1-(Bromomethyl)-2,5-dimethoxy-3,4,6-trimethylbenzene

Base Information

• Chemical Name: 1-(Bromomethyl)-2,5-dimethoxy-3,4,6-trimethylbenzene
• CAS No.: 117574-75-1
• Molecular Formula: C12H17BrO2
• Molecular Weight: 273.17
• DSSTox Substance ID: DTXSID00558394
• Wikidata: Q82440678
• Mol file: 117574-75-1.mol

Synonyms:117574-75-1;1-(bromomethyl)-2,5-dimethoxy-3,4,6-trimethylbenzene;SCHEMBL7508538;DTXSID00558394;RRAYNZOCAVZGKV-UHFFFAOYSA-N;2,5-dimethoxy-3,4,6-trimethylbenzyl bromide

Chemical Property of 1-(Bromomethyl)-2,5-dimethoxy-3,4,6-trimethylbenzene

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 272.04119
• Heavy Atom Count: 15
• Complexity: 198

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=C(C(=C1OC)C)CBr)OC)C

Technology Process of 1-(Bromomethyl)-2,5-dimethoxy-3,4,6-trimethylbenzene

There total 3 articles about 1-(Bromomethyl)-2,5-dimethoxy-3,4,6-trimethylbenzene 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: 85.0%

(2,5-dimethoxy-3,4,6-trimethylphenyl)methanol (117574-74-0) → 1-(bromomethyl)-2,5-dimethoxy-3,4,6-trimethylbenzene (117574-75-1)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b00539

Reference yield: 83.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,4-dimethoxy-2,3,5-trimethyl-benzene (4537-09-1) → 1-(bromomethyl)-2,5-dimethoxy-3,4,6-trimethylbenzene (117574-75-1)

Guidance literature:

With hydrogen bromide; acetic acid; at 50 ℃; for 8h; Inert atmosphere;

DOI:10.1002/chem.201200716

Reference yield:

2,5-dimethoxy-3,4,6-trimethylbenzaldehyde (103808-42-0) → 1-(bromomethyl)-2,5-dimethoxy-3,4,6-trimethylbenzene (117574-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

2: N-Bromosuccinimide; triphenylphosphine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

With N-Bromosuccinimide; lithium aluminium tetrahydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.5b00539

upstream raw materials:

(2,5-dimethoxy-3,4,6-trimethylphenyl)methanol

formaldehyd

1,4-dimethoxy-2,3,5-trimethyl-benzene

2,5-dimethoxy-3,4,6-trimethylbenzaldehyde

Downstream raw materials:

1,4-dimethoxy-2-methoxymethyl-3,5,6-trimethylbenzene

4-(2,5-dimethoxy-3,4,6-trimethylphenyl)-but-1-yne

1,8-bis(2,4,5-dimethyl-3,6-dioxocyclohexa-1,4-dienyl)-octa-3,5-diyne

1,8-bis(2,5-dimethoxy-3,4,6-trimethylphenyl)-octa-3,5-diyne