4-Bromo-2,3-dimethylanisole

Base Information

• Chemical Name: 4-Bromo-2,3-dimethylanisole
• CAS No.: 50638-48-7
• Molecular Formula: C9H11 Br O
• Molecular Weight: 215.09
• Hs Code.: 2909309090
• European Community (EC) Number: 626-478-6
• DSSTox Substance ID: DTXSID00372911
• Nikkaji Number: J503.801D
• Wikidata: Q82160884
• Mol file: 50638-48-7.mol

Synonyms:4-Bromo-2,3-dimethylanisole;50638-48-7;1-bromo-4-methoxy-2,3-dimethylbenzene;Benzene, 1-bromo-4-methoxy-2,3-dimethyl-;SCHEMBL1829968;DTXSID00372911;WOWNZZYJCUUIFC-UHFFFAOYSA-N;MFCD01652199;4-Bromo-2,3-dimethylanisole, 96%;AKOS004907338;CS-W014903;1-bromo-2,3-dimethyl-4-methoxybenzene;AS-19872;FT-0682145;EN300-1664830;A871490

Chemical Property of 4-Bromo-2,3-dimethylanisole

Chemical Property:

• Vapor Pressure: 0.0254mmHg at 25°C
• Refractive Index: n20/D 1.566(lit.)
• Boiling Point: 197oC(lit.)
• Flash Point: >230 °F
• PSA: 9.23000
• Density: 1.36 g/mL at 25oC(lit.)
• LogP: 3.07450
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 213.99933
• Heavy Atom Count: 11
• Complexity: 127

Purity/Quality:

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

4-Bromo-2,3-dimethylanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1C)Br)OC
• Uses: 4-Bromo-2,3-dimethylanisole may be used in the preparation of:4,6-Dibromo-2,3-dimethylanisole via bromination using NBS-CH3CN system.4-Methoxy-2,2′,3,3′-tetramethyldiphenyl ether by reacting with 2,3-dimethylphenol.A novel arylsulfonamide derivative with potent glucocorticoid receptor (GR) agonist activity.

Technology Process of 4-Bromo-2,3-dimethylanisole

There total 6 articles about 4-Bromo-2,3-dimethylanisole 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: 100.0%

2,3-dimethylanisole (2944-49-2) → 1-bromo-4-methoxy-2,3-dimethylbenzene (50638-48-7)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; for 1h; Ambient temperature;

Reference yield: 90.0%

4-bromo-2,3-dimethylphenol (22802-37-5) + methyl iodide (74-88-4) → 1-bromo-4-methoxy-2,3-dimethylbenzene (50638-48-7)

Guidance literature:

With potassium carbonate; In acetone; at 70 ℃; for 6h;

DOI:10.1246/cl.2012.1566

Reference yield: 81.0%

2,3-dimethylanisole (2944-49-2) → 1-bromo-4-methoxy-2,3-dimethylbenzene (50638-48-7) + 2-(Bromomethyl)-3-methylanisole (89244-40-6)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; for 36h; Yields of byproduct given; Heating;

DOI:10.1021/jo00049a067

upstream raw materials:

4-bromo-2,3-dimethylphenol

dimethyl sulfate

2,3-dimethylanisole

2,3-Dimethylphenol

Downstream raw materials:

3-bromo-6-methoxyphthalic acid

4-bromo-2-(4-decylphenyl)-7-methoxyisoindoline-1,3-dione

2-(4-decylphenyl)-4-methoxy-7-((trimethylsilyl)ethynyl)isoindoline-1,3-dione

2-methoxy-3.4-dimethylaniline

Refernces

• 1、 Li, Jia-Qin,Chen, Xiao-Hui,Wang, Xian-Xun,Cui, Hai-Lei. "Bromination of phenyl ether and other aromatics with bromoisobutyrate and dimethyl sulfoxide". supporting information. . Retrieved 2021/09/09.
• 2、 Xu, Shiyan,Gu, Jixiang,Li, Huilin,Ma, Donghui,Xie, Xingang,She, Xuegong. "Enantioselective total synthesis of (-)-walsucochin B". supporting information. p. 1996 - 1999. Retrieved 2014/05/06.