Dithiodiglycolic acid

Base Information

• Chemical Name: Dithiodiglycolic acid
• CAS No.: 505-73-7
• Molecular Formula: C4H6 O4 S2
• Molecular Weight: 182.221
• Hs Code.: 2930909090
• European Community (EC) Number: 208-019-8
• NSC Number: 54088
• UNII: 7ZZ0LAL4TI
• DSSTox Substance ID: DTXSID6060131
• Nikkaji Number: J6.226J
• Wikidata: Q27269092
• ChEMBL ID: CHEMBL1611974
• Mol file: 505-73-7.mol

Synonyms:Dithiodiglycolic acid;505-73-7;Acetic acid, 2,2'-dithiobis-;Dithiodiacetic acid;Dithioglycolic acid;2,2'-Dithiodiacetic acid;2-(carboxymethyldisulfanyl)acetic acid;Thioglycolate disulfide;Acetic acid, dithiodi-;NSC54088;NSC-54088;7ZZ0LAL4TI;Bis(carboxymethyl) disulfide;2,2'-disulfanediyldiacetic acid;NSC 54088;DithiodiglycolicAcid;Dithioglycollic acid;Dithiodiglycollic acid;2,2-dithioglycolic acid;UNII-7ZZ0LAL4TI;2,2'-Dithiobisacetic acid;Acetic acid,2'-dithiobis-;mercaptoacetic acid disulfide;NCIStruc1_000215;NCIStruc2_000205;2,2'-Dithiodiglycolic acid;2,2'-Dithiodi(acetic) acid;SCHEMBL298385;Dithiodiglycolic acid, >=98%;BIS(MERCAPTOACETIC ACID);CHEMBL1611974;DTXSID6060131;DLLMHEDYJQACRM-UHFFFAOYSA-;2,2'-DITHIODIETHANOIC ACID;NCI54088;DITHIODIGLYCOLIC ACID [INCI];EINECS 208-019-8;CCG-36549;MFCD00039607;NCGC00013664;AKOS028108559;AT13108;2-[(carboxymethyl)disulfanyl]acetic acid;NCGC00013664-02;NCGC00096776-01;I+/-,I+/-'-DithiodiessigsA currencyure;NCI60_004335;CS-0158473;D0945;FT-0609302;2,2 inverted exclamation mark -Dithiodiacetic acid;Q27269092

Chemical Property of Dithiodiglycolic acid

Chemical Property:

• Vapor Pressure: 2.32E-07mmHg at 25°C
• Melting Point: 128-131 °C(lit.)
• Boiling Point: 395.6°Cat760mmHg
• PKA: pK1:3.32;pK2:4.29 (25°C)
• Flash Point: 193°C
• PSA: 125.20000
• Density: 1.63g/cm³
• LogP: 0.53700
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: very faint turbidity
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 181.97075102
• Heavy Atom Count: 10
• Complexity: 119

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(Carboxymethyldisulfanyl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 26-36/37/39-45-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C(C(=O)O)SSCC(=O)O

Technology Process of Dithiodiglycolic acid

There total 87 articles about Dithiodiglycolic 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%

mercaptoacetic acid (68-11-1) → disulfanediyldiacetic acid (505-73-7)

Guidance literature:

With 2,2'-dipyridyl disulfide bis-N-oxide; In chloroform-d1; for 18h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86546-7

Reference yield:

2-bromomalonic acid (600-31-7) + mercaptoacetic acid (68-11-1) → malonic acid (141-82-2) + disulfanediyldiacetic acid (505-73-7) + hydrogen bromide (10035-10-6,12258-64-9)

Guidance literature:

Kinetics; Kinetik der Reaktionen in Wasser;

Reference yield:

Iodoacetic acid (64-69-7) + mercaptoacetic acid (68-11-1) → disulfanediyldiacetic acid (505-73-7) + hydrogen iodide (10034-85-2) + acetic acid (64-19-7,77671-22-8)

Guidance literature:

in saurer wss.Loesung;

upstream raw materials:

thiocyanato-acetic acid

potassium thioacyanate

sodium monochloroacetic acid

2-iodopropionic acid

Downstream raw materials:

3-carboxymethyldisulfanyl-L-alanine

cysteine disulfide

mercaptoacetic acid

L-cystine

Refernces

• 1、 Baeuerlein et al.. "-". . p. 308,309. Retrieved 1971.
• 2、 Islamgulova,Shitova,Akhmerova,Tomilov. "Improvement of a process for synthesis of thioglycolic acid". . p. 1438 - 1440. Retrieved 2002.
• 3、 Sharma, Ranjana,Pal, Mahender,Mishra. "Cu(II) catalyzed oxidation of mercaptoacetic acid by methylene blue in acidic medium: Influence of solvent and morphology". . p. 41 - 47. Retrieved 2016.
• 4、 Roy, Anindita,Sahoo, Ramkrishna,Ray, Chaiti,Dutta, Soumen,Pal, Tarasankar. "Soft template induced phase selective synthesis of Fe2O3 nanomagnets: One step towards peroxidase-mimic activity allowing colorimetric sensing of thioglycolic acid". . p. 32308 - 32318. Retrieved 2016.
• 5、 Hajjami, Maryam,Sheikhaei, Shiva,Gholamian, Fatemeh,Yousofvand, Zakieh. "Synthesis and Characterization of Magnetic Functionalized Ni and Cu Nano Catalysts and Their Application in Oxidation, Oxidative Coupling and Various Multi-Component Reactions". . p. 2420 - 2435. Retrieved 2021/01/04.
• 6、 Nikoorazm, Mohsen,Khanmoradi, Maryam. "Synthesis and characterization of VO–vanillin complex immobilized on MCM-41 and its facile catalytic application in the sulfoxidation reaction, and synthesis of 2,3-dihydroquinazolin-4(1H)-ones and disulfides in green media". . p. 1477 - 1489. Retrieved 2020/03/11.