyl malonate

2-(trimethylsilyl)phenyl trifluoromethanesulfonate