2461-80-5

Basic information

• Product Name: BIS(BENZOYLMETHYL) SULFIDE
• Synonyms: BIS(BENZOYLMETHYL) SULFIDE;Bis(2-phenyl-2-oxoethyl) sulfide;Diphenacyl sulfide;α,α'-Thiobisacetophenone;2-(2-oxo-2-phenyl-ethyl)sulfanyl-1-phenyl-ethanone;2-(2-oxo-2-phenylethyl)sulfanyl-1-phenylethanone;2-[(2-keto-2-phenyl-ethyl)thio]-1-phenyl-ethanone;2,2'-Thiobis(1-phenylethanone)
• CAS NO: 2461-80-5
• Molecular Formula: C₁₆H₁₄O₂S
• Molecular Weight: 270.35
• Mol File: 2461-80-5.mol

Chemical Properties

• Melting Point: 77 °C
• Boiling Point: 434.5 °C at 760 mmHg
• Flash Point: 188.8 °C
• Appearance: /
• Density: 1.189 g/cm³
• CAS DataBase Reference: BIS(BENZOYLMETHYL) SULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(BENZOYLMETHYL) SULFIDE(2461-80-5)
• EPA Substance Registry System: BIS(BENZOYLMETHYL) SULFIDE(2461-80-5)

Safety Data

• Hazardous Substances Data: 2461-80-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis Industry:
Bis(benzoylmethyl) sulfide is used as a crosslinking agent for enhancing the structural integrity and performance of polymers and resins. Its ability to form covalent bonds between polymer chains contributes to the improved mechanical properties and durability of the final products.
Used in Photopolymer Production:
In the photopolymer industry, Bis(benzoylmethyl) sulfide serves as a photoinitiator, playing a crucial role in the polymerization process initiated by exposure to light. This function enables the rapid curing of photopolymers, which is essential for various applications such as dental materials, coatings, and adhesives.
Used in Organic Reactions:
As a catalyst in organic reactions, Bis(benzoylmethyl) sulfide facilitates and accelerates specific chemical transformations, improving the efficiency and selectivity of the processes. Its catalytic properties are valuable in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Industrial Formulations:
Due to its low volatility and high thermal stability, Bis(benzoylmethyl) sulfide is used in various industrial formulations to impart desired properties to the end products. Its inclusion in these formulations contributes to enhanced performance, stability, and longevity of the materials in diverse applications.

Upstream product

• 108-98-5 thiophenol 
• 70-11-1 α-bromoacetophenone 
• 532-27-4 1-chloroacetophenone 
• 5398-93-6 2-methylthio-1-phenyl-ethanone 
• 2461-75-8 benzoylmethyl disulfide 
• 6230-62-2 (1-ethoxyvinyl)benzene 
• 13442-04-1 2,7-dihydro-3,6-diphenyl-1,4,5-thiadiazepine 
• 75697-81-3 1-methyl-2-phenacylthioimidazoline 
• 32188-99-1 2-phenacylthioimidazoline 
• 64-17-5 ethanol 
• 60-29-7 diethyl ether 
• 7783-06-4 hydrogen sulfide 
• 7732-18-5 water 
• 31410-18-1 benzyl-methyl-phenacyl sulfonium ; bromide 

Downstream Products

• 19221-12-6 3,5-Diphenyl-2H-1,4-thiazine 
• 3708-08-5 Diphenacyl sulfone 
• 13442-04-1 2,7-dihydro-3,6-diphenyl-1,4,5-thiadiazepine 
• 32120-82-4 bis(benzoylmethyl) sulfoxide 
• 55716-17-1 diphenacyl sulfid-anti-monohydrazone 
• 148638-23-7 (Z,Z)-2,2'-thiobis(1,3-diphenylprop-2-en-1-one) 
• 58881-67-7 C,C'-diphenyl-C,C'-(1,3-dimethyl-2H-thiepino[4,5-c]pyrrole-5,7-diyl)-bis-methanone 
• 58881-71-3 C,C'-diphenyl-C,C'-(1,2,3-trimethyl-2H-thiepino[4,5-c]pyrrole-5,7-diyl)-bis-methanone 
• 69626-07-9 3,8-Diphenyl-2,5,6,7-tetrahydro-1,4,7-thiadiazonin 
• 18929-62-9 naphthalene-2,3-diylbis(phenylmethanone) 
• 96631-08-2 2-Furan-2-yl-2-mercapto-1-phenyl-ethanone 
• 88330-37-4 methyl-2 dibenzoyl-5,7 2H thiepino<4,5-c>pyrrole 
• 80737-88-8 (5-Ethoxy-3,6-dihydro-2H-thiopyran-2-yl)-phenyl-methanone 

Relevant articles and documents

Continuous Flow Synthesis of 2H-Thiopyrans via thia-Diels–Alder Reactions of Photochemically Generated Thioaldehydes

Herein, we report a novel protocol for the photochemical generation of thioaldehydes in a continuous flow process which were in situ reacted with electron rich 1,3-butadienes in thia-Diels–Alder reactions. A broad range of 3,6-dihydro-2H-thiopyrans were formed as products in much higher yields and productivities as compared to classical batch processes. Moreover, greatly reduced reaction times and a facile large-scale preparation of products were achieved by fully exploiting the advantages of continuous flow technology.

Synthesis of Phenanthro[9,10-c]thiophenes by 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-Promoted Cyclo-Oxidation

A new method to prepare phenanthro[9,10-c]thiophenes has been developed. In the presence of triflic acid, 3,4-diaryl thiophenes undergo 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-promoted cyclo-oxidation. NMR and computational studies indicate that p

Synthesis of Thioethers Using Triethylamine-Activated Phosphorus Decasulfide (P410

The synthesis of thioethers in excellent yields was achieved under mild conditions via the displacement reaction of halogens by sulfur. The cross-reaction of 2-(α-bromoacetyl)thiophene with triethylamine-activated phosphorus decasulfide (Et3N-P2S5) was elaborated by utilizing DFT calculations.

Thiophene synthesis via 1,1-carboboration

Reaction of bis(tert-butylethynyl)sulfide with the boron Lewis acid reagents X-B(C6F5)2 (X = CH3, Cl, C6F5) in pentane at r.t. gave the respective borylated thiophenes in a sequence of 1,1-

Stereoselective synthesis of cis-2,6-disubstituted morpholines and 1,4-oxathianes by intramolecular reductive etherification of 1,5-diketones

A simple and efficient, Lewis acid catalysed reductive etherification strategy for the stereoselective synthesis of cis-2,6- disubstituted morpholines and 1,4-oxathianes starting from readily available 1,5-diketones has been developed. The strategy is used in the total synthesis of morpholine-based natural products (±)-chelonin A and formal total synthesis of (±)-chelonin C.

One-pot preparation of arylethynyl sulfides and bis(arylethynyl) sulfides

An efficient preparation for arylethynyl sulfides 1 and bis(arylethynyl) sulfides 2 has been accomplished through a one-pot, three-step strategy that starts from arylethanonyl sulfides and bis(arylethanonyl) sulfides, respectively, without the use of various terminal arylacetylenes as substrates. When lithium hexamethyldisilazane (LHMDS), ClP(O)(OEt)2, and LHMDS were sequentially added to a tetrahydrofuran solution of different substrates [arylethanonyl sulfides or bis(arylethanonyl) sulfides], 1 or 2 were obtained in moderate to good yields. The reaction procedure involves the formation of an enol phosphate and a subsequent base-induced elimination. An efficient preparation of arylethynyl sulfides 1 and bis(arylethynyl) sulfides 2 has been accomplished by a one-pot, three-step strategy that starts from arylethanonyl sulfides and bis(arylethanonyl) sulfides, respectively, to give 1 and 2 in moderate to good yields. The reaction mechanism involves the formation of an enol phosphate that undergoes a subsequent base-induced elimination. Copyright

Asymmetric synthesis of chiral dihydrothiopyrans via an organocatalytic enantioselective formal thio [3 + 3] cycloaddition reaction with binucleophilic bisketone thioethers

An unprecedented organocatalytic highly enantioselective approach to a 3,4-dihydro-2H-thiopyran scaffold with two contiguous stereogenic centers has been implemented through a formal thio [3 + 3] cycloaddition process involving a Michael-aldol condensation cascade sequence. Notably, a new class of binucleophilic bisketone thioethers is designed for the process. Furthermore, the fine-tuning of their reactivity enables the cascade process to proceed with highly regioselectively.

An aquatic pseudo-four-component reaction for the synthesis of highly substituted thiophenes

A novel and simple procedure was developed for the construction of fully substituted thiophenes. A series of α-haloacetophenone derivatives were converted into fully substituted thiophenes by treatment with sodium sulfide in the presence of 1,8-diazabicyc

Synthesis of oxathiane and morpholine from acyclic precursors: A modified Mitsunobu reaction

Synthesis of a set of isomeric 2,4,6-triarylmorpholines and 2,6-diaryloxathianes from the corresponding 1,5-diols has been described. The method provides an efficient route to six-membered heterocycles from acyclic diols and is found to be better than Mitsunobu procedure in yield and waste management. In a related study, the ring contraction of pyranone to two isomeric cyclopentenone derivatives through Nazarov reaction has been noticed.

Synthesis of novel N-hydroxy heterocycles via intramolecular reductive cyclization of diketoximes by NaBH3CN

A simple and efficient protocol for the construction of substituted piperazines, piperidines, thiomorpholines, decahydroquinolines, perhydrocyclopenta[b]pyridine, and pyrrolidines bearing N-hydroxy substituents through intramolecular reductive cyclization of diketoximes using sodium cyanoborohydride is described.