3,4-Dimethoxyphenyl isopropyl ketone

Base Information

• Chemical Name: 3,4-Dimethoxyphenyl isopropyl ketone
• CAS No.: 14046-55-0
• Molecular Formula: C12H16 O3
• Molecular Weight: 208.257
• Hs Code.: 2914509090
• European Community (EC) Number: 604-187-5
• NSC Number: 63844
• UNII: C5161AF8BX
• DSSTox Substance ID: DTXSID60161404
• Nikkaji Number: J14.750H
• Wikidata: Q27275198
• Metabolomics Workbench ID: 137895
• ChEMBL ID: CHEMBL479494
• Mol file: 14046-55-0.mol

Synonyms:14046-55-0;1-(3,4-dimethoxyphenyl)-2-methylpropan-1-one;3,4-Dimethoxyphenyl isopropyl ketone;3',4'-Dimethoxyisobutyrophenone;1-Propanone, 1-(3,4-dimethoxyphenyl)-2-methyl-;1-(3,4-dimethoxyphenyl)-2-methyl-1-propanone;NSC 63844;BRN 3263789;UNII-C5161AF8BX;C5161AF8BX;ISOBUTYROPHENONE, 3',4'-DIMETHOXY-;NSC-63844;Propiophenone, 3',4'-dimethoxy-2-methyl-;NSC63844;4-iso-butyrylveratrole;SCHEMBL758674;Isobutyrophenone,4'-dimethoxy-;CHEMBL479494;DTXSID60161404;AKOS000346104;3',4'-Dimethoxy-2-methylpropiophenone;LS-84414;1-Propanone,4-dimethoxyphenyl)-2-methyl-;Y13623;1-(3,4-Dimethoxy-phenyl)-2-methyl-propan-1-one;AR-527/43461200;Propiophenone, 3',4'-dimethoxy-2-methyl- (6CI);1-(3,4-DIMETHOXYPHENYL)-2-METHYLPROPANONE;Q27275198;2-METHYL-1-(3,4-DIMETHOXYPHENYL)-1-PROPANONE;VERAPAMIL HYDROCHLORIDE IMPURITY L [EP IMPURITY]

Chemical Property of 3,4-Dimethoxyphenyl isopropyl ketone

Chemical Property:

• Vapor Pressure: 0.000857mmHg at 25°C
• Boiling Point: 165-170℃ (10 Torr)
• Flash Point: 129°C
• PSA: 35.53000
• Density: 1.029g/cm³
• LogP: 2.54250
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 208.109944368
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

1-(3,4-Dimethoxyphenyl)-2-methyl-1-propanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)C1=CC(=C(C=C1)OC)OC
• Uses: 1-(3,4-Dimethoxyphenyl)-2-methyl-1-propanone (Verapamil EP Impurity L) is a compound being considered as an inhibitor of melanogenesis. It may reduce growth or pigment production in melanocyte cells.

Technology Process of 3,4-Dimethoxyphenyl isopropyl ketone

There total 13 articles about 3,4-Dimethoxyphenyl isopropyl ketone 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: 89.0%

1,2-dimethoxybenzene (91-16-7) + 2-Methylpropionic anhydride (97-72-3) → isobutyryl-3,4-dimethoxybenzene (14046-55-0)

Guidance literature:

With trifluorormethanesulfonic acid; titanium(IV) chloride tris(trifluoromethanesulfonate); In acetonitrile; for 12h; Ambient temperature;

DOI:10.1246/cl.1996.739

Reference yield: 86.0%

isopropylmagnesium bromide (920-39-8) + 3,4-dimethoxy-benzaldehyde (120-14-9) → isobutyryl-3,4-dimethoxybenzene (14046-55-0)

Guidance literature:

isopropylmagnesium bromide; 3,4-dimethoxy-benzaldehyde; In tetrahydrofuran; at 0 ℃; Green chemistry;

With [bis(acetoxy)iodo]benzene; at 0 - 20 ℃; Green chemistry;

DOI:10.1039/c4ra01748j

Reference yield: 82.0%

1-(3,4-dimethoxyphenyl)-2-methylpropan-1-ol (67031-41-8) → isobutyryl-3,4-dimethoxybenzene (14046-55-0)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone;

DOI:10.1002/1099-0690(200104)2001:7<1349::AID-EJOC1349>3.0.CO;2-9

upstream raw materials:

1,2-dimethoxybenzene

isobutyryl chloride

isobutyric Acid

2-Methylpropionic anhydride

Downstream raw materials:

U-0521

Refernces

• 1、 Wei, Wan-Xu,Li, Yuke,Wen, Ya-Ting,Li, Ming,Li, Xue-Song,Wang, Cui-Tian,Liu, Hong-Chao,Xia, Yu,Zhang, Bo-Sheng,Jiao, Rui-Qiang,Liang, Yong-Min. "Experimental and Computational Studies of Palladium-Catalyzed Spirocyclization via a Narasaka-Heck/C(sp3or sp2)-H Activation Cascade Reaction". supporting information. p. 7868 - 7875. Retrieved 2021/05/27.
• 2、 Chen, Chen,Ding, Jie,Wang, Yuebo,Shi, Xiaonan,Jiao, Dequan,Zhu, Bolin. "Copper-catalyzed iminohalogenation of γ, δ-unsaturated oxime esters with halide salts: Synthesis of 2-halomethyl pyrrolines". . . Retrieved 2019/08/13.