5769-02-8

Basic information

• Product Name: Acetophenone ethane-1,2-diyl dithioacetal
• Synonyms: 2-Methyl-2-phenyl-1,3-dithiolane;Acetophenone (ethane-1,2-diyl)dithioacetal;Acetophenone ethane-1,2-diyl dithioacetal
• CAS NO: 5769-02-8
• Molecular Formula: C₁₀H₁₂S₂
• Molecular Weight: 196.3323
• Mol File: 5769-02-8.mol

Chemical Properties

• Boiling Point: 305.2°Cat760mmHg
• Flash Point: 141.6°C
• Appearance: /
• Density: 1.152g/cm³
• Vapor Pressure: 0.0015mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: Acetophenone ethane-1,2-diyl dithioacetal(CAS DataBase Reference)
• NIST Chemistry Reference: Acetophenone ethane-1,2-diyl dithioacetal(5769-02-8)
• EPA Substance Registry System: Acetophenone ethane-1,2-diyl dithioacetal(5769-02-8)

Safety Data

• Hazardous Substances Data: 5769-02-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 51, p. 1427, 1986 DOI: 10.1021/jo00359a009Tetrahedron Letters, 32, p. 2259, 1991 DOI: 10.1016/S0040-4039(00)79696-1

InChI:InChI=1/C10H12S2/c1-10(11-7-8-12-10)9-5-3-2-4-6-9/h2-6H,7-8H2,1H3

Upstream product

• 540-63-6 ethane-1,2-dithiol 
• 98-86-2 acetophenone 
• 3674-77-9 2-methyl-2-phenyl-1,3-dioxolane 
• 65225-59-4 2-ethoxy-[1,3]dithiolane 
• 4316-35-2 acetophenone dimethyl acetal 
• 7191-30-2 2,2-dibutyl-1,3,2-dithiastannolane 
• 5684-32-2 2-methyl-2-phenyl-[1,3]oxathiolane 
• 4316-37-4 1,1,-diethoxy-1-phenylethane 
• 2183-30-4 3-(1,3-dithiolan-2-ylidene)pentane-2,4-dione 
• 878-57-9 2-methyl-2-phenyl-[1,3]dioxane 
• 69382-62-3 ethandithiol 
• 536-74-3 phenylacetylene 

Downstream Products

• 782-06-9 (E)-2,3-diphenylbutene 
• 60754-94-1 cis-2-phenyl-1,4-hexadiene 
• 68669-68-1 (3E)-4-phenyl-1-trimethylsilyl-3-penten-1-yne 
• 77130-15-5 2-phenylallyltrimethylsilane 
• 18624-64-1 <1-(Methylthio)ethenyl>benzene 
• 35756-26-4 2,3-dihydro-5-phenyl-1,4-dithiin 
• 6331-18-6 2-methyl-2-phenyl-1,3-dithiolane-1,1,3,3-tetraoxide 
• 33877-11-1 1-Phenylethanethiol 
• 782-05-8 (Z)-2,3-diphenyl-2-butene 
• 90861-38-4 2-(1-Phenyl-2-propylthio)-ethanthiol 
• 110379-08-3 2-methyl-2-phenyl-1,3-dithiolane 1-oxide 
• 89614-17-5 (Z)-2-methyl-2-phenyl-1,3-dithiolane S-oxide 
• 89614-16-4 (E)-2-methyl-2-phenyl-1,3-dithiolane S-oxide 
• 89614-16-4 trans-2-methyl-2-phenyl-1,3-dithiolane S-oxide 

Relevant articles and documents

Crystallinity after decarboxylation of a metal-carboxylate framework: indestructible porosity for catalysis

We report a curious case study of a Zr(iv)-carboxylate framework, which retains significant crystalline order after cascade thermocyclization of its linker components, and - more notably - after the crucial carboxylate links were severed by heat. Vigorous heat treatment (e.g., 450 °C and above) benzannulates the multiple alkyne groups on the linker to generate linked nanographene blocks and to afford real stability. The resultant Zr oxide/nanographene hybrid solid is stable in saturated NaOH and concentrated H3PO4, allowing a convenient anchoring of H3PO4into its porous matrix to enable size-selective heterogeneous acid catalysis. The Zr oxide components can also be removed by strong hydrofluoric acid to further enhance the surface area (up to 650 m2g?1), without collapsing the nanographene scaffold. The crystallinity order and the extensive thermal transformations were characterized by X-ray diffraction, scanning transmission electron microscopy (STEM), IR, solid state NMR and other instrumental methods.

Mesoporous sBa-15 silica catalyst functionalized with phenylsulfonic acid groups (SbA-15-ph-So3h) as efficient nanocatalyst for chemoselective thioacetalization of carbonyl compounds

In this research a Nano acidic catalyst was prepared and its efficiency on thioacetalization of carbonyl compounds was examined. For this aim we used modified SBA-15 as support, which have been modified by phenolic and sulfonic acid. SBA-15 is a member of

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Selective arylthiolane deprotection by singlet oxygen: A promising tool for sensors and prodrugs

A routine thioketal protecting group reacts rapidly and selectively with singlet oxygen to reveal ketone products in good (aryl 1,3-dithiolane) to excellent (aryl 1,3-oxathiolane) yields. Arylthiolanes are stable to biologically relevant reactive oxygen species and can be used as a light-activated gating mechanism for activating fluorescent sensors or small molecule prodrugs.

Efficient thioacetalisation of carbonyl compounds

The thioacetalisation of a variety of heterocyclic, aromatic, and aliphatic carbonyl compounds (1 mmol) with ethane-1,2-dithiol (1 mmol) using silica sulphuric acid (SSA) is presented as an efficient heterogeneous catalyst under mild and solvent-free cond

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A simple and efficient method for the conversion of carbonyl compounds to oxathioacetals and dithioacetals using SA/SiO2 as an acid catalyst has been achieved. SA/SiO2 is easily recovered from the reaction mixture and can be reused at least 15 times without loss of catalytic activity.

Silica phenyl sulfonic acid as a solid acid heterogeneous catalyst for chemoselective thioacetalization of carbonyl compounds and dethioacetalization under mild conditions

Silica phenyl sulfonic acid (SPSA) is an effective catalyst for chemoselective thioacetalization of aldehydes in the presence of ketones under neutral conditions. In addition, a simple and an efficient procedure for deprotection of 1,3-dithianes and 1,3-dithiolanes of aromatic, aliphatic, and α,β-unsaturated aldehydes and ketones in the solvent-free to the corresponding parent carbonyl compounds was successfully carried out with SPSA in excellent yields.

Synthesis of 1,3-dithiane and 1,3-dithiolane derivatives by tungstate sulfuric acid: Recyclable and green catalyst

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Poly(N-bromobenzene-1,3-disulfonamide) and N,N,N′,N′- tetrabromobenzene-1,3-disulfonamide are effective catalysts for chemoselective dithioacetalization of aldehydes in the presence of ketones under neutral conditions.