1,8-Dibromo-4,5-dimethoxypyrene

Base Information

• Chemical Name: 1,8-Dibromo-4,5-dimethoxypyrene
• CAS No.: 1286170-85-1
• Molecular Formula: C18H12Br2O2
• Molecular Weight: 420.09
• Hs Code.: 2909309090
• Mol file: 1286170-85-1.mol

Synonyms:1,8-DibroMo-4,5-diMethoxypyrene

Chemical Property of 1,8-Dibromo-4,5-dimethoxypyrene

Chemical Property:

• PSA: 18.46000
• LogP: 6.12620
• Storage Temp.: 2-8°C

Purity/Quality:

98%+ ^*data from raw suppliers

1,8-Dibromo-4,5-dimethoxypyrene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 1,8-Dibromo-4,5-dimethoxypyrene is a regioselectively synthesized pyrene derivative featuring bromine substitutions at the 1,8-positions and methoxy groups at the 4,5-positions. It serves as a key intermediate in the synthesis of macrocycles and functionalized pyrenes, exhibiting fluorescence properties and conformational sensitivity to solvent polarity, temperature, and metal ions. 1,8-Dibromo-4,5-dimethoxypyrene shows no significant macrocyclic ring current and displays monomer emission in dilute solutions, while its derivatives can form dimers or exhibit intramolecular excimer emission under specific conditions. Its structural versatility enables further functionalization, such as C-2 primary alkylation, making it valuable for constructing pyrene-based oligomers and molecular liquids with tunable photophysical properties.

Technology Process of 1,8-Dibromo-4,5-dimethoxypyrene

There total 4 articles about 1,8-Dibromo-4,5-dimethoxypyrene 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: 95.0%

4,5-dimethoxypyrene (1286170-82-8) → 1,8-dibromo-4,5-dimethoxypyrene (1286170-85-1)

Guidance literature:

With bromine; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/ol200485x

Reference yield:

pyrene-4,5-dione (6217-22-7) → 1,8-dibromo-4,5-dimethoxypyrene (1286170-85-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium dithionite; tetrabutylammomium bromide / tetrahydrofuran; water / 0.08 h

2: sodium hydroxide / water / 1 h / 20 °C

3: bromine / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

With sodium dithionite; tetrabutylammomium bromide; bromine; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ol200485x

Reference yield:

pyrene (129-00-0) → 1,8-dibromo-4,5-dimethoxypyrene (1286170-85-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium periodate; ruthenium trichloride / tetrahydrofuran; dichloromethane / 2.5 h / 20 °C / Inert atmosphere

2: sodium dithionite; tetrabutylammomium bromide / tetrahydrofuran; water / 0.08 h

3: sodium hydroxide / water / 1 h / 20 °C

4: bromine / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

With ruthenium trichloride; sodium periodate; sodium dithionite; tetrabutylammomium bromide; bromine; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ol200485x

upstream raw materials:

4,5-dimethoxypyrene

pyrene

4,5-dihydroxypyrene

pyrene-4,5-dione