27249-90-7

Basic information

• Product Name: BENZYL BENZODITHIOATE
• Synonyms: BENZYL DITHIOBENZOATE;BENZYL BENZODITHIOATE;Benzyl benzenecarbodithioate;Benzenecarbodithioic acid phenylmethyl ester;Dithiobenzoic acid benzyl ester;S-Benzyl dithiobenzoate;BDTB;Benzyl phenyl RAFT agent
• CAS NO: 27249-90-7
• Molecular Formula: C₁₄H₁₂S₂
• Molecular Weight: 244.37508
• Mol File: 27249-90-7.mol
• Article Data: 21

Chemical Properties

• Melting Point: 55℃
• Boiling Point: 373℃
• Flash Point: 179℃
• Appearance: /
• Density: 1.200
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D1.696
• Storage Temp.: 2-8°C
• CAS DataBase Reference: BENZYL BENZODITHIOATE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL BENZODITHIOATE(27249-90-7)
• EPA Substance Registry System: BENZYL BENZODITHIOATE(27249-90-7)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-43-50/53
• Safety Statements: 36/37-60-61
• RIDADR: UN 3082 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 27249-90-7(Hazardous Substances Data)

Usage

Description

BENZYL BENZODITHIOATE is a chemical compound that serves as a versatile reagent in the field of polymer chemistry. It is known for its effectiveness in controlled radical polymerization processes, making it a valuable component in the synthesis of polymers with specific properties and applications.

Uses

Used in Polymer Synthesis:
BENZYL BENZODITHIOATE is used as a Reversible Addition-Fragmentation Chain Transfer (RAFT) agent for controlled radical polymerization. This application allows for the precise control of molecular weight, polydispersity, and architectural complexity of the resulting polymers, which is crucial for tailoring their properties for various end-use applications.
Used in Methacrylate Polymerization:
In the polymer industry, BENZYL BENZODITHIOATE is used as a Chain Transfer Agent (CTA) specifically designed for the polymerization of methacrylates. Its use in this context enables the production of polymers with well-defined structures and improved properties, such as enhanced mechanical strength, thermal stability, and chemical resistance.
Used in Methacrylamide and Styrene Polymerization:
BENZYL BENZODITHIOATE is also utilized as a CTA in the polymerization of methacrylamides and styrenes. This application allows for the synthesis of polymers with tailored properties, such as increased hydrophilicity, biocompatibility, and responsiveness to environmental stimuli, which can be beneficial in various industrial and technological applications.
General Description:
When selecting the appropriate RAFT agent for a specific monomer, it is essential to consult the RAFT Agent to Monomer compatibility table. This resource provides valuable information on the compatibility and efficiency of different RAFT agents, including BENZYL BENZODITHIOATE, with various monomers, ensuring the successful synthesis of polymers with desired properties and applications.

InChI:InChI=1/C14H12S2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2

Upstream product

• 121-68-6 dithiobenzoic acid 
• 100-44-7 benzyl chloride 
• 13402-51-2 benzyl benzothioate 
• 100-53-8 phenylmethanethiol 
• 942-91-6 Carboxymethyl dithiobenzoate 
• 463-58-1 carbon oxide sulfide 
• 100-58-3 phenylmagnesium bromide 
• 65-85-0 benzoic acid 
• 100-51-6 benzyl alcohol 
• 100555-97-3 bis (benzylthio)-2,4 dithio-2,4 dithiadiphosphetane-1,3,2,4 
• 75-15-0 carbon disulfide 
• 100-39-0 benzyl bromide 
• 98-88-4 benzoyl chloride 
• 98-91-9 thiobenzoic acid 

Downstream Products

• 103-30-0 (E)-1,2-diphenyl-ethene 
• 13402-51-2 benzyl benzothioate 
• 65-85-0 benzoic acid 
• 936-61-8 Thiobenzoic acid O-ethyl ester 
• 5873-86-9 methyl thiobenzoate 
• 100-53-8 phenylmethanethiol 
• 93-58-3 benzoic acid methyl ester 
• 7783-06-4 hydrogen sulfide 
• 55-21-0 benzamide 
• 121-68-6 dithiobenzoic acid 
• 766-92-7 [(methylthio)methyl]-benzene 
• 2168-78-7 methyl dithiobenzoate 
• 501-65-5 diphenyl acetylene 
• 124548-94-3 2-benzyl-2-phenyl-4-ethoxycarbonyl-1,3-dithiole 

Relevant articles and documents

Nanostructured thermosensitive polymers with radical scavenging ability

The thermosensitive [60]fullerene end-capped poly(N-isopropylacrylamide) was successfully synthesized by the reaction of C60 with dithiobenzoate-terminated poly(N-isopropylacrylamide), which was prepared by reversible addition-fragmentation cha

Thermosensitive Gold Nanoparticles

Thermosensitive gold nanoparticles were fabricated by conjugating Au with a thiol-terminated poly(N-isopropylacrylamide) or PPA; this polymer stabilizer exhibits a temperature transition while undergoing a hydrophilic to hydrophobic transformation. The introduction of PPA onto gold nanoparticles has sensitized Au nanoparticles with unique temperature dependence. At low temperature (25 °C), the solutions containing PPA-functionalized gold nanoparticles are transparent, whereas higher temperatures (30 °C) lead to opaque suspensions. The thermosensitive property of PPA-functionalized Au nanoparticles is reversible, and the clear?opaque suspensions can be repeated many times. Copyright

Compound embodiments that release H2S by reaction with a reactive compound and methods of making and using the same

Disclosed herein are embodiments of a donor compound that releases H2S by reacting with a reactive compound. The donor compound embodiments described herein can be used to deliver H2S to a subject or a sample and further can be used to administer therapeutic agents. The donor compound embodiments also can facilitate bioconjugation. Methods of making and using the donor compound embodiments also are disclosed.

Regioselective reaction of fluorinated aryllithium reagents and carbon disulfide in cyclopentyl methyl ether: Efficient synthesis of dithioesters and liquid crystal compounds having a difluoromethyleneoxy moiety

Regioselective reaction (carbophilic over thiophilic attack) of several (o-fluorophenyl)lithium reagents with carbon disulfide was achieved to furnish dithioesters in good yields after alkylation, which are useful precursors of liquid crystal compounds having a difluoromethyleneoxy (-CF2O-) group. Running the reaction in the presence of a copper(I) salt catalyst and cyclopentyl methyl ether as a solvent is optimal.

Copper-catalyzed cross-coupling of thiols, alcohols, and oxygen for the synthesis of esters

Copper-catalyzed, one-pot, three-component coupling reactions using thiols, alcohols, and oxygen to form a variety of esters in good yields were studied. In the presence of easily oxidized benzylic and allylic alcohols, thiols were selectively oxidized to form thionoesters, which underwent facile S/O exchange to afford esters. Thiols may be used as an alternative benzoyl source under mild aerobic conditions.