4-Chromanone

Base Information

• Chemical Name: 4-Chromanone
• CAS No.: 491-37-2
• Molecular Formula: C9H8O2
• Molecular Weight: 148.161
• Hs Code.: 29329990
• European Community (EC) Number: 207-736-3
• NSC Number: 174058
• DSSTox Substance ID: DTXSID3060081
• Nikkaji Number: J11.757I
• Wikidata: Q72460786
• Metabolomics Workbench ID: 73913
• ChEMBL ID: CHEMBL453987
• Mol file: 491-37-2.mol

Synonyms:4-chromanone

Chemical Property of 4-Chromanone

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.018mmHg at 25°C
• Melting Point: 35-38 °C(lit.)
• Refractive Index: n20/D 1.575(lit.)
• Boiling Point: 253.224 °C at 760 mmHg
• Flash Point: 128.384 °C
• PSA: 26.30000
• Density: 1.197 g/cm³
• LogP: 1.65180
• Storage Temp.: 0-10°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 148.052429494
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dihydro-4H-1-benzopyran-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 33-36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=CC=CC=C2C1=O
• Uses: 4-Chromanone has been used to study the substrate specificity and catalytic ability of 4-hydroxyacetophenone monooxygenase isolated from Pseudomonas fluorescens ACB

Technology Process of 4-Chromanone

There total 103 articles about 4-Chromanone 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%

4-hydroxychroman (1481-93-2) → 2,3-dihydro-4H-1-benzopyran-4-one (491-37-2)

Guidance literature:

With sodium hypochlorite; tetrabutylammomium bromide; In ethyl acetate; at 20 ℃; for 3.51667h;

DOI:10.1021/op200118h

Reference yield: 96.0%

3-phenoxypropanoic acid (7170-38-9) → 2,3-dihydro-4H-1-benzopyran-4-one (491-37-2)

Guidance literature:

With trifluoroacetic acid; trifluoroacetic anhydride; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.01.026

Reference yield: 95.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + o-hydroxyacetophenone (118-93-4,104809-67-8) → 2,3-dihydro-4H-1-benzopyran-4-one (491-37-2)

Guidance literature:

With pyrrolidine; In ethanol; for 24h; Inert atmosphere; Reflux;

DOI:10.1039/c4md00082j

upstream raw materials:

3-phenoxypropanoic acid

3-phenoxypropionitrile

methanol

formaldehyd

Downstream raw materials:

(3E)-2,3-dihydro-3-[(3,4-dimethoxyphenyl)methylene]-4H-1-benzopyran-4-one

(E)-3-(3-hydroxybenzylidene)chroman-4-one

6H-<1> benzopyranno <4,3-b> quinoleine

(E)-3-(3-methoxybenzylidene)chroman-4-one

Refernces

• 1、 Chen, Xu-Ling,Dong, Yu,Tang, Lei,Zhang, Xiao-Mei,Wang, Ji-Yu. "A Synthetic Strategy for 2-Alkylchromanones: Fe(III)-Catalyzed A-Reductive Cross-Coupling of Unactivated Alkenes with Chromones". . p. 1851 - 1856. Retrieved 2018.
• 2、 Begum, Ayisha F.,Balasubramanian, Kalpattu K.,Shanmugasundaram, Bhagavathy. "Acid activated montmorillonite K-10 mediated intramolecular acylation: Simple and convenient synthesis of 4-chromanones". supporting information. . Retrieved 2021/09/13.
• 3、 Qiu, Chuntian,Sun, Yangyang,Xu, Yangsen,Zhang, Bing,Zhang, Xu,Yu, Lei,Su, Chenliang. "Photoredox-Catalyzed Simultaneous Olefin Hydrogenation and Alcohol Oxidation over Crystalline Porous Polymeric Carbon Nitride". . p. 3344 - 3350. Retrieved 2021/07/26.