156462-92-9

Basic information

• Product Name: 2-phenylnaphtho<1,8-de><1,3>dithiin
• Synonyms: 2-phenylnaphtho<1,8-de><1,3>dithiin
• CAS NO: 156462-92-9
• Molecular Weight: 280.414
• Mol File: 156462-92-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-phenylnaphtho<1,8-de><1,3>dithiin(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylnaphtho<1,8-de><1,3>dithiin(156462-92-9)
• EPA Substance Registry System: 2-phenylnaphtho<1,8-de><1,3>dithiin(156462-92-9)

Safety Data

• Hazardous Substances Data: 156462-92-9(Hazardous Substances Data)

Upstream product

• 163926-87-2 4-Methyl-N-[2-((E)-styryl)-1λ⁴-naphtho[1,8-de][1,3]dithiin-(1E)-ylidene]-benzenesulfonamide 
• 163926-86-1 N-[2-Hexyl-1λ⁴-naphtho[1,8-de][1,3]dithiin-(1E)-ylidene]-4-methyl-benzenesulfonamide 
• 163926-84-9 4-Methyl-N-[2-p-tolyl-1λ⁴-naphtho[1,8-de][1,3]dithiin-(1E)-ylidene]-benzenesulfonamide 
• 163926-88-3 N-[2-Furan-2-yl-1λ⁴-naphtho[1,8-de][1,3]dithiin-(1E)-ylidene]-4-methyl-benzenesulfonamide 
• 163926-83-8 1-phenyl-naphtho<1,8-de>1,3-dithiane-1-N-tosylsulfilimine 
• 163926-85-0 N-[2-Ethyl-1λ⁴-naphtho[1,8-de][1,3]dithiin-(1E)-ylidene]-4-methyl-benzenesulfonamide 
• 156462-94-1 2-((E)-Styryl)-naphtho[1,8-de][1,3]dithiine 
• 156462-95-2 2-(2-furyl)naphtho<1,8-de>-1,3-dithiin 
• 163926-75-8 2-p-tolylnaphtho<1,8-de>-1,3-dithiin 
• 156462-93-0 2-Hexyl-naphtho[1,8-de][1,3]dithiine 
• 163926-76-9 2-Ethyl-naphtho[1,8-de][1,3]dithiine 
• 209-22-3 1,8-naphthalenedisulfide 
• 25079-77-0 naphthalene-1,8-dithiol 
• 100-52-7 benzaldehyde 

Downstream Products

• 163926-88-3 N-[2-Furan-2-yl-1λ⁴-naphtho[1,8-de][1,3]dithiin-(1E)-ylidene]-4-methyl-benzenesulfonamide 
• 172845-81-7 2,3-dihydro-2,2-bis(ethoxycarbonyl)-3-phenylnaphtho<1,8-ef><1,4>dithiepin 
• 181023-34-7 9-Benzyl-9-phenyl-7,10-dithia-cyclohepta[de]naphthalene-8,8-dicarboxylic acid diethyl ester 
• 181023-33-6 9-Methyl-9-phenyl-7,10-dithia-cyclohepta[de]naphthalene-8,8-dicarboxylic acid diethyl ester 
• 5292-53-5 diethyl benzalmalonate 
• 5294-56-4 2-(1-phenylethylidene)malonic acid diethyl ester 
• 172845-77-1 2-(2-Phenyl-1λ⁴-naphtho[1,8-de][1,3]dithiin-1-ylidene)-malonic acid diethyl ester 
• 163926-83-8 1-phenyl-naphtho<1,8-de>1,3-dithiane-1-N-tosylsulfilimine 

Relevant articles and documents

Photochemical studies on the through-space S···S interaction of 2- phenylnaphtho[1,8-de][1,3]dithiin 1-oxide, 5-phenyl[1]benzothieno[4,3,2- def][1,3]benzodithiepin 4-oxide, and 2-phenyldibenzo[d,f][1,3]dithiepin 1- oxide

2-Phenylnaphtho[1,8-de][1,3]dithiin 1-oxide (4a), 5- phenyl[1]benzothieno[4,3,2-def][1,3]benzodithiepin 4-oxide (4b), and 2- phenyldibenzo[d,f][1,3]dithiepin 1-oxide (4c) underwent facile consecutive photochemical reactions to give the corresponding disulfide, naphtho[1,8- cd][1,2]dithiole (1a), [1]benzothieno[4,3,2-cde][1,2]benzodithiin (1b), and dibenzo[c,e][1,2]dithiin (1c) and benzaldehyde (7), respectively, via the sulfur-sulfur (S···S) interaction. The proposed mechanism for these photochemical reactions is based on the quantum yields measurements, photo- intensity effects, and sensitizer effects. Ab initio calculations were also carried out for a model compound of the primary photoproduct, which showed that the S···S distance becomes shorter and the S-O distance becomes longer upon the excitation to the S1 state.

Preparation of N-p-Tosylaldimines by the Intramolecular Photo-Imino Group Migration of Naphthodithiin-1-N-tosylsulfilimines

Naphthodithiin-1-N-tosylsulfilimines (4) were prepared by the reaction of napthodithiins with chloramine-T.Photolysis of 4 undergoes intramolecular imino group rearrangement to give N-tosylaldimines quantitatively together with naphthalene