1-Bromo-3,4-dimethoxy-2-methylbenzene

Base Information

• Chemical Name: 1-Bromo-3,4-dimethoxy-2-methylbenzene
• CAS No.: 74866-17-4
• Molecular Formula: C9H11 Br O2
• Molecular Weight: 231.089
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID90356548
• Nikkaji Number: J1.255.339K
• Wikidata: Q82135945
• Mol file: 74866-17-4.mol

Synonyms:1-bromo-3,4-dimethoxy-2-methylbenzene;74866-17-4;MFCD01463690;6-Bromo-2,3-dimethoxytoluene;SCHEMBL2431072;6-bromo-2,3-dimethoxy toluene;DTXSID90356548;JDIYVHQIOHSCQG-UHFFFAOYSA-N;AMY22018;BCP21771;CS-M3412;ZCA86617;AKOS016004415;DS-18412;SY111798;FT-0752278;EN300-207049;F30069;A865789;AE-562/12222516

Chemical Property of 1-Bromo-3,4-dimethoxy-2-methylbenzene

Chemical Property:

• Melting Point: 59-60 °C(Solv: methanol (67-56-1))
• Boiling Point: 252.9±35.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.360±0.06 g/cm3(Predicted)
• LogP: 2.77470
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 229.99424
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

98.5% ^*data from raw suppliers

4-Bromo-3-methylveratrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1OC)OC)Br

Technology Process of 1-Bromo-3,4-dimethoxy-2-methylbenzene

There total 5 articles about 1-Bromo-3,4-dimethoxy-2-methylbenzene 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: 98.0%

1,2-dimethoxy-3-methylbenzene (4463-33-6) → 3,4-dimethoxy-2-methyl-1-bromobenzene (74866-17-4)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile;

Reference yield: 97.0%

1,2-dimethoxybenzene (91-16-7) + methyl iodide (74-88-4) → 3,4-dimethoxy-2-methyl-1-bromobenzene (74866-17-4)

Guidance literature:

1,2-dimethoxybenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; at 20 ℃; for 12h;

methyl iodide; at -78 - 20 ℃; for 8h;

With N-Bromosuccinimide; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1021/acs.orglett.1c04243

Reference yield: 96.4%

2,3-dimethyoxybenzaldehyde (86-51-1) → 3,4-dimethoxy-2-methyl-1-bromobenzene (74866-17-4)

Guidance literature:

2,3-dimethyoxybenzaldehyde; With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 15h; under 258.581 Torr; Large scale;

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In ethyl acetate; at 15 ℃; for 12h; Large scale;

DOI:10.1021/op049938t

upstream raw materials:

1,2-dimethoxy-3-methylbenzene

2,3-dimethyoxybenzaldehyde

1,2-dimethoxybenzene

methyl iodide

Downstream raw materials:

1,2-dimethoxy-3,4-dimethylbenzene

chelerythrinium

6-acetonyldihydrochelerythrine

C₁₂H₁₈O₃

Refernces

• 1、 Malhotra, Rajesh,Rarhi, Chhanda,Diveshkumar,Barik, Rajib,D'Cunha, Ruhee,Dhar, Pranab,Kundu, Mrinalkanti,Chattopadhyay, Subrata,Roy, Subho,Basu, Sourav,Pradeepkumar,Hajra, Saumen. "Dihydrochelerythrine and its derivatives: Synthesis and their application as potential G-quadruplex DNA stabilizing agents". . p. 2887 - 2896. Retrieved 2016/06/13.
• 2、 -. "NOVEL INHIBITORS OF BETA-LACTAMASE". Page/Page column 18. . Retrieved 2010/12/29.