Diphenanthro3,4-b:4,3-dthiophene

Base Information

• Chemical Name: Diphenanthro3,4-b:4,3-dthiophene
• CAS No.: 168784-35-8
• Molecular Formula: C28H16S
• Molecular Weight: 384.49
• Mol file: 168784-35-8.mol

Synonyms:Diphenanthro3,4-b:4,3-dthiophene

Chemical Property of Diphenanthro3,4-b:4,3-dthiophene

Chemical Property:

• Melting Point: 248 - 250 °C (toluene)
• Boiling Point: 676.7±24.0 °C(Predicted)
• PSA: 28.24000
• Density: 1.355±0.06 g/cm3(Predicted)
• LogP: 8.66730

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Diphenanthro3,4-b:4,3-dthiophene

There total 2 articles about Diphenanthro3,4-b:4,3-dthiophene 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: 85.0%

(R)-(+)-4,4'-biphenanthryl-3,3'-diyl-O,O-bis-(N,N-dimethylthio carbamate) → biphenanthro<4,3-b;3',4'-d>thiophene (175476-89-8,168784-35-8) + (R)-(+)-4,4'-biphenanthryl-3,3'-diyl-S,S-bis-N,N-dimethyl carbamate (191159-16-7,168784-33-6)

Guidance literature:

at 285 ℃; for 0.666667h;

DOI:10.1016/S0040-4020(97)00268-8

Reference yield:

(-)-(R)-3,3'-dihydroxy-4,4'-biphenanthrene (100780-04-9,100838-76-4,100838-77-5) → biphenanthro<4,3-b;3',4'-d>thiophene (175476-89-8,168784-35-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaH / dimethylformamide / 1 h / 85 °C

2: 14 percent / 0.33 h / 270 °C

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(97)00268-8

Reference yield: 41.0%

diphenylsilyl dichloride (80-10-4) + biphenanthro<4,3-b;3',4'-d>thiophene (175476-89-8,168784-35-8) → 9,9-diphenyl-9H-diphenanthro[3,4-b:4’,3’-d]silole

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; lithium; In tetrahydrofuran; at 20 ℃;

DOI:10.3390/molecules27030606

upstream raw materials:

(-)-(R)-3,3'-dihydroxy-4,4'-biphenanthrene

Downstream raw materials:

9-phenylnaphtho[1,2-e]phenanthro[3,4-b]phosphindole 9-oxide

Refernces

• 1、 Dore, Antonio,Fabbri, Davide,Gladiali, Serafino. "New Axially Chiral Sulfur Compounds: Synthesis and Conformational Stability of Enantiopure 4,4'-Biphenanthrene-3,3'-dithiol and Related Atropisomeric Derivatives". . p. 779 - 788. Retrieved 2007/10/02.