2,2-Dimethyl-1-(2-methylphenyl)propan-1-one

Base Information

• Chemical Name: 2,2-Dimethyl-1-(2-methylphenyl)propan-1-one
• CAS No.: 2041-37-4
• Molecular Formula: C12H16O
• Molecular Weight: 176.258
• Hs Code.: 2914399090
• European Community (EC) Number: 668-494-6
• DSSTox Substance ID: DTXSID80408787
• Nikkaji Number: J1.122.365F
• Wikidata: Q82214382
• Mol file: 2041-37-4.mol

Synonyms:2',2,2-TRIMETHYLPROPIOPHENONE;2041-37-4;2,2-dimethyl-1-(2-methylphenyl)propan-1-one;MFCD00032321;t-butyl methylphenyl ketone;SCHEMBL7949878;DTXSID80408787;CAA04137;AKOS010014993;2,2-Dimethyl-1-o-tolyl-propan-1-one;AS-59755;CS-0152979;EN300-99146;2,2-dimethyl-1-(2-methylphenyl)-1-propanone;N12680;2, 2-dimethyl-1-(2-methylphenyl)propan-1-one;Z513735892

Chemical Property of 2,2-Dimethyl-1-(2-methylphenyl)propan-1-one

Chemical Property:

• Vapor Pressure: 0.0231mmHg at 25°C
• Boiling Point: 249.3oC at 760 mmHg
• Flash Point: 97.2oC
• PSA: 17.07000
• Density: 0.943g/cm3
• LogP: 3.22380
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 176.120115130
• Heavy Atom Count: 13
• Complexity: 188

Purity/Quality:

97% ^*data from raw suppliers

2,2-dimethyl-1-(2-methylphenyl)propan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C(=O)C(C)(C)C

Technology Process of 2,2-Dimethyl-1-(2-methylphenyl)propan-1-one

There total 17 articles about 2,2-Dimethyl-1-(2-methylphenyl)propan-1-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: 98.0%

2,2-dimethylpropiophenone (938-16-9) + trimethylaluminum (75-24-1) → 2,2-dimethyl-1-(o-tolyl)propan-1-one (2041-37-4)

Guidance literature:

2,2-dimethylpropiophenone; trimethylaluminum; With iron(III)-acetylacetonate; 4-(bis(2-(diphenylphosphanyl)phenyl)phosphanyl)-N,N-dimethylaniline; In tetrahydrofuran; toluene; at 20 ℃; Inert atmosphere; Schlenk technique;

With 2,3-dichlorobutane; In tetrahydrofuran; toluene; at 70 ℃; for 16h; Mechanism; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/jacs.6b06908

Reference yield: 83.0%

1-(2-methoxyphenyl)-2,2-dimethyl-1-propanone (22526-24-5) + 2,5,5-trimethyl-1,3,2-dioxaborinane (66423-62-9) → 2,2-dimethyl-1-(o-tolyl)propan-1-one (2041-37-4)

Guidance literature:

With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); In xylene; for 1h; Heating;

DOI:10.1021/ja0393170

Reference yield: 77.0%

2-methylphenyl bromide (95-46-5) + pivaloyl chloride (3282-30-2) → 2,2-dimethyl-1-(o-tolyl)propan-1-one (2041-37-4)

Guidance literature:

2-methylphenyl bromide; With diisobutylaluminum chloride; diisobutylaluminium hydride; magnesium; lithium chloride; In tetrahydrofuran; n-heptane; at 25 ℃;

pivaloyl chloride; With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; n-heptane; at -10 - 25 ℃; for 3h;

DOI:10.1055/s-0028-1088127

upstream raw materials:

2,2-dimethyl-1-o-tolyl-propan-1-one-imine

ortho-tolylmagnesium bromide

pivaloyl chloride

α-tert-butyl-2-methylbenzyl alcohol

Downstream raw materials:

1-(2,2-Dimethylpropyl)-2-methylbenzene

2,2-dimethyl-1-o-tolylpropan-1-amine

ethyl 2-<2-(2,2-dimethylpropanoyl)phenyl>acetate

1-tert-Butyl-3-styryl-3,4-dihydro-1H-2-benzopyran-1-ol

Refernces

• 1、 Shang, Rui,Ilies, Laurean,Nakamura, Eiichi. "Iron-Catalyzed Ortho C-H Methylation of Aromatics Bearing a Simple Carbonyl Group with Methylaluminum and Tridentate Phosphine Ligand". supporting information. p. 10132 - 10135. Retrieved 2016/08/31.
• 2、 Gao, Hongjun,Knochel, Paul. "New preparation and reactions of arylaluminum reagents using Barbier conditions". experimental part. p. 1321 - 1325. Retrieved 2009/12/01.