dithiobenzoic acid

Base Information

• Chemical Name: dithiobenzoic acid
• CAS No.: 121-68-6
• Molecular Formula: C7H6 S2
• Molecular Weight: 154.257
• Hs Code.: 2930909090
• European Community (EC) Number: 204-491-4
• NSC Number: 732246
• UNII: U9MSY3N8YB
• DSSTox Substance ID: DTXSID0059532
• Nikkaji Number: J297.770B
• Wikipedia: Dithiobenzoic_acid
• Wikidata: Q43759780
• Mol file: 121-68-6.mol

Synonyms:Benzoicacid, dithio- (6CI,7CI,8CI); Dithiobenzoic acid

Chemical Property of dithiobenzoic acid

Chemical Property:

• Vapor Pressure: 0.125mmHg at 25°C
• Melting Point: 208 °C
• Boiling Point: 226.1°Cat760mmHg
• PKA: 2.00±0.20(Predicted)
• Flash Point: 90.5°C
• PSA: 70.89000
• Density: 1.22g/cm³
• LogP: 2.29190
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 153.99109254
• Heavy Atom Count: 9
• Complexity: 104

Purity/Quality:

99%, ^*data from raw suppliers

benzenecarbodithioic acid 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=S)S

Technology Process of dithiobenzoic acid

There total 26 articles about dithiobenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

carbon disulfide (75-15-0,12122-00-8) + bromobenzene (108-86-1,52753-63-6) → dithiobenzoic acid (121-68-6)

Guidance literature:

bromobenzene; With magnesium; In tetrahydrofuran; for 0.166667h; Inert atmosphere; Reflux;

carbon disulfide; In tetrahydrofuran; at 20 ℃;

DOI:10.1039/b926391h

Reference yield: 37.0%

carbon disulfide (75-15-0,12122-00-8) + phenylmagnesium bromide (100-58-3) → dithiobenzoic acid (121-68-6)

Guidance literature:

carbon disulfide; phenylmagnesium bromide; In tetrahydrofuran; at 0 - 20 ℃; for 17h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water;

DOI:10.1002/pola.27681

Reference yield:

ethanol (64-17-5) + benzyl dithiobenzoate (27249-90-7) → dithiobenzoic acid (121-68-6) + phenylmethanethiol (100-53-8)

Guidance literature:

DOI:10.1021/ja01285a015

upstream raw materials:

carbon disulfide

dibenzyl disulphide

sodium ethanolate

S-ethyl dithiobenzoate

Downstream raw materials:

thiobenzoic acid-(N'-methyl-N'-phenyl-hydrazide)

1-benzylidene-2-methyl-2-phenylhydrazine

thiobenzoic acid-(N',N'-diphenyl-hydrazide)

benzaldehyde diphenylhydrazone

Refernces

• 1、 Koubková, Jana,MacKová, Hana,Proks, Vladimír,Trchová, Miroslava,Brus, Ji?í,Horák, Daniel. "RAFT of sulfobetaine for modifying poly(glycidyl methacrylate) microspheres to reduce nonspecific protein adsorption". . p. 2273 - 2284. Retrieved 2015.
• 2、 Pafiti, Kyriaki S.,Philippou, Zelina,Loizou, Elena,Porcar, Lionel,Patrickios, Costas S.. "End-linked poly[2-(dimethylamino)ethyl methacrylate]-poly(methacrylic acid) polyampholyte conetworks: Synthesis by sequential RAFT polymerization and swelling and SANS characterization". . p. 5352 - 5362. Retrieved 2011.
• 3、 Li, Binxin,Majonis, Daniel,Liu, Peng,Winnik, Mitchell A.. "Synthesis and characterization of a naphthalimide-dye end-labeled copolymer by reversible addition-fragmentation chain transfer (RAFT) polymerization". . p. 317 - 325. Retrieved 2011.
• 4、 Bang, Joona,Kim, Seung Hyun,Drockenmuller, Eric,Misner, Matthew J.,Russell, Thomas P.,Hawker, Craig J.. "Defect-free nanoporous thin films from ABC triblock copolymers". . p. 7622 - 7629. Retrieved 2006.
• 5、 Ten Cate, Mattijs G.J.,Rettig, Hartmut,Bernhardt, Kaj,Borner, Hans G.. "Sequence-defined polypeptide-polymer conjugates utilizing reversible addition fragmentation transfer radical polymerization". . p. 10643 - 10649. Retrieved 2005.
• 6、 Grote, Johanna,Friedrich, Felix,Berthold, Katarína,Hericks, Loreen,Neumann, Beate,Stammler, Hans-Georg,Mitzel, Norbert W.. "Dithiocarboxylic Acids: An Old Theme Revisited and Augmented by New Preparative, Spectroscopic and Structural Facts". . p. 2626 - 2633. Retrieved 2018.
• 7、 Meiser, Wibke,Barth, Johannes,Buback, Michael,Kattner, Hendrik,Vana, Philipp. "EPR measurement of fragmentation kinetics in dithiobenzoate-mediated RAFT polymerization". . p. 2474 - 2480. Retrieved 2011.
• 8、 Demetriou, Maria,Krasia-Christoforou, Theodora. "Well-defined diblock copolymers possessing fluorescent and metal chelating functionalities as novel macromolecular sensors for amines and metal ions". . p. 52 - 60. Retrieved 2012.
• 9、 Oliveira, Marco Antonio M.,Boyer, Cyrille,Nele, Marcio,Pinto, Jose Carlos,Zetterlund, Per B.,Davis, Thomas P.. "Synthesis of biodegradable hydrogel nanoparticles for bioapplications using inverse miniemulsion RAFT polymerization". . p. 7167 - 7175. Retrieved 2011.
• 10、 Chen, Dongyun,Xia, Xuewei,Gu, Hongwei,Xu, Qingfeng,Ge, Jianfeng,Li, Yonggang,Li, Najun,Lu, Jianmei. "PH-responsive polymeric carrier encapsulated magnetic nanoparticles for cancer targeted imaging and delivery". . p. 12682 - 12690. Retrieved 2011.