(S)-6,6'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene

Base Information

• Chemical Name: (S)-6,6'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene
• CAS No.: 74866-27-6
• Molecular Formula: C₂₂H₁₆Br₂O₂
• Molecular Weight: 472.176
• DSSTox Substance ID: DTXSID90383177
• Nikkaji Number: J2.218.074F,J2.218.075D,J926.456F
• Wikidata: Q82174818
• Mol file: 74866-27-6.mol

Synonyms:(S)-6,6'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene;117745-41-2;117745-45-6;(R)-6,6'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene;MFCD06654379;74866-27-6;1,1'-Binaphthalene, 6,6'-dibromo-2,2'-dimethoxy-;SCHEMBL3829305;DTXSID90383177;UOJOTOKUVNPQNZ-UHFFFAOYSA-N;6-bromo-1-(6-bromo-2-methoxynaphthyl)-2-methoxynaphthalene;AC7749;AC7763;AKOS027256704;(R)-6,6 inverted exclamation mark -Dibromo-2,2 inverted exclamation mark -dimethoxy-1,1 inverted exclamation mark -binaphthalene;BS-50541;SY027685;SY027686;CS-0196534;6,6'-dibromo-2,2'-dimethoxy-1,1'-binaphthyl;2,2'-Dimethoxy-6,6'-dibromo-1,1'-binaphthalene;A925610;(aR)-2,2'-Dimethoxy-6,6'-dibromo-1,1'-binaphthalene;(aS)-2,2'-Dimethoxy-6,6'-dibromo-1,1'-binaphthalene;(R)-6,6?-DIBROMO-2,2?-DIMETHOXY-1,1?-BINAPHTHALENE;(S)-6,6?-DIBROMO-2,2?-DIMETHOXY-1,1?-BINAPHTHALENE;(S)-6,6 inverted exclamation mark -Dibromo-2,2 inverted exclamation mark -dimethoxy-1,1 inverted exclamation mark -binaphthalene

Chemical Property of (S)-6,6'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene

Chemical Property:

• PSA: 18.46000
• LogP: 7.20220
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 471.94966
• Heavy Atom Count: 26
• Complexity: 431

Purity/Quality:

(S)-6,6'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C(C=C1)C=C(C=C2)Br)C3=C(C=CC4=C3C=CC(=C4)Br)OC

Technology Process of (S)-6,6'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene

There total 6 articles about (S)-6,6'-Dibromo-2,2'-dimethoxy-1,1'-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: 100.0%

2,2'-dimethoxy-1,1'-binaphthyl (75685-01-7) → (±)-6,6′-dibromo-2,2′-dimethoxy-1,1′-binaphthalene (74866-27-6,117745-41-2,117745-45-6)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

Reference yield: 98.0%

2-Bromo-6-methoxynaphthalene (5111-65-9) → (±)-6,6′-dibromo-2,2′-dimethoxy-1,1′-binaphthalene (74866-27-6,117745-41-2,117745-45-6)

Guidance literature:

With boron trifluoride diethyl etherate; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane; at -40 ℃; for 1.5h;

DOI:10.1016/S0040-4020(00)00941-8

Reference yield: 80.0%

(S)-6,6'-dibromo-1,1'-binaphthalene-2,2'-diol (79082-80-7) + dimethyl sulfate (77-78-1) → (±)-6,6′-dibromo-2,2′-dimethoxy-1,1′-binaphthalene (74866-27-6,117745-41-2,117745-45-6)

Guidance literature:

With potassium carbonate; In acetonitrile;

DOI:10.1021/ol051139n

upstream raw materials:

(S)-6,6'-dibromo-1,1'-binaphthalene-2,2'-diol

dimethyl sulfate

2-Bromo-6-methoxynaphthalene

6-bromo-naphthalen-2-ol

Refernces

• 1、 An, Shujie,Liu, Qiancai,Ma, Li,Tang, Guofeng,Zhong, Yaling. "Novel π-expanded chrysene-based axially chiral molecules: 1,1′-bichrysene-2,2′-diols and thiophene analogs". . p. 641 - 645. Retrieved 2020/05/25.
• 2、 Briza, Tomas,Kejik, Zdenek,Vasek, Petr,Kralova, Jarmila,Martasek, Pavel,Cisarova, Ivana,Kral, Vladimir. "Chromophoric binaphthyl derivatives". . p. 3661 - 3664. Retrieved 2007/10/03.