1-(4-(Dimethylamino)phenyl)propan-1-one

Base Information

• Chemical Name: 1-(4-(Dimethylamino)phenyl)propan-1-one
• CAS No.: 26672-58-2
• Molecular Formula: C11H15 N O
• Molecular Weight: 177.246
• DSSTox Substance ID: DTXSID50181196
• Nikkaji Number: J51.116A
• Wikidata: Q83051808
• Mol file: 26672-58-2.mol

Synonyms:26672-58-2;1-(4-(Dimethylamino)phenyl)propan-1-one;1-[4-(Dimethylamino)phenyl]propan-1-one;4'-(Dimethylamino)propiophenone;p-Dimethylaminopropiophenone;BRN 2088179;4-(N,N-Dimethylamino)propiophenone;Propiophenone, 4'-(dimethylamino)-;1-[4-(Dimethylamino)phenyl]-1-propanone;1-Propanone, 1-[4-(dimethylamino)phenyl]-;1-Propanone, 1-(4-(dimethylamino)phenyl)-;4-14-00-00140 (Beilstein Handbook Reference);1-Propanone, 1-(4-(dimethylamino)phenyl)- (9CI);p-Dimethylaminopropiophenon;4'-Dimethylaminopropiophenone;SCHEMBL303244;DTXSID50181196;BBA67258;MFCD01695246;AKOS021982328;AS-44156;1-(4-Dimethylamino-phenyl)-propan-1-one;LS-125179;CS-0450533;EN300-106797;Z1255458026

Chemical Property of 1-(4-(Dimethylamino)phenyl)propan-1-one

Chemical Property:

• Vapor Pressure: 0.00127mmHg at 25°C
• Melting Point: 103 °C
• Boiling Point: 298.4°Cat760mmHg
• PKA: 2.98±0.24(Predicted)
• Flash Point: 110.6°C
• PSA: 20.31000
• Density: 1.01g/cm³
• LogP: 2.34530
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 177.115364102
• Heavy Atom Count: 13
• Complexity: 169

Purity/Quality:

97% ^*data from raw suppliers

1-[4-(dimethylamino)phenyl]propan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)C1=CC=C(C=C1)N(C)C

Technology Process of 1-(4-(Dimethylamino)phenyl)propan-1-one

There total 19 articles about 1-(4-(Dimethylamino)phenyl)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: 92.0%

N-cyclohexylpropanamide (1126-56-3) + N,N-dimethyl-aniline (121-69-7,77733-26-7) → 1-(4-dimethylaminophenyl)propan-1-one (26672-58-2)

Guidance literature:

N-cyclohexylpropanamide; With 2-fluoropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - 0 ℃; for 0.166667h; Inert atmosphere;

N,N-dimethyl-aniline; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

With hydrogenchloride; water; In ethanol; for 2h; chemoselective reaction; Inert atmosphere; Reflux;

DOI:10.1021/acs.joc.6b01647

Reference yield: 91.0%

1-(4-N,N'-dimethylaminophenyl)-1-propanol (82946-80-3) → 1-(4-dimethylaminophenyl)propan-1-one (26672-58-2)

Guidance literature:

With manganese(III) triacetate dihydrate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 22 ℃; for 1h;

DOI:10.1021/ol200441g

Reference yield: 82.0%

1-(4-(dimethyl amino)phenyl)prop-2-en-1-ol → 1-(4-dimethylaminophenyl)propan-1-one (26672-58-2)

Guidance literature:

With 2C₂₅H₂₈N₂OP^(1-)*2Cl^(1-)*2Ru⁽²⁺⁾; In tetrahydrofuran; at 80 ℃; for 20h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/om501073q

upstream raw materials:

propionyl chloride

N,N-dimethyl-aniline

(E)-3-Ureido-but-2-enoic acid ethyl ester

1-(4-aminophenyl)-1-propanone

Downstream raw materials:

3-(4-dimethylamino-phenyl)-thiopropionic acid dimethylamide

1-(4-N,N-dimethylaminophenyl)propane

(E)-1-[4-(dimethylamino)phenyl]-3-morpholinoprop-2-en-1-one

(±)-(2E,4E)-methyl 7-(4-(dimethylamino)phenyl)-4,6-dimethyl-7-oxohepta-2,4-dienoate

Refernces

• 1、 Hong, W. David,Gibbons, Peter D.,Leung, Suet C.,Amewu, Richard,Stocks, Paul A.,Stachulski, Andrew,Horta, Pedro,Cristiano, Maria L. S.,Shone, Alison E.,Moss, Darren,Ardrey, Alison,Sharma, Raman,Warman, Ashley J.,Bedingfield, Paul T. P.,Fisher, Nicholas E.,Aljayyoussi, Ghaith,Mead, Sally,Caws, Maxine,Berry, Neil G.,Ward, Stephen A.,Biagini, Giancarlo A.,O’Neill, Paul M.,Nixon, Gemma L.. "Rational Design, Synthesis, and Biological Evaluation of Heterocyclic Quinolones Targeting the Respiratory Chain of Mycobacterium tuberculosis". supporting information. p. 3703 - 3726. Retrieved 2017/05/19.
• 2、 Huang, Pei-Qiang,Huang, Ying-Hong,Xiao, Kai-Jiong. "Metal-Free Intermolecular Coupling of Arenes with Secondary Amides: Chemoselective Synthesis of Aromatic Ketimines and Ketones, and N-Deacylation of Secondary Amides". . p. 9020 - 9027. Retrieved 2016/10/17.