Dinaphtho2,1-c:1,2-e1,2dithiin, (R)-

Base Information

• Chemical Name: Dinaphtho2,1-c:1,2-e1,2dithiin, (R)-
• CAS No.: 79252-43-0
• Molecular Formula: C₂₀H₁₂S₂
• Molecular Weight: 316.447
• Mol file: 79252-43-0.mol

Synonyms:Dinaphtho[2,1-c:1',2'-e][1,2]dithiin,(R)- (9CI); (R)-1,1'-Binaphthyl-2,2'-disulfide

Chemical Property of Dinaphtho2,1-c:1,2-e1,2dithiin, (R)-

Chemical Property:

• PSA: 50.60000
• LogP: 6.77280

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Dinaphtho2,1-c:1,2-e1,2dithiin, (R)-

There total 21 articles about Dinaphtho2,1-c:1,2-e1,2dithiin, (R)- 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: 90.0%

1,1'-binaphthalene-2,2'-dithiol (102555-71-5,124414-36-4,124414-37-5) → (R)-(-)-dinaphtho<2,1-c:1',2'-e><1,2>dithiin (188-57-8,79252-43-0,79252-44-1)

Guidance literature:

With iodine; In chloroform; for 12h; Ambient temperature;

DOI:10.1021/jo00059a025

Reference yield: 76.0%

2-Naphthalenethiol (91-60-1) → (R)-(-)-dinaphtho<2,1-c:1',2'-e><1,2>dithiin (188-57-8,79252-43-0,79252-44-1)

Guidance literature:

With manganese(IV) oxide; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1055/s-0029-1219237

Reference yield:

<1,1'-Binaphthalene>-2,2'-diyl S,S-bis(N,N-dimethylthiocarbamate) (147923-23-7,189084-89-7,155727-93-8) → (R)-(-)-dinaphtho<2,1-c:1',2'-e><1,2>dithiin (188-57-8,79252-43-0,79252-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / LiAlH₄ / 4 h / Heating

2: 90 percent / I₂ / CHCl₃ / 12 h / Ambient temperature

With lithium aluminium tetrahydride; iodine; In chloroform;

DOI:10.1021/jo00059a025

upstream raw materials:

1,1'-binaphthothiophene

1,1'-binaphthalene-2,2'-dithiol

2,2'-dibromo-1,1'-binaphthyl

(S)-4<(1''R,2''S,3''R,4''R)-1'',2'',3'',4'',5''-pentamethoxypentyl>-dinaphtho<2,1-d:1',2'-f><1,3>dithipin

Downstream raw materials:

(R)-1,1′-binaphthalene-2,2′-dithiol

(S)-[1,1'-binaphthalene]-2,2'-dithiol

1,1'-binaphthalene-2,2'-dithiol

Refernces

• 1、 Bandarage,Painter,Smith. "Resolution of (1,1'-binaphthalene)-2,2'-dithiol via diastereoisomeric dithioacetals derived from D-glucose". . p. 295 - 300. Retrieved 2007/10/02.
• 2、 Murata, Shizuaki,Suzuki, Toshiyasu,Yanagisawa, Akira,Suga, Seiji. "Syntheses of Dibenzodiselenin and Related Novel Chalcogenide Heterocyclic Compounds". . p. 433 - 438. Retrieved 2007/10/02.