3-Formyl-6-methylchromone

Base Information

• Chemical Name: 3-Formyl-6-methylchromone
• CAS No.: 42059-81-4
• Molecular Formula: C11H8O3
• Molecular Weight: 188.183
• Hs Code.: 29329990
• European Community (EC) Number: 811-073-0
• DSSTox Substance ID: DTXSID30350964
• Nikkaji Number: J757.163A
• Wikidata: Q72494154
• Metabolomics Workbench ID: 73929
• Mol file: 42059-81-4.mol

Synonyms:3-Formyl-6-methylchromone;42059-81-4;6-methyl-4-oxo-4H-chromene-3-carbaldehyde;6-methyl-4-oxochromene-3-carbaldehyde;6-Methylchromone-3-carboxaldehyde;4H-1-benzopyran-3-carboxaldehyde, 6-methyl-4-oxo-;6-Methyl-4-oxo-4H-1-benzopyran-3-carboxaldehyde;SCHEMBL911098;DTXSID30350964;3-Formyl-6-methylchromone, 97%;BBL028264;MFCD00138943;STK399814;AKOS000275990;6-methyl-4-oxo-chromene-3-carbaldehyde;UPCMLD0ENAT5342286:001;BP-12666;CS-0072302;F1005;FT-0639758;EN300-18612;5C-082;D90691;A825743;J-518899;Z85934240;F2121-0035

Chemical Property of 3-Formyl-6-methylchromone

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 0.000123mmHg at 25°C
• Melting Point: 172-173 °C(lit.)
• Refractive Index: 1.664
• Boiling Point: 335.1 °C at 760 mmHg
• Flash Point: 150.3 °C
• PSA: 47.28000
• Density: 1.364 g/cm³
• LogP: 1.91390
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 188.047344113
• Heavy Atom Count: 14
• Complexity: 293

Purity/Quality:

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

6-Methyl-4-oxo-4H-chromene-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)OC=C(C2=O)C=O
• Uses: 3-Formyl-6-methylchromone may be used in the preparation of series of Schiff′s bases, via reaction with aromatic sulfonamides, such as sulfanilamide, homosulfanilamide, 4-aminoethyl-benzenesulfonamide, a pyrimidinyl-substituted sulfanilamide derivative, sulfaguanidine and 4-amino-6-trifluoromethyl-benzene-1,3-disulfonamide. It may be used in the preparation of Schiff base, which undergoes addition reaction with diethyl phosphite to afford bis[(1,2,4,3-triazaphospholyl)(chromonyl)aminomethylphosphonate] derivative and bis[(1,2,4,3-triazaphospholyl)(chromonyl)phosphorylamino-methylphosphonate] derivative.

Technology Process of 3-Formyl-6-methylchromone

There total 9 articles about 3-Formyl-6-methylchromone 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: 94.0%

5-methyl-2-hydroxyacetophenone (1450-72-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-formyl-6-methylchromone (42059-81-4)

Guidance literature:

With trichlorophosphate; In water; at 0 - 25 ℃; for 12h;

DOI:10.24820/ARK.5550190.P011.356

Reference yield: 90.0%

acetoxy(6-methyl-4-oxo-4H-chromen-3-yl)methyl acetate → 3-formyl-6-methylchromone (42059-81-4)

Guidance literature:

With aluminum oxide; for 0.0666667h; Irradiation;

DOI:10.1016/j.mencom.2007.01.017

Reference yield: 80.0%

3-(1-hydroxybut-3-en-1-yl)-6-methylchromone (1163120-27-1) → 3-formyl-6-methylchromone (42059-81-4)

Guidance literature:

With formaldehyd; sulfuric acid; acetic acid; In water; for 2h; Reflux;

DOI:10.3184/030823408X314437

upstream raw materials:

5-methyl-2-hydroxyacetophenone

N,N-dimethyl-formamide

p-cresol

3-(1-hydroxybut-3-en-1-yl)-6-methylchromone

Downstream raw materials:

4,5-Diphenyl-2-(6'-methyl-4'(H)-oxo-1-benzopyran-3'-yl)-imidazol

2-methyl-6-phenyl-6H-benzo[b]chromeno[2,3-e][1,4]diazepin-13-one

(E)-1-(2-hydroxy-5-methylphenyl)-3-(piperidin-1-yl)prop-2-en-1-one

N-((6-methyl-4-oxo-4H-chromen-3-yl)methylene)aniline oxide

Refernces

• 1、 Wang, Taimin,Zhang, Biwei,Hu, Lin,Sun, Haiyan,Wang, Yan,Zhai, Hongbin,Cheng, Bin. "Synthesis of Chromeno[2,3-d]pyrimidin-5-one Derivatives from 1,3,5-Triazinanes via Two Different Reaction Pathways". . p. 1348 - 1356. Retrieved 2022/01/27.
• 2、 -. "Chromone 3-piperazine linked furazan derivative as well as preparation method and application thereof". Paragraph 0021-0023. . Retrieved 2021/05/05.