2-Bromo-3,5-dimethoxytoluene

Base Information

• Chemical Name: 2-Bromo-3,5-dimethoxytoluene
• CAS No.: 13321-73-8
• Molecular Formula: C9H11 Br O2
• Molecular Weight: 231.089
• Hs Code.: 2909309090
• European Community (EC) Number: 622-523-9
• NSC Number: 174069
• DSSTox Substance ID: DTXSID80306092
• Nikkaji Number: J775.943F
• Wikidata: Q82053004
• ChEMBL ID: CHEMBL448330
• Mol file: 13321-73-8.mol

Synonyms:2-Bromo-3,5-dimethoxytoluene;13321-73-8;2-Bromo-1,5-dimethoxy-3-methylbenzene;Benzene, 2-bromo-1,5-dimethoxy-3-methyl-;NSC-174069;Benzene,2-bromo-1,5-dimethoxy-3-methyl-;NSC174069;CHEMBL448330;SCHEMBL3146133;DTXSID80306092;RONRLLIJBQHXCI-UHFFFAOYSA-N;Toluene, 2-bromo-3,5-dimethoxy-;MFCD09265106;2-Bromo-3,5-dimethoxytoluene, 95%;AKOS037645890;2-bromo-1,5-dimethoxy-3-methyl-benzene;AS-64570;2-Bromo-1,5-dimethoxy-3-methylbenzene #;CS-0334439;W17918;J-006334

Chemical Property of 2-Bromo-3,5-dimethoxytoluene

Chemical Property:

• Vapor Pressure: 0.00543mmHg at 25°C
• Melting Point: 50-54 °C
• Boiling Point: 283.4°Cat760mmHg
• Flash Point: 123.6°C
• PSA: 18.46000
• Density: 1.36g/cm³
• LogP: 2.77470
• 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:

99% ^*data from raw suppliers

2-Bromo-3,5-dimethoxytoluene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1Br)OC)OC

Technology Process of 2-Bromo-3,5-dimethoxytoluene

There total 8 articles about 2-Bromo-3,5-dimethoxytoluene 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: 99.0%

1,3-dimethoxy-5-methylbenzene (4179-19-5) → 2-bromo-1,5-dimethoxy-3-methylbenzene (13321-73-8)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; for 4h; Heating;

DOI:10.1021/jo0624344

Reference yield: 81.8%

4-bromo-5-methylbenzene-1,3-diol (3446-04-6) + methyl iodide (74-88-4) → 2-bromo-1,5-dimethoxy-3-methylbenzene (13321-73-8)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 24h;

DOI:10.1080/10426500008045239

Reference yield:

orcinol (504-15-4) → 2-bromo-1,5-dimethoxy-3-methylbenzene (13321-73-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / potassium carbonate / acetone / 7 h / Heating

2: 68 percent / copper(II) bromide / 1,2-dimethoxy-ethane / 2 h

With potassium carbonate; copper(ll) bromide; In 1,2-dimethoxyethane; acetone;

upstream raw materials:

1,3-dimethoxy-5-methylbenzene

3-bromo-2,6-dimethoxy-4-methyl-benzoic acid

3-bromo-4,6-dimethoxy-2-methyl-benzoic acid

4-bromo-5-methylbenzene-1,3-diol

Downstream raw materials:

2-bromo-3,5-dimethoxybenzoic acid

2-bromo-5-methoxy-3-methyl-1,4-benzoquinone

2,4-dimethoxy-6-methylbenzonitrile

2-(2,4-dimethoxy-6-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Refernces

• 1、 Huang, Jing-Kai,Yang Lauderdale, Tsai-Ling,Lin, Chun-Cheng,Shia, Kak-Shan. "Total Synthesis of Tetarimycin A, (±)-Naphthacemycin A9, and (±)-Fasamycin A: Structure-Activity Relationship Studies against Drug-Resistant Bacteria". . p. 6508 - 6523. Retrieved 2018/05/30.
• 2、 Furstner,Thiel,Kindler,Bartkowska. "Total syntheses of (S)-(-)-zearalenone and lasiodiplodin reveal superior metathesis activity of ruthenium carbene complexes with imidazol-2-ylidene ligands". . p. 7990 - 7995. Retrieved 2007/10/03.