6,6'-DiMethoxy-2,2'-binaphthalene

Base Information

• Chemical Name: 6,6'-DiMethoxy-2,2'-binaphthalene
• CAS No.: 29619-45-2
• Molecular Formula: C22H18 O2
• Molecular Weight: 314.384
• Mol file: 29619-45-2.mol

Synonyms:2,2'-Binaphthyl,6,6'-dimethoxy- (6CI,8CI); NSC 408779

Chemical Property of 6,6'-DiMethoxy-2,2'-binaphthalene

Chemical Property:

• Melting Point: 284℃
• Boiling Point: 493.5°Cat760mmHg
• Flash Point: 196.7°C
• PSA: 18.46000
• Density: 1.16g/cm³
• LogP: 5.67720

Purity/Quality:

95% ^*data from raw suppliers

6,6''-Dimethoxy-2,2''-binaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 6,6'-Dimethoxy-2,2'-binaphthalene, can be used for the synthesis of novel classes of non-steroidal substrate mimetics, as inhibitors of human CYP17. It is also an impurity of Nabumetone (N200500), a non-steroidal anti-inflammatory drug, acting as anti-inflammatory agent. 6,6''-Dimethoxy-2,2''-binaphthalene, can be used for the synthesis of novel classes of non-steroidal substrate mimetics, as inhibitors of human CYP17. It is also an impurity of Nabumetone (N200500), a non-steroidal anti-inflammatory drug, acting as anti-inflammatory agent.

Technology Process of 6,6'-DiMethoxy-2,2'-binaphthalene

There total 2 articles about 6,6'-DiMethoxy-2,2'-binaphthalene 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:

2,3-dibromobutane (5408-86-6) + 2-Bromo-6-methoxynaphthalene (5111-65-9) → 2-Methoxynaphthalene (93-04-9) + 6-Methoxy-2-naphthol (5111-66-0) + 3-(6-methoxy-2-naphthyl)-2-butanone (56600-77-2) + 6,6'-dimethoxy-2,2'-binaphthalene (29619-45-2) + 2,2′-(1,2-dimethyl-1,2-ethanediyl)di-(6-methoxynaphthalene)

Guidance literature:

2-Bromo-6-methoxynaphthalene; With magnesium; ethylene dibromide; In tetrahydrofuran; at 35 - 40 ℃; for 12.75h;

2,3-dibromobutane; With (FeCl₃)2(TMEDA)3; In tetrahydrofuran; at 20 ℃; for 2h; Cooling with ice;

Reference yield:

4-bromobenzenecarbonitrile (623-00-7) + 2-Bromo-6-methoxynaphthalene (5111-65-9) → 6,6'-dimethoxy-2,2'-binaphthalene (29619-45-2) + 2-(4'-cyanophenyl)-6-methoxynaphthalene (80493-89-6)

Guidance literature:

With magnesium; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Multistep reaction. Yields of byproduct given; 1.) THF, reflux, 20 min; 2.) THF, Et₂O, reflux; 40 deg C, 15 min; 3.) THF, Et₂O, 30 deg C, 3 h;

DOI:10.1002/hlca.19850680533

upstream raw materials:

4-bromobenzenecarbonitrile

2-Bromo-6-methoxynaphthalene

2,3-dibromobutane