(-)-<1,1'-binaphthalene>-2,2'-dithiol

Base Information

• Chemical Name: (-)-<1,1'-binaphthalene>-2,2'-dithiol
• CAS No.: 55441-99-1
• Molecular Formula: C₂₀H₁₄S₂
• Molecular Weight: 318.463
• Mol file: 55441-99-1.mol

Synonyms:

Chemical Property of (-)-<1,1'-binaphthalene>-2,2'-dithiol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-<1,1'-binaphthalene>-2,2'-dithiol

There total 26 articles about (-)-<1,1'-binaphthalene>-2,2'-dithiol 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%

(R)-(1,1'-binaphthalene-2,2'-diyl) S,S'-bis(N,N'-dimethylthiocarbamate) → (R)-1,1′-binaphthalene-2,2′-dithiol (55441-99-1,102555-71-5,124414-36-4,124414-37-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 50 ℃; for 12h;

DOI:10.1021/ja806875c

Reference yield: 92.0%

(S)-S,S'-([1,1'-binaphthalene]-2,2'-diyl) bis(dimethylcarbamothioate) → (S)-[1,1'-binaphthalene]-2,2'-dithiol (55441-99-1,102555-71-5,124414-36-4,124414-37-5)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; ethanol; at 70 ℃; for 3h; Inert atmosphere;

DOI:10.1055/a-1705-9786

Reference yield:

<1,1'-Binaphthalene>-2,2'-diyl S,S-bis(N,N-dimethylthiocarbamate) (147923-23-7,189084-89-7,155727-93-8) → (R)-1,1′-binaphthalene-2,2′-dithiol (55441-99-1,102555-71-5,124414-36-4,124414-37-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) KOH / 1) THF, MeOH, reflux, 5 h, 2) reflux, 30 min

2: 1) Ti(i-PrO)4, (+)-diethyltartrate, 2) t-butylhydroperoxide / 1) 1,2-dichloroethane, r.t., 10 min, 2) -20 deg C, 16 h

3: NH₃, Na

4: Zn-AcOH / Heating

With titanium(IV) isopropylate; tert.-butylhydroperoxide; potassium hydroxide; ammonia; sodium; acetic acid; (+)-Weinsaeure-diethylester; zinc;

upstream raw materials:

Dinaphtho<2,1-c:1',2'-e><1,2>dithiane

<1,1'-Binaphthalene>-2,2'-diyl S,S-bis(N,N-dimethylthiocarbamate)

Dinaphtho<2,1-d:1',2'-f><1,4>dithiocane S-oxide

(2,2'-Dimethylthio)<1,1'-binaphthalene>

Downstream raw materials:

(Ra)-1,1'-binaphthyl-2,2'-disulfonic acid