1-Propanone, 1-(4-fluorophenyl)-2,2-dimethyl-

Base Information

• Chemical Name: 1-Propanone, 1-(4-fluorophenyl)-2,2-dimethyl-
• CAS No.: 64436-59-5
• Molecular Formula: C11H13 F O
• Molecular Weight: 180.222
• Hs Code.: 2914700090
• European Community (EC) Number: 847-989-2
• DSSTox Substance ID: DTXSID9073591
• Nikkaji Number: J1.623.583K
• Wikidata: Q82002047
• Mol file: 64436-59-5.mol

Synonyms:64436-59-5;2,2-Dimethyl-4'-fluoropropiophenone;1-Propanone, 1-(4-fluorophenyl)-2,2-dimethyl-;1-(4-fluorophenyl)-2,2-dimethylpropan-1-one;2,2-Dimethyl-1-(4-fluorophenyl)-1-propanone;1-Propanone, 2,2-dimethyl-1-(4-fluorophenyl)-;MFCD01938606;1-(4-Fluoro-phenyl)-2,2-dimethyl-propan-1-one;4'-Fluoropivalophenone;SCHEMBL2625487;DTXSID9073591;AKOS009337748;LS-122955;CS-0265411;EN300-98344;Z385412736

Chemical Property of 1-Propanone, 1-(4-fluorophenyl)-2,2-dimethyl-

Chemical Property:

• Vapor Pressure: 0.0386mmHg at 25°C
• Boiling Point: 240.2°C at 760 mmHg
• Flash Point: 94.1°C
• PSA: 17.07000
• Density: 1.031g/cm³
• LogP: 3.05450
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 180.095043196
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

97% ^*data from raw suppliers

2,2-Dimethyl-4''-fluoropropiophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)C1=CC=C(C=C1)F

Technology Process of 1-Propanone, 1-(4-fluorophenyl)-2,2-dimethyl-

There total 10 articles about 1-Propanone, 1-(4-fluorophenyl)-2,2-dimethyl- 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: 95.0%

4-fluorobenzaldehyde (459-57-4) + 1,3-dioxoisoindolin-2-yl 3,3-dimethylbutanoate (84379-72-6) → 1-(4-fluorophenyl)-2,2-dimethyl-1-propanone (64436-59-5)

Guidance literature:

With 3-(2,6-diisopropylphenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium perchlorate; caesium carbonate; In dimethyl sulfoxide; at 60 ℃; for 4h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/jacs.9b00880

Reference yield: 88.0%

4-fluoroboronic acid (1765-93-1) + C14H21N3O3 → 1-(4-fluorophenyl)-2,2-dimethyl-1-propanone (64436-59-5)

Guidance literature:

With [1,3-bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene]dichloro(3-chloropyridine)palladium; potassium carbonate; In 1,4-dioxane; at 80 ℃; for 15h;

DOI:10.1021/acscatal.1c05738

Reference yield: 72.0%

C25H20FNOSi (1380547-57-8) + tert-Butyl iodide (558-17-8) → 1-(4-fluorophenyl)-2,2-dimethyl-1-propanone (64436-59-5)

Guidance literature:

C₂₅H₂₀FNOSi; tert-Butyl iodide; With triethyl borane; In hexane; toluene; at 90 ℃; for 7h; Air atmosphere;

With water; sodium hydrogencarbonate; In hexane; toluene;

DOI:10.1016/j.tetlet.2012.05.005

upstream raw materials:

pivaloyl chloride

1-Bromo-4-fluorobenzene

4-fluorothiopivalophenone

4-Fluorobenzoic acid

Downstream raw materials:

α-(t-butyl)-α-(4-fluorophenyl)-4-pyridinemethanol

3.3-Dimethyl-2-(4'-fluorphenyl)-1-buten

1-(2-Chloro-4-fluorophenyl)-2,2-dimethylpropan-1-one

5-fluoro-2-pivaloylphenyl 2,2,2-trifluoroacetate

Refernces

• 1、 Mao, Ruxia,Zhao, Yanliang,Zhu, Xiaohan,Wang, Fen,Deng, Wei-Qiao,Li, Xingwei. "Rhodium-Catalyzed and Chiral Zinc Carboxylate-Assisted Allenylation of Benzamides via Kinetic Resolution". supporting information. p. 7038 - 7043. Retrieved 2021/09/18.
• 2、 Cuss, Olaf,Ribas, Xavi,Lloret-Fillol, Julio,Costas, Miquel. "Synergistic interplay of a non-heme iron catalyst and amino acid coligands in H2O2 activation for asymmetric epoxidation of α-alkyl-substituted styrenes". supporting information. p. 2729 - 2733. Retrieved 2015/03/04.