3,3'-Dithiodipropionic acid

Base Information

• Chemical Name: 3,3'-Dithiodipropionic acid
• CAS No.: 1119-62-6
• Molecular Formula: C6H10O4S2
• Molecular Weight: 210.275
• Hs Code.: H)S2 MOL WT. 210.26
• European Community (EC) Number: 214-284-0
• NSC Number: 677544,18841
• UNII: 42OP5B2NI6
• DSSTox Substance ID: DTXSID0032998
• Nikkaji Number: J32.944D
• Wikidata: Q27258565
• Metabolomics Workbench ID: 131666
• ChEMBL ID: CHEMBL338743
• Mol file: 1119-62-6.mol

Synonyms:3,3'-Dithiodipropionic acid;1119-62-6;Dithiodipropionic acid;3,3-Dithiodipropionic acid;Propanoic acid, 3,3'-dithiobis-;3,3'-Disulfanediyldipropanoic acid;2-Carboxyethyl disulfide;Propionic acid, 3,3'-dithiodi-;3,3'-Dithiobis(dipropionic acid);3,3'-Dithiodipropanoic acid;3-(2-carboxyethyldisulfanyl)propanoic acid;3,3'-Dithiobispropionic acid;Bis(2-carboxyethyl) disulfide;3-[(2-carboxyethyl)disulfanyl]propanoic acid;EINECS 214-284-0;NSC 18841;.beta.,.beta.'-Dithiodipropionic acid;Bis(2-carboxyethyl)disulfide;UNII-42OP5B2NI6;42OP5B2NI6;DTXSID0032998;NSC-18841;NSC677544;NSC-677544;DTDPA;SCHEMBL95982;Propionic acid,3'-dithiodi-;MLS001055392;3,3''-Dithiodipropionic acid;3,3/'-Dithiodipropionic acid;CHEMBL338743;DTXCID8012998;HMS3039J17;3,3'-disulfanediyldipropionic acid;NSC18841;Tox21_200951;3,3'-Dithiodipropionic acid, 99%;MFCD00002780;3,3'-DITHIO DIPROPIONIC ACID;AKOS002384849;CS-W015111;HY-W014395;DIPROPIONIC ACID, 3,3'-DITHIO-;NCGC00090953-01;NCGC00090953-02;NCGC00258504-01;AS-16024;BP-31240;SMR000677937;CAS-1119-62-6;LS-163747;D0947;FT-0614096;EN300-98193;D71202;A851262;PROPIONIC ACID, .BETA.,.BETA.'-DITHIODI-;J-002675;PROPIONIC ACID, .BETA.,.BETA.'-DITHIOBIS-;Q27258565

Chemical Property of 3,3'-Dithiodipropionic acid

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 155-158 °C(lit.)
• Refractive Index: 1.5220 (estimate)
• Boiling Point: 431.1 °C at 760 mmHg
• PKA: 3.94±0.10(Predicted)
• Flash Point: 214.5 °C
• PSA: 125.20000
• Density: 1.452 g/cm³
• LogP: 1.31720
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Practically insoluble in water
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 210.00205114
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

Dithiobis-propanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C(CSSCCC(=O)O)C(=O)O
• Uses: Highly reactive species. 3,3′-Dithiodipropionic acid was used as capping agent for introducing charge on gold nanoparticles surfaces.

Technology Process of 3,3'-Dithiodipropionic acid

There total 38 articles about 3,3'-Dithiodipropionic 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: 100.0%

3-mercaptopropionic acid (107-96-0) → 3,3'-dithiobis(propionic acid) (1119-62-6)

Guidance literature:

With ammonium thiocyanate; Benzoylformic acid; In acetonitrile; for 7h; Irradiation; Green chemistry;

DOI:10.1039/d0gc03818k

Reference yield: 92.0%

3-acetylsulfanyl-propionic acid (41345-70-4) → 3,3'-dithiobis(propionic acid) (1119-62-6) + C3H5ClO2S

Guidance literature:

With sulfuryl dichloride; In dichloromethane; at 10 - 20 ℃; for 0.5h;

DOI:10.1007/BF01168284

Reference yield: 90.0%

3-acetylsulfanyl-propionic acid (41345-70-4) → 3,3'-dithiobis(propionic acid) (1119-62-6)

Guidance literature:

With sulfuryl dichloride; In dichloromethane; at 10 ℃; for 1h;

DOI:10.1007/BF00953096

upstream raw materials:

tetrachloromethane

3-acetylsulfanyl-propionic acid

β-Propiolactone

xanthate carboxylic acid

Downstream raw materials:

3-mercaptopropionic acid

3-(trifluoromethylthio)propanoic acid

3-sulfopropanoic acid

((2-p-methoxybenzyloxycarbonyl)ethyl)disulfide

Refernces

• 1、 Norouzi, Parisa,Amini, Mohsen,Mottaghitalab, Fatemeh,Mirzazadeh Tekie, Farnaz Sadat,Dinarvand, Rassoul,Mirzaie, Zahra Hadavand,Atyabi, Fatemeh. "Design and fabrication of dual-targeted delivery system based on gemcitabine-conjugated human serum albumin nanoparticles". . p. 745 - 757. Retrieved 2020.
• 2、 Zolfigol, Mohammad Ali,Niknam, Khodabakhsh,Bagherzadeh, Mojtaba,Ghorbani-Choghamarani, Arash,Koukabi, Nadiya,Hajjamia, Maryam,Kolvaria, Eskandar. "Tribromoisocyanuric acid (TBCA) and oxone-MX systems as oxidizing agents: Oxidative coupling of thiols to their corresponding disulfides under mild and heterogeneous conditions". . p. 1115 - 1118. Retrieved 2007.
• 3、 Dittmer,Schaeffer. "". . p. 2475,2478. Retrieved 1961.
• 4、 Hoch, J. Mark,Field, Lamar. "Sulfinic Acids and Related Compounds. 14. Derivatives of 3-Sulfinopropanoic Acid". . p. 2601 - 2603. Retrieved 1983.
• 5、 Arroyo, Gabriel,Osnaya, Roberto,Cruz, Tonatiuh,Londono, Amparo,Alvarez, Cecilio,Delgado, Francisco,Santiago, Ricardo,Miranda, Rene. "Oxidation of thiols with metal nitrates supported on TAFF". . p. 262 - 265. Retrieved 2003.
• 6、 Ozen, Recep,Aydin, Fatma. "Oxidation of thiols to disulfides with molecular oxygen in subcritical water". . p. 307 - 310. Retrieved 2006.
• 7、 Ghorbani-Vaghei, Ramin,Zolfigol, Mohammad Ali,Moshfeghifar, Nasrin,Koukabi, Nadiya,Chehardoli, Gholamabbas. "Poly(N-bromobenzene-1,3-disulfonylamide), N,N,N′,N′- tetrabromobenzene-1,3-disulfonylamide and DABCO-bromine complex: As novel reagents for the oxidative coupling of thiols to disulfides". . p. 791 - 794. Retrieved 2007.
• 8、 Khazaei, Ardeshir,Zolfigol, Mohammad Ali,Rostami, Amin. "1,3-Dibromo-5,5-dimethylhydantoin [DBDMH] as an efficient and selective agent for the oxidation of thiols to Disulfides in solution or under solvent-free conditions". . p. 2959 - 2961. Retrieved 2004.
• 9、 Guedes Da Silva, M. Fátima C.,Da Silva, J. Armando L.,Fraústo Da Silva, Jo?o J. R.,Pombeiro, Armando J. L.,Amatore, Christian,Verpeaux, Jean-No?l. "Evidence for the Michaelis-Menton type mechanism in the electrocatalytic oxidation of mercaptopropionic acid by an amavadine model". . p. 7568 - 7573. Retrieved 1996.
• 10、 Parsons, Zachary D.,Gates, Kent S.. "Thiol-dependent recovery of catalytic activity from oxidized protein tyrosine phosphatases". . p. 6412 - 6423. Retrieved 2013.