4-Bromo-2,5-dimethoxytoluene

Base Information

• Chemical Name: 4-Bromo-2,5-dimethoxytoluene
• CAS No.: 13321-74-9
• Molecular Formula: C9H11BrO2
• Molecular Weight: 231.089
• Hs Code.: 2909309090
• European Community (EC) Number: 887-355-2
• DSSTox Substance ID: DTXSID50349158
• Nikkaji Number: J681.244I
• Wikidata: Q82124241
• Mol file: 13321-74-9.mol

Synonyms:4-BROMO-2,5-DIMETHOXYTOLUENE;13321-74-9;1-bromo-2,5-dimethoxy-4-methylbenzene;benzene, 1-bromo-2,5-dimethoxy-4-methyl-;MFCD00666999;CDS1_000105;Maybridge1_002393;DivK1c_001145;SCHEMBL12957756;HMS548E17;DTXSID50349158;4-Methyl-2,5-dimethoxybromobenzene;2,5-Dimethoxy-4-methyl bromobenzene;AKOS005145953;PS-3035;1-Bromo-2,5-dimethoxy-4-methylbenzene;SY022069;AM20020404;CS-0153580;FT-0607446;FT-0651441;EN300-216337;1-BROMO-2,5-DIMETHOXY-4-METHYL-BENZENE;A888171;J-514606;Z1269124531

Chemical Property of 4-Bromo-2,5-dimethoxytoluene

Chemical Property:

• Vapor Pressure: 0.0114mmHg at 25°C
• Melting Point: 77-78 °C
• Refractive Index: 1.525
• Boiling Point: 270.408 °C at 760 mmHg
• Flash Point: 114.151 °C
• PSA: 18.46000
• Density: 1.36 g/cm³
• LogP: 2.77470
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.2
• 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%,99%, ^*data from raw suppliers

4-Bromo-2,5-dimethoxytoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Bromo-2,5-dimethoxytoluene

There total 10 articles about 4-Bromo-2,5-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: 100.0%

2,5-dimethoxy toluene (24599-58-4) → 1-bromo-2,5-dimethoxy-4-methylbenzene (13321-74-9)

Guidance literature:

With bromine; acetic acid; at 20 ℃; for 2h;

DOI:10.1039/c2ob25812a

Reference yield: 70.0%

2-bromo-5-methylbenzene-1,4-diol (67289-05-8) + dimethyl sulfate (77-78-1) → 1-bromo-2,5-dimethoxy-4-methylbenzene (13321-74-9)

Guidance literature:

With sodium hydroxide; Heating;

DOI:10.1016/j.tetlet.2006.09.117

Reference yield: 35.0%

4-bromo-2,5-dimethoxybenzaldehyde (31558-41-5) → 1-bromo-2,5-dimethoxy-4-methylbenzene (13321-74-9)

Guidance literature:

With dimethyl sulfide borane; In chlorobenzene; at 0 - 130 ℃; for 21h; Inert atmosphere;

DOI:10.1016/j.tet.2013.02.055

upstream raw materials:

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

dimethyl sulfate

methyl iodide

2,5-dimethoxy toluene

Downstream raw materials:

4-bromo-2,5-dimethoxybenzoic acid

2-(2,5-Dimethoxy-4-methylbenzoyl)-3-methoxybenzoesaeure-methylester

6-(2,5-Dimethoxy-4-methylbenzoyl)-2-methoxybenzoesaeure-methylester

3-(2,5-Dimethoxy-4-methylphenyl)-3-hydroxy-7-methoxy-1(3H)-isobenzofuranon

Refernces

• 1、 Kakde, Badrinath N.,Kumar, Nivesh,Mondal, Pradip Kumar,Bisai, Alakesh. "Approach to Merosesquiterpenes via Lewis Acid Catalyzed Nazarov-Type Cyclization: Total Synthesis of Akaol A". supporting information. p. 1752 - 1755. Retrieved 2016/05/19.
• 2、 Lanfranchi, Don Antoine,Cesar-Rodo, Elena,Bertrand, Beno?t,Huang, Hsin-Hung,Day, Latasha,Johann, Laure,Elhabiri, Mourad,Becker, Katja,Williams, David L.,Davioud-Charvet, Elisabeth. "Synthesis and biological evaluation of 1,4-naphthoquinones and quinoline-5,8-diones as antimalarial and schistosomicidal agents". scheme or table. p. 6375 - 6387. Retrieved 2012/09/05.