69178-10-5

Basic information

• Product Name: 2-(2-phenylethenyl)-1,3-dithiane
• CAS NO: 69178-10-5
• Molecular Formula: C₁₂H₁₄S₂
• Molecular Weight: 222.3696
• Mol File: 69178-10-5.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 359.8°C at 760 mmHg
• Flash Point: 176.6°C
• Density: 1.211g/cm³
• Vapor Pressure: 4.8E-05mmHg at 25°C
• Refractive Index: 1.713
• CAS DataBase Reference: 2-(2-phenylethenyl)-1,3-dithiane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-phenylethenyl)-1,3-dithiane(69178-10-5)
• EPA Substance Registry System: 2-(2-phenylethenyl)-1,3-dithiane(69178-10-5)

Safety Data

• Hazardous Substances Data: 69178-10-5(Hazardous Substances Data)

Usage

Structure

Dithiane derivative with a phenylethynyl substituent attached to the 2-position of the dithiane ring

Usage

Organic synthesis reagent for the synthesis of various organic compounds

Function

Radical scavenger and ligand in coordination chemistry

Applications

Medicinal chemistry, drug discovery, materials science, and as a building block for the synthesis of complex organic molecules

Upstream product

• 109-80-8 1.3-propanedithiol 
• 14371-10-9 (E)-3-phenylpropenal 
• 4364-06-1 (E)-cinnamaldehyde dimethylacetal 
• 7191-32-4 2,2-dibutyl-[1,3,2]dioxastanninane 
• 141022-80-2 (E)-1-(1',3'-dioxan-2'-yl)-2-phenylethene 
• 5703-91-3 3,9-distyryl-2,4,8,10-tetraoxa-spiro[5.5]undecane 
• 104-55-2 3-phenyl-propenal 
• 628300-14-1 2,4-dichloro-3-(1,3-propylenedithio-methylene)-penta-1,4-diene 
• 861228-21-9 1-(1,3-dithian-2-yloxy)-2,2,6,6-tetramethylpiperidine 
• 100-42-5 styrene 
• 55727-23-6 3‐(1,3-dithiane-2-yl)pentane-2,4-dione 

Downstream Products

• 121077-79-0 2-[2-((E)-Styryl)-[1,3]dithian-2-yl]-ethanol 
• 121077-87-0 3-[2-((E)-Styryl)-[1,3]dithian-2-yl]-propan-1-ol 
• 121077-89-2 4-[2-((E)-Styryl)-[1,3]dithian-2-yl]-butan-1-ol 
• 121077-93-8 5-[2-((E)-Styryl)-[1,3]dithian-2-yl]-pentan-1-ol 
• 121077-91-6 5-[2-((E)-Styryl)-[1,3]dithian-2-yl]-pentan-2-ol 
• 121077-85-8 1-Phenyl-2-[2-((E)-styryl)-[1,3]dithian-2-yl]-ethanol 
• 121077-83-6 2-Phenyl-2-[2-((E)-styryl)-[1,3]dithian-2-yl]-ethanol 
• 121078-26-0 3-[1,3]Dithian-2-ylidene-1,1,2-triphenyl-propan-1-ol 
• 121078-29-3 4-[2-((E)-Styryl)-[1,3]dithian-2-yl]-heptan-4-ol 
• 121078-28-2 2-[2-((E)-Styryl)-[1,3]dithian-2-yl]-heptan-2-ol 
• 70960-88-2 trimethyl ((1E,3E)-4-phenylbuta-1,3-dien-1-yl)silane 
• 141036-67-1 (R)-4-Phenyl-1-[2-((E)-styryl)-[1,3]dithian-2-yl]-butan-2-ol 
• 557-22-2 1,2-dithiolane 
• 14371-10-9 (E)-3-phenylpropenal 

Relevant articles and documents

Direct anodic (thio)acetalization of aldehydes with alcohols (thiols) under neutral conditions, and computational insight into the electrochemical formation of the acetals

A versatile protocol for the production of acetals/thioacetals by means of direct electrochemical oxidation is developed here under neutral conditions, providing (thio)acetals with good functional group tolerance and a wide scope for both aldehydes and (thio)alcohols. DFT calculations reveal that direct electron transfer from the anode plays a key role in carbonyl activation during this acid free acetalization process.

Stereoselective approaches to the total synthesis of (6R,4′S, 6′R)-cryptofolione

Total syntheses of cryptofolione were accomplished by two different routes via a common intermediate that underwent a cross-metathesis (CM) reaction with a vinyl lactone. The intermediate was prepared by coupling of an acyl anion equivalent with a chiral allyl epoxide synthon, or by Prins cyclization of a trans-cinnamaldehyde with a chiral homoallylic alcohol. Goniothalamin was obtained as a cross-metathesis product of the diacetate and vinyl lactone. Georg Thieme Verlag Stuttgart.

Cleavage of 1,3-dithianes via acid-catalyzed hydrolysis of the corresponding 1,3-dithianemonooxides

The hydrolysis of 1,3-dithianes to their parent carbonyl compounds via their corresponding monosulfoxides was systematically investigated. The oxidation of the 1,3-dithianes was carried out in high yields using tert-butyl hydroperoxide. Acid-catalyzed hydrolysis of the monosulfoxides to the carbonyl compounds was then performed in excellent yields. The cleavage reactions were monitored by gas chromatography and kinetics were investigated on substrates varying in electron density and steric requirements. Neither effect prevented high overall yields in the cleavage reaction. Georg Thieme Verlag Stuttgart.