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
• Article Data: 21

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

Description

Bis(benzoylmethyl) sulfide, with the chemical formula (C6H5COCH2)2S, is a versatile chemical compound known for its role as a crosslinking agent in the synthesis of polymers and resins. It also functions as a photoinitiator in photopolymer production and a catalyst in various organic reactions. Characterized by low volatility and high thermal stability, Bis(benzoylmethyl) sulfide is a valuable ingredient in a range of industrial applications. However, it is recognized as a skin irritant, necessitating careful handling and proper disposal according to safety protocols.

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

• 53392-49-7 phenacyl thioacetate 
• 2462-02-4 2-mercaptoacetophenone 
• 70-11-1 α-bromoacetophenone 
• 98-86-2 acetophenone 
• 31410-18-1 benzyl-methyl-phenacyl sulfonium ; bromide 
• 2408-88-0 2-benzylsulfanyl-1-phenylethanone 
• 60-29-7 diethyl ether 
• 7783-06-4 hydrogen sulfide 
• 7732-18-5 water 
• 64-17-5 ethanol 
• 532-27-4 1-chloroacetophenone 
• 32188-99-1 2-phenacylthioimidazoline 
• 75697-81-3 1-methyl-2-phenacylthioimidazoline 
• 13442-04-1 2,7-dihydro-3,6-diphenyl-1,4,5-thiadiazepine 

Downstream Products

• 100990-20-3 3,4-dihydroxy-3,4-diphenylthiolane 
• 18929-62-9 naphthalene-2,3-diylbis(phenylmethanone) 
• 58881-71-3 C,C'-diphenyl-C,C'-(1,2,3-trimethyl-2H-thiepino[4,5-c]pyrrole-5,7-diyl)-bis-methanone 
• 58881-67-7 C,C'-diphenyl-C,C'-(1,3-dimethyl-2H-thiepino[4,5-c]pyrrole-5,7-diyl)-bis-methanone 
• 148638-23-7 (Z,Z)-2,2'-thiobis(1,3-diphenylprop-2-en-1-one) 
• 55716-17-1 diphenacyl sulfid-anti-monohydrazone 
• 32120-82-4 bis(benzoylmethyl) sulfoxide 
• 13442-04-1 2,7-dihydro-3,6-diphenyl-1,4,5-thiadiazepine 
• 3708-08-5 Diphenacyl sulfone 

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 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.

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.