4-Methylumbelliferyl acetate

Base Information

• Chemical Name: 4-Methylumbelliferyl acetate
• CAS No.: 2747-05-9
• Molecular Formula: C12H10 O4
• Molecular Weight: 218.209
• Hs Code.: 2932209090
• European Community (EC) Number: 220-386-6
• NSC Number: 688806,44763,31658,1059
• UNII: ZD294D576M
• DSSTox Substance ID: DTXSID70181895
• Nikkaji Number: J45.307B
• Wikidata: Q27102589
• Metabolomics Workbench ID: 45837
• ChEMBL ID: CHEMBL12019
• Mol file: 2747-05-9.mol

Synonyms:4-methylumbelliferyl acetate;4-MUA;7-acetoxy-4-methylcoumarin;7AMC

Chemical Property of 4-Methylumbelliferyl acetate

Chemical Property:

• Appearance/Colour: beige crystalline flakes and needles
• Vapor Pressure: 8.68E-06mmHg at 25°C
• Melting Point: 149-150 ºC
• Refractive Index: 1.4270 (estimate)
• Boiling Point: 371.4°Cat760mmHg
• Flash Point: 191.5°C
• PSA: 56.51000
• Density: 1.263g/cm³
• LogP: 2.02670
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 218.05790880
• Heavy Atom Count: 16
• Complexity: 345

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methylumbelliferyl acetate ^*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=CC(=O)OC2=C1C=CC(=C2)OC(=O)C
• Uses: Fluorogenic substrate for esterases, broadly applied to various types of esterases., including carboxyesterases. Measurement of intracellular pH in rat proximal convoluted tubule.

Technology Process of 4-Methylumbelliferyl acetate

There total 18 articles about 4-Methylumbelliferyl acetate 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: 100.0%

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + acetic anhydride (108-24-7) → 4-methylumbelliferyl acetate (2747-05-9)

Guidance literature:

With pyridine; dmap;

DOI:10.1016/j.bmc.2004.12.013

Reference yield: 91.0%

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + acetic acid (64-19-7,77671-22-8) → 4-methylumbelliferyl acetate (2747-05-9)

Guidance literature:

With macroporous polyacrylic resin supported Novozyme 435; for 0.416667h; Microwave irradiation; Enzymatic reaction;

Reference yield: 88.0%

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) → 4-methylumbelliferyl acetate (2747-05-9)

Guidance literature:

7-hydroxy-4-methyl-chromen-2-one; With sodium hydroxide; at 20 ℃;

acetyl-X; at 20 ℃;

DOI:10.14233/ajchem.2014.15374

upstream raw materials:

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

acetic anhydride

2',4'-dihydroxy-4-acetophenone

acetyl chloride

Downstream raw materials:

8-acetyl-7-hydroxy-4-methyl-2H-chromen-2-one

3-chloro-4-methyl-2-oxo-2H-chromen-7-ylacetate

7-acetoxy-4-bromomethyl-2H-1-benzopyran-2-one

6-acetyl-7-hydroxy-4-methylcoumarin

Refernces

• 1、 -. "(E)-4 - methyl -7 - hydroxyl -8 - (3 - (ferrocenyl) acryloyl) coumarin as well as preparation method and application thereof". Paragraph 0037; 0058; 0060; 0063; 0065. . Retrieved 2021/10/20.
• 2、 Zhang, Qiang,Ma, Ruifang,Li, Zhuying,Liu, Zizhong. "A multi-responsive crown ether-based colorimetric/fluorescent chemosensor for highly selective detection of Al3+, Cu2+ and Mg2+". . . Retrieved 2019/12/09.