Butanoic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl ester

Base Information

• Chemical Name: Butanoic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl ester
• CAS No.: 17695-46-4
• Molecular Formula: C14H14O4
• Molecular Weight: 246.263
• Hs Code.: 29322090
• European Community (EC) Number: 241-694-7
• NSC Number: 688808,152103
• UNII: THY0NZ2Z72
• DSSTox Substance ID: DTXSID0066246
• Nikkaji Number: J287.124F
• Wikidata: Q27163062
• ChEMBL ID: CHEMBL1601816
• Mol file: 17695-46-4.mol

Synonyms:4-methylumbelliferone butanoate;4-methylumbelliferyl butyrate;4-MUB

Chemical Property of Butanoic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl ester

Chemical Property:

• Vapor Pressure: 2.13E-06mmHg at 25°C
• Melting Point: 90-92 °C(lit.)
• Refractive Index: 1.545
• Boiling Point: 393.4 °C at 760 mmHg
• Flash Point: 199.8 °C
• PSA: 56.51000
• Density: 1.197 g/cm³
• LogP: 2.80690
• Storage Temp.: −20°C
• Solubility.: DMF: soluble
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 246.08920892
• Heavy Atom Count: 18
• Complexity: 372

Purity/Quality:

98%, ^*data from raw suppliers

4-Methylumbelliferyl Butyrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 26/27/28
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC(=O)OC1=CC2=C(C=C1)C(=CC(=O)O2)C
• Uses: Fluorogenic substrate for butyrate esterase. 4-Methylumbelliferyl Butyrate is suitable to use as a fluorogenic substrate for esterases/lipases, such as butyrate esterase.

Technology Process of Butanoic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl ester

There total 3 articles about Butanoic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl 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%

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + butyryl chloride (141-75-3) → 7-(propylcarbonyl)oxy-4-methyl-2H-1-benzopyran-2-one (17695-46-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 12.5h;

Reference yield:

butanoic acid anhydride (106-31-0) + 7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) → 7-(propylcarbonyl)oxy-4-methyl-2H-1-benzopyran-2-one (17695-46-4)

Guidance literature:

DOI:10.1080/10473289.2000.10464172

Reference yield:

→ 7-(propylcarbonyl)oxy-4-methyl-2H-1-benzopyran-2-one (17695-46-4)

Guidance literature:

aus 4-Methyl-umbelliferon, 1) Borsaeure - > Borat, 2) Buttersaeure;

DOI:10.1007/BF00777759

upstream raw materials:

butanoic acid anhydride

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

butyryl chloride

Downstream raw materials:

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

butanoic acid ethyl ester

butanoic acid methyl ester

butyric acid

Refernces

• 1、 Yeh, Jiann-Yih,Coumar, Mohane Selvaraj,Horng, Jim-Tong,Shiao, Hui-Yi,Kuo, Fu-Ming,Lee, Hui-Ling,Chen, In-Chun,Chang, Chun-Wei,Tang, Wen-Fang,Tseng, Sung-Nain,Chen, Chi-Jene,Shih, Shin-Ru,Hsu, John T.-A.,Liao, Chun-Chen,Chao, Yu-Sheng,Hsieh, Hsing-Pang. "Anti-influenza drug discovery: Structure-activity relationship and mechanistic insight into novel angelicin derivatives". experimental part. p. 1519 - 1533. Retrieved 2010/08/20.
• 2、 Cummins, Ian,Landrum, Marie,Steel, Patrick G.,Edwards, Robert. "Structure activity studies with xenobiotic substrates using carboxylesterases isolated from Arabidopsis thaliana". . p. 811 - 818. Retrieved 2008/03/13.