1-(2-Methoxyphenyl)-2,2-dimethylpropan-1-one

Base Information

• Chemical Name: 1-(2-Methoxyphenyl)-2,2-dimethylpropan-1-one
• CAS No.: 22526-24-5
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• Hs Code.: 2914509090
• DSSTox Substance ID: DTXSID10511718
• Nikkaji Number: J2.034.971I
• Wikidata: Q82370650
• Mol file: 22526-24-5.mol

Synonyms:22526-24-5;2,2-DIMETHYL-2'-METHOXYPROPIOPHENONE;1-(2-methoxyphenyl)-2,2-dimethylpropan-1-one;MFCD03841164;SCHEMBL855233;DTXSID10511718;AKOS010014992;EN300-99154;1-(2-methoxyphenyl)-2,2-dimethyl-1-propanone;N12681;1-(2-methoxyphenyl)-2, 2-dimethylpropan-1-one;1-(2-Methoxy-phenyl)-2,2-dimethyl-propan-1-one;Z513735886

Chemical Property of 1-(2-Methoxyphenyl)-2,2-dimethylpropan-1-one

Chemical Property:

• Vapor Pressure: 0.00703mmHg at 25°C
• Boiling Point: 270oC at 760 mmHg
• Flash Point: 105oC
• PSA: 26.30000
• Density: 0.988g/cm3
• LogP: 2.92400
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 203

Purity/Quality:

97% ^*data from raw suppliers

1-(2-methoxyphenyl)-2,2-dimethylpropan-1-one ^*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=CC=C1OC

Technology Process of 1-(2-Methoxyphenyl)-2,2-dimethylpropan-1-one

There total 8 articles about 1-(2-Methoxyphenyl)-2,2-dimethylpropan-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: 96.0%

methoxybenzene (100-66-3) + pentamethylpivalophenone (71146-29-7) → 1-(4-methoxyphenyl)-2,2-dimethyl-1-propanone (2040-26-8) + pentamethylbenzene, (700-12-9) + 1-(2-methoxyphenyl)-2,2-dimethyl-1-propanone (22526-24-5)

Guidance literature:

trifluoroacetic acid; for 5h; Heating;

DOI:10.1039/P29860000847

Reference yield: 87.0%

C26H23NO2Si (1033260-24-0) + tert-Butyl iodide (558-17-8) → 1-(2-methoxyphenyl)-2,2-dimethyl-1-propanone (22526-24-5)

Guidance literature:

C₂₆H₂₃NO₂Si; tert-Butyl iodide; With triethyl borane; In hexane; toluene; at 90 ℃; for 3h; Air atmosphere;

With water; sodium hydrogencarbonate; In hexane; toluene;

DOI:10.1016/j.tetlet.2012.05.005

Reference yield: 70.0%

tert.-butyl lithium (594-19-4) + 2-Methoxybenzoyl chloride (21615-34-9) → 1-(2-methoxyphenyl)-2,2-dimethyl-1-propanone (22526-24-5)

Guidance literature:

tert.-butyl lithium; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; pentane; at -78 ℃; Inert atmosphere;

2-Methoxybenzoyl chloride; In tetrahydrofuran; pentane; at -78 ℃; Inert atmosphere;

DOI:10.1002/chem.200801929

upstream raw materials:

2-bromoanisole

pivaloyl chloride

2-<<2,2-dimethyl-1-(2-methoxyphenyl)propylidene>amino>-2,4,4-trimethylpentane

methoxybenzene

Downstream raw materials:

1-(2-isopropenylphenyl)-2,2-dimethylpropan-1-one

α-(tert-butyl)-2-methoxyphenylmethanol

2-neopentylphenol

2,2-dimethyl-1-(o-tolyl)propan-1-one

Refernces

• 1、 Zhou, Qiwen,Meng, Wei,Feng, Xiangqing,Du, Haifeng,Yang, Jing. "Chiral phosphoric acid catalyzed asymmetric transfer hydrogenation of bulky aryl ketones with ammonia borane". supporting information. . Retrieved 2019/11/28.
• 2、 Kim, Joong-Gon,Mishra, Mithilesh Kumar,Jang, Doo Ok. "Synthesis of sterically hindered ketones from aldehydes via O-silyl oximes". experimental part. p. 3527 - 3529. Retrieved 2012/08/29.