1,5-Dibromo-2,6-naphthalenedicarboxylic acid dimethyl ester

Base Information

• Chemical Name: 1,5-Dibromo-2,6-naphthalenedicarboxylic acid dimethyl ester
• CAS No.: 59950-04-8
• Molecular Formula: C₁₄H₁₀Br₂O₄
• Molecular Weight: 402.039
• Hs Code.: 2917399090
• Mol file: 59950-04-8.mol

Synonyms:2,6-naphthalenedicarboxylic acid, 1,5-dibromo-, dimethyl ester;Dimethyl 1,5-dibromonaphthalene-2,6-dicarboxylate;

Chemical Property of 1,5-Dibromo-2,6-naphthalenedicarboxylic acid dimethyl ester

Chemical Property:

• Refractive Index: 1.635
• Boiling Point: 447 °C at 760 mmHg
• Flash Point: 224.1 °C
• PSA: 52.60000
• Density: 1.735 g/cm³
• LogP: 3.93800

Purity/Quality:

99% ^*data from raw suppliers

1,5-Dibromo-2,6-naphthalenedicarboxylic acid dimethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,5-Dibromo-2,6-naphthalenedicarboxylic acid dimethyl ester

There total 4 articles about 1,5-Dibromo-2,6-naphthalenedicarboxylic acid dimethyl ester 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: 94.0%

methanol (67-56-1) + 1,5-dibromonaphthalene-2,6-dicarboxylic acid → dimethyl 1,5-dibromonaphthalene-2,6-dicarboxylate (59950-04-8)

Guidance literature:

With thionyl chloride; at 0 ℃; for 12h; Reflux;

DOI:10.1039/c4ta02585g

Reference yield:

1,5-dibromonaphthalene-2,6-dicarbaldehyde (637739-45-8) → dimethyl 1,5-dibromonaphthalene-2,6-dicarboxylate (59950-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate dihydrate / water; tert-butyl alcohol / 24.5 h / 20 °C

2: thionyl chloride / 12 h / 0 °C / Reflux

With sodium chlorite; thionyl chloride; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; In water; tert-butyl alcohol;

DOI:10.1039/c4ta02585g

Reference yield:

1,5-Dibromo-2,6-dimethylnaphthalene (20027-95-6) → dimethyl 1,5-dibromonaphthalene-2,6-dicarboxylate (59950-04-8)

Guidance literature:

Multi-step reaction with 4 steps

1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 24 h / Reflux

2: silver nitrate / ethanol; water / 2 h / Reflux

3: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate dihydrate / water; tert-butyl alcohol / 24.5 h / 20 °C

4: thionyl chloride / 12 h / 0 °C / Reflux

With sodium chlorite; N-Bromosuccinimide; thionyl chloride; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; silver nitrate; dibenzoyl peroxide; In tetrachloromethane; ethanol; water; tert-butyl alcohol;

DOI:10.1039/c4ta02585g

upstream raw materials:

1,5-dibromonaphthalene-2,6-dicarbaldehyde

methanol

1,5-Dibromo-2,6-dimethylnaphthalene

Refernces