Methanone, [4-(dimethylamino)phenyl](4-methoxyphenyl)-

Base Information

• Chemical Name: Methanone, [4-(dimethylamino)phenyl](4-methoxyphenyl)-
• CAS No.: 1151-93-5
• Molecular Formula: C16H17NO2
• Molecular Weight: 255.316
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID10385017
• Nikkaji Number: J211.552B
• Wikidata: Q82177547
• Mol file: 1151-93-5.mol

Synonyms:1151-93-5;Methanone, [4-(dimethylamino)phenyl](4-methoxyphenyl)-;(4-(Dimethylamino)phenyl)(4-methoxyphenyl)methanone;[4-(dimethylamino)phenyl]-(4-methoxyphenyl)methanone;(4-Dimethylamino-phenyl)-(4-methoxy-phenyl)-methanone;4-Methoxy-4'-N,N-dimethylaminobenzophenone;[4-(dimethylamino)phenyl](4-methoxyphenyl)methanone;Oprea1_301844;SCHEMBL196028;DTXSID10385017;ARNIZPSLPHFDED-UHFFFAOYSA-N;MFCD00100055;4-methoxy-4'-dimethylaminobenzophenone;AKOS015912273;4-methoxy-4'-dimethylamino benzophenone;4-(Dimethylamino)-4'-methoxybenzophenone;AC-20391;4-(4-methoxybenzoyl)-N,N-dimethylaniline;4-(Dimethylamino)-4/'-methoxybenzophenone;FT-0709663;1-[4-(dimethylamino)phenyl]-1-(4-methoxyphenyl)-methanone;METHANONE,[4-(DIMETHYLAMINO)PHENYL](4-METHOXYPHENYL)-

Chemical Property of Methanone, [4-(dimethylamino)phenyl](4-methoxyphenyl)-

Chemical Property:

• Vapor Pressure: 5.57E-07mmHg at 25°C
• Refractive Index: 1.586
• Boiling Point: 411.5 °C at 760 mmHg
• Flash Point: 202.7 °C
• PSA: 29.54000
• Density: 1.112 g/cm³
• LogP: 2.99220
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 255.125928785
• Heavy Atom Count: 19
• Complexity: 287

Purity/Quality:

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

(4-Dimethylamino-phenyl)-(4-methoxy-phenyl)-methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C(=O)C2=CC=C(C=C2)OC

Technology Process of Methanone, [4-(dimethylamino)phenyl](4-methoxyphenyl)-

There total 16 articles about Methanone, [4-(dimethylamino)phenyl](4-methoxyphenyl)- 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: 97.0%

4-methoxyphenylboronic acid (5720-07-0) + 4-dimethylamino-benzaldehyde (100-10-7) → 4-(N,N-dimethylamino)-4'-methoxybenzophenone (1151-93-5)

Guidance literature:

With 3,3-dimethyl-butan-2-one; dichlorotricarbonylruthenium(II) dimer; potassium phosphate tribasic trihydrate; tri tert-butylphosphoniumtetrafluoroborate; In water; toluene; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c1cc12843d

Reference yield: 83.0%

(4-(dimethylamino)phenyl)(4-methoxyphenyl)methanol (94207-51-9) → 4-(N,N-dimethylamino)-4'-methoxybenzophenone (1151-93-5)

Guidance literature:

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/adsc.202000821

Reference yield: 67.0%

1-(4-methoxybenzoyl)piperidine-2,6-dione + (4-(dimethylamino)phenyl)zinc(II) chloride (93296-10-7) → 4-(N,N-dimethylamino)-4'-methoxybenzophenone (1151-93-5)

Guidance literature:

1-(4-methoxybenzoyl)piperidine-2,6-dione; With bis(triphenylphosphine)nickel(II) chloride; In diethyl ether; at 23 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique;

(4-(dimethylamino)phenyl)zinc(II) chloride; In tetrahydrofuran; diethyl ether; at 23 ℃; for 12h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201602202

upstream raw materials:

methanol

sodium methylate

hexa-N-methyl-4,4'-carbonyl-di-anilinium; dichloride

N,N-dimethyl-aniline

Downstream raw materials:

α-(p-dimethylaminophenyl)-α-(p-methoxyphenyl)ethylene

(4-methoxyphenyl)-(4-N,N-dimethylaminophenyl)-methane

C₁₆H₁₉N₃O

Refernces

• 1、 Trofimova, Alina,Holownia, Aleksandra,Tien, Chieh-Hung,?irvinskas, Martynas J.,Yudin, Andrei K.. "Acylboronates in polarity-reversed generation of acyl palladium(II) intermediates". supporting information. p. 3294 - 3299. Retrieved 2021/05/07.
• 2、 De Jong, Jorn,Heijnen, Dorus,Helbert, Hugo,Feringa, Ben L.. "One-pot, modular approach to functionalized ketones via nucleophilic addition/Buchwald-Hartwig amination strategy". . p. 2908 - 2911. Retrieved 2019/03/17.