2,2-Dimethyl-chroman-4-one

Base Information

• Chemical Name: 2,2-Dimethyl-chroman-4-one
• CAS No.: 3780-33-4
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• Hs Code.: 2932999099
• European Community (EC) Number: 676-121-3
• DSSTox Substance ID: DTXSID20428666
• Nikkaji Number: J614.419E
• Wikidata: Q82241479
• Mol file: 3780-33-4.mol

Synonyms:2,2-dimethylchroman-4-one;3780-33-4;2,2-Dimethyl-chroman-4-one;2,2-dimethyl-3H-chromen-4-one;2,2-dimethyl-2,3-dihydro-4h-chromen-4-one;2,2-dimethyl-4-chromanone;2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one;MFCD07369943;4H-1-Benzopyran-4-one, 2,3-dihydro-2,2-dimethyl-;SCHEMBL544297;F3284-7941;DTXSID20428666;DUTNTKTZIQAPGA-UHFFFAOYSA-N;AKOS002363216;AB32438;CCG-355733;CS-W000530;SY060985;FT-0691333;EN300-82715;AK-099/11584058;3,4-dihydro-2,2-dimethyl-2H-benzo[b]pyran-4-one;Z1201624073

Chemical Property of 2,2-Dimethyl-chroman-4-one

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Melting Point: 67-75 °C
• Refractive Index: 1.522
• Boiling Point: 273.159 °C at 760 mmHg
• Flash Point: 118.033 °C
• PSA: 26.30000
• Density: 1.086 g/cm³
• LogP: 2.43040
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

97% ^*data from raw suppliers

2,2-Dimethyl-chroman-4-one ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(=O)C2=CC=CC=C2O1)C

Technology Process of 2,2-Dimethyl-chroman-4-one

There total 8 articles about 2,2-Dimethyl-chroman-4-one 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: 26.0%

phenyl 3,3-dimethylacrylate (54897-52-8) → 2,3-dihydro-2,2-dimethylbenzo[b]pyran-4-one (3780-33-4) + 1-(2-hydroxyphenyl)-3-methyl-2-buten-1-one (180516-43-2) + phenol (108-95-2,27073-41-2)

Guidance literature:

With triethylamine; In cyclohexane; at 20 ℃; for 1h; Inert atmosphere; Irradiation;

DOI:10.1016/j.tetlet.2010.06.063

Reference yield:

phenyl 3,3-dimethylacrylate (54897-52-8) → 2,3-dihydro-2,2-dimethylbenzo[b]pyran-4-one (3780-33-4) + 3-Methylbutenoic acid (541-47-9) + 1-(4-hydroxyphenyl)-3-methyl-2-buten-1-one (99865-12-0) + 1-(2-hydroxyphenyl)-3-methyl-2-buten-1-one (180516-43-2) + phenol (108-95-2,27073-41-2)

Guidance literature:

In methanol; at 25 ℃; Inert atmosphere; Irradiation;

DOI:10.1016/j.tet.2016.02.039

Reference yield:

2-methylchromone (5751-48-4) + methyllithium (917-54-4) → 2,3-dihydro-2,2-dimethylbenzo[b]pyran-4-one (3780-33-4)

Guidance literature:

With copper(I) bromide dimethylsulfide complex; boron trifluoride diethyl etherate; Yield given. Multistep reaction; 1.) ether, -10 deg C; 2.) ether, between -70 deg C and room temp., 14 h;

DOI:10.1016/S0040-4039(00)83949-0

upstream raw materials:

2-methylchromone

methyllithium

3-Methylbutenoic acid

phenol

Downstream raw materials:

2,3-dihydro-2,2-dimethyl-4H-1-benzopyran-4-one 2,4-dinitrophenylhydrazone

3,4-dihydro-4-hydroxy-2,2-dimethyl-2H-benzo[b]pyran

(S)-2,2-dimethylchroman-4-amine

(R)-4-amino-3,4-dihydro-2,2-dimethyl-2H-benzopyran