3682-36-8

Basic information

• Product Name: Benzenecarbodithioic acid, sodium salt
• CAS NO: 3682-36-8
• Molecular Formula: C7H6S2.Na
• Molecular Weight: 176.238
• Mol File: 3682-36-8.mol

Chemical Properties

• CAS DataBase Reference: Benzenecarbodithioic acid, sodium salt(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenecarbodithioic acid, sodium salt(3682-36-8)
• EPA Substance Registry System: Benzenecarbodithioic acid, sodium salt(3682-36-8)

Safety Data

• Hazardous Substances Data: 3682-36-8(Hazardous Substances Data)

Upstream product

• 121-68-6 dithiobenzoic acid 
• 75-15-0 carbon disulfide 
• 100-58-3 phenylmagnesium bromide 
• 124-41-4 sodium methylate 
• 98-88-4 benzoyl chloride 
• 100-44-7 benzyl chloride 

Downstream Products

• 936-63-0 S-ethyl dithiobenzoate 
• 64586-17-0 Acetic thiobenzoic thioanhydride 
• 80031-12-5 N-(thiobenzoylthio)succinimide 
• 949-00-8 phenyl dithiobenzoate 
• 77069-61-5 Dithiobenzoic acid 4-chloro-phenyl ester 
• 120951-27-1 Dithiobenzoic acid 3-nitro-phenyl ester 
• 5873-93-8 bis(thiobenzoyl) disulfide 
• 1201180-86-0 C₄₂H₄₇N₄O₃S₂⁽¹⁺⁾*Cl^(1-) 
• 5925-56-4 Dithiobenzoesaeure-isopropylester 
• 88784-56-9 tris(o-hydroxydithiobenzoato)cobalt(III) 
• 88784-57-0 tris(m-hydroxydithiobenzoato)cobalt(III) 

Relevant articles and documents

Ubiquitous Nature of Rate Retardation in Reversible Addition-Fragmentation Chain Transfer Polymerization

Reversible addition-fragmentation chain transfer (RAFT) polymerization is one of the most powerful reversible deactivation radical polymerization (RDRP) processes. Rate retardation is prevalent in RAFT and occurs when polymerization rates deviate from ideal conventional radical polymerization kinetics. Herein, we explore beyond what was initially thought to be the culprit of rate retardation: dithiobenzoate chain transfer agents (CTA) with more active monomers (MAMs). Remarkably, polymerizations showed that rate retardation occurs in systems encompassing the use of trithiocarbonates and xanthates CTAs with varying monomeric activities. Both the simple slow fragmentation and intermediate radical termination models show that retardation of all these systems can be described by using a single relationship for a variety of monomer reactivity and CTAs, suggesting rate retardation is a universal phenomenon of varying severity, independent of CTA composition and monomeric activity level.

PHOTODECOMPOSITION MATERIAL, SUBSTRATE AND PATTERNING METHOD THEREOF

There is provided a new material that can form a finer pattern and can be applied to adsorption/adhesion control of various cell species, proteins, viruses, and the like without the limitation of the light source. A light-degradable material comprising: a moiety that is capable of bonding to a surface of a substrate through a siloxane bond; and a structural unit of Formula (2-a) and/or Formula (2-b): (where R2 to R4 are saturated linear alkyl groups; X is a hydrogen atom or an alkyl group; Z is a carbanionor a sulfo anion; Q is an ester bond group, a phosphodiester bond group, an amido bond group, an alkylene group, or an phenylene group or a combination of these divalent groups; m1 is an integer of 1 to 200, and n is an integer of 1 to 10).

Intracellular nitric oxide delivery from stable NO-polymeric nanoparticle carriers

The encapsulation of S-nitrosoglutathione into polymeric nanoparticles substantially improves NO stability in aqueous media without affecting the efficacy of intracellular delivery. The combination of nano-NO delivery and chemotherapy has been found to enhance antitumour activity of chemotherapeutics, as demonstrated using preliminary in vitro experiments with neuroblastoma cells.

Coumarin-containing photo-responsive nanocomposites for NIR light-triggered controlled drug release via a two-photon process

A new multifunctional nanovehicle for tumor therapy and cell imaging was fabricated by coating NIR light-responsive polymers (HAMAFA-b-DDACMM) onto the surface of octadecyltrimethoxysilane (C18)-modified hollow mesoporous silica nanoparticles (HMS@C18) via self-assembly. First, the targeting NIR light-responsive block copolymer was synthesized by the RAFT living polymerization of [7-(didodecylamino) coumarin-4-yl] methyl methacrylate with hydroxyethylacrylate and N-(3-aminopropyl) methacrylamide hydrochloride and then grafted with folic acid (FA). The copolymers could be disrupted by excitation by a femtosecond NIR light laser (800 nm) via a two-photon absorption process due to the high two-photon absorption cross-section of the coumarin moiety. In order to enhance the drug loading capacity and biological stability of the nanovehicle, HMS nanoparticles modified by hydrophobic octadecyl chains were selected as the "core", which had a considerable drug loading efficiency of more than 70%. Then the core-shell nanocomposites (HMS@C18@HAMAFA-b-DDACMM) were obtained by coating the amphiphilic copolymers onto the core via self-assembly. Under excitation by NIR light at 800 nm, the pre-loaded drugs could be released from the nanocomposites due to the degradation of the light-responsive copolymers and the release efficiency was correlated with the irradiation time and light power. The in vitro experiments indicated that the nanocomposites were easily targeted into the tumor cells that over-expressed folic acid receptor (FR(+)) such as KB cells by endocytosis. Furthermore, the copolymer itself had strong fluorescence, which could be used to track the process of drug delivery.

Novel malachite green- and rhodamine B-labeled cationic chain transfer agents for RAFT polymerization

Two novel cationic RAFT agents have been synthesized, one labeled with a Malachite Green (MG) dye and another with a Rhodamine B (RhoB) dye. MG-labeled dithiobenzoate (MGEDBA) was prepared in a straightforward manner after synthesis of MG-ethylammonium chloride that reacted with a precursor dithiobenzoate bearing an activated ester function. However, the analogous reaction with RhoB amino derivative led to a mixture of dithiobenzoate and thioamide derivatives. An alternative approach yielded the RhoB-labeled RAFT agent (RhoBEDBA) with complete conversion. The purification of these dye-labeled RAFT agents was very challenging because of their dual nature (aromatic and ionic). Both MGEDBA and RhoBEDBA were efficient RAFT chain transfer agents to control the polymerization of N,N-dimethylacrylamide (DMA). The resulting α-end-labeled MG- and RhoB-PDMA samples presented low dispersities (1.2) and both chain-ends were preserved. Finally, we showed that the attachment of RhoB and MG to the PDMA polymer chain-end did not influence the photophysical properties of these dyes. Therefore, these new dye-labeled RAFT agents can be used to prepare various labeled polymers and especially water-soluble ones, to study their conformation and dynamics in solution or at interfaces using fluorescence methods, or as labeled probes for imaging and/or diagnosis purposes.

Process for preparing dithioesters

The present invention relates to a process for preparing dithioesters in which a dithiocarboxylic acid and/or a dithiocarboxylic salt is reacted with a vinyl compound and/or an alkyl compound which includes a leaving group, the reaction being carried out in a biphasic system in which one of the phases comprises water and the weight ratio of the aqueous phase to the organic phase lies in the range from 95:5 to 5:95.

Well-defined glycopolymers from RAFT polymerization: Poly(methyl 6-O-methacryloyl-α-D-glucoside) and Its Block Copolymer with 2-Hydroxyethyl Methacrylate

The glycomonomer methyl 6-O-methacryloyl-α-D-glucoside was prepared by lipase-catalyzed transesterification of vinyl methacrylate with methyl α-D-glucoside in dry acetonitrile. The desired 6-O regioisomer was obtained in good yield and its structure confirmed by 1H- 1H and 1H-13C correlation NMR spectroscopy. Reversible addition-fragmentation chain transfer (RAFT) polymerization of the unprotected monomer was performed directly in aqueous solution using (4-cyanopentanoic acid)-4-dithiobenzoate as the chain transfer agent to give poly(methyl 6-O-methacryloyl-α-D-glucoside) with Mn between 16 and 103 kDa (1H NMR) and polydispersities as low as 1.10. Chain extension of one of these polymers with 2-hydroxyethyl methacrylate afforded the novel hydrophilic-hydrophilic block copolymer poly [(methyl 6-O-methacryloyl-α-D-glucoside)-block-(2-hydroxyethyl methacrylate)].

Synthesis and characterization of new 99mTc-radiopharmaceuticals with dithiobenzoate derivatives for the study of septic inflammatory processes

Improved methods for the preparation of 99mTc-radiopharmaceuticals containing dithiobenzoate ligands, in sterile and pyrogen free conditions, are described. These procedures are based on the reaction of these ligands either with [99mTc] pertechnetate in the presence of a strong reducing agent (HCl/ tertiary phosphine, SnCl2·2H2O), or with pre-reduced complexes obtained from different kit formulations. All the preparations led to the high-yield formation of the neutral and lipophilic 99mTc-complex [99mTc][Tc(S3CPh)2 (S2CPh)], which is analogous to the corresponding compounds obtained with rhenium and the long-lived β-emitting isotope technetium- 99 g recently described. HPLC analysis and thin layer chromatography were used to confirm the characterisation of the resulting 99mTc-radiopharmaceutical which was found to be potentially suitable for blood-cell labelling as applied to the diagnosis of inflammatory processes. Copyright

Electroreduction of Organic Compounds. 4. Electrochemical Reduction of Mono- and Bis-dithiobenzoate Esters in the Presence of Bi- or Monofunctional Electrophiles

Co-electroreduction of methyl dithiobenzoate (1a) and 1,3-dimesyloxypropane (5) in acetonitrile yields the tetrahydrodithiepine 6, whereas the thiirane 9 is formed from trimethylene-1,3-bis-dithiobenzoate (7a) and methyl iodide.The bis-thioacetals 8 are obtained, if 7a and its homologue 7b are electrolized together with methyl iodide; the heterocyclic bis-thioacetal 10 is formed from 7c as a mixture of the meso- and d,l-diastereomers in acetonitrile.