2-bromo-3-4-dimethoxypropiophenone

Base Information

• Chemical Name: 2-bromo-3-4-dimethoxypropiophenone
• CAS No.: 1835-05-8
• Molecular Formula: C11H13 Br O3
• Molecular Weight: 273.126
• Mol file: 1835-05-8.mol

Synonyms:Propiophenone,2-bromo-3',4'-dimethoxy- (6CI,7CI,8CI); 2-Bromo-3',4'-dimethoxypropiophenone;3,4-Dimethoxy-a-methylphenacylbromide; 3',4'-Dimethoxy-a-bromopropiophenone; NSC 16951; a-Bromo-3,4-dimethoxypropiophenone

Chemical Property of 2-bromo-3-4-dimethoxypropiophenone

Chemical Property:

• Vapor Pressure: 0.000131mmHg at 25°C
• Boiling Point: 334.1 °C at 760 mmHg
• Flash Point: 155.8 °C
• PSA: 35.53000
• Density: 1.372 g/cm³
• LogP: 2.66990

Purity/Quality:

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

2-Bromo-1-(3,4-dimethoxyphenyl)propan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-bromo-3-4-dimethoxypropiophenone

There total 4 articles about 2-bromo-3-4-dimethoxypropiophenone 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%

ethyl 3,4-dimethoxyphenyl ketone (1835-04-7) → 2-bromo-1-(3,4-dimethoxyphenyl)propan-1-one (1835-05-8)

Guidance literature:

With bromine; In chloroform; at 62 - 64 ℃; for 0.916667h; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.01.028

Reference yield: 42.0%

ethyl 3,4-dimethoxyphenyl ketone (1835-04-7) → 2-bromo-1-(3,4-dimethoxyphenyl)propan-1-one (1835-05-8) + 2-bromo-1-(3-bromo-4,5-dimethoxyphenyl)propan-1-one

Guidance literature:

With N-Bromosuccinimide; In neat (no solvent); at 27 ℃; for 24h; regioselective reaction; Irradiation;

DOI:10.1007/s11696-021-01711-x

Reference yield:

1,2-dimethoxybenzene (91-16-7) → 2-bromo-1-(3,4-dimethoxyphenyl)propan-1-one (1835-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / polyphosphoric acid / 1.5 h / 100 °C

2: 88 percent / Br₂ / CHCl₃ / 4 h / Ambient temperature

With PPA; bromine; In chloroform;

upstream raw materials:

ethyl 3,4-dimethoxyphenyl ketone

1,2-dimethoxybenzene

Downstream raw materials:

1-(3',4'-dimethoxyphenyl)-2-(2,6-dimethoxy-4-allyl-phenoxy) propan-1-one

1,4-bis(3,4-dimethoxyphenyl),2,3-dimethylbutane-1,4-dione

4-[2-(3,4-Dimethoxy-phenyl)-1-methyl-2-oxo-ethoxy]-3-hydroxy-5-methoxy-benzoic acid methyl ester

1-(3',4'-dimethoxyphenyl)-2-(2-methoxy-4-allyl-phenoxy)propan-1-one

Refernces

• 1、 Patil, Nikhil D.,Yao, Soledad G.,Meier, Mark S.,Mobley, Justin K.,Crocker, Mark. "Selective cleavage of the Cα-Cβ linkage in lignin model compounds via Baeyer-Villiger oxidation". . p. 3243 - 3254. Retrieved 2015/03/18.
• 2、 -. "SCALABLE SYNTHETIC PROCESS FOR MAKING TERAMEPROCOL". Page/Page column 29. . Retrieved 2010/04/03.