Acetic acid, 2,2'-[methylenebis(thio)]bis-

Base Information

• Chemical Name: Acetic acid, 2,2'-[methylenebis(thio)]bis-
• CAS No.: 2068-24-8
• Molecular Formula: C5H8 O4 S2
• Molecular Weight: 196.248
• Hs Code.: 2930909090
• European Community (EC) Number: 218-189-5
• NSC Number: 163488
• DSSTox Substance ID: DTXSID7062164
• Nikkaji Number: J23.202E
• Wikidata: Q81989883
• Mol file: 2068-24-8.mol

Synonyms:2068-24-8;Acetic acid, 2,2'-[methylenebis(thio)]bis-;Methylenedithiodiacetic acid;Methylenebisthioglycolic acid;2,2'-[methylenebis(thio)]diacetic acid;2-(carboxymethylsulfanylmethylsulfanyl)acetic acid;Acetic acid, (methylenedithio)di-;Acetic acid,2,2'-[methylenebis(thio)]bis-;2,2'-(Methylenebis(sulfanediyl))diacetic acid;Methylenebis-(thioglycollic acid);EINECS 218-189-5;METHYLENEBIS(THIOACETIC ACID);NSC 163488;Acetic acid, 2,2'-(methylenebis(thio))bis-;2-({[(carboxymethyl)thio]methyl}thio)acetic acid;2,2'-(Methylenebis(thio))bisacetic acid;2,2'-[methylenebis(thio)]bisacetic acid;2-([[(CARBOXYMETHYL)THIO]METHYL]THIO)ACETIC ACID;Maybridge1_007359;3,5-Dithiaheptanedioic acid;SCHEMBL1324929;Methylene bis-(thioacetic acid);DTXSID7062164;methylene-bis(thioglycolic acid);HMS562G11;Methylenebis(mercaptoacetic acid);MFCD00021766;NSC163488;AKOS001030456;NSC-163488;NCGC00330413-01;Acetic acid,2'-[methylenebis(thio)]bis-;2,2'-methylenebis(sulfanediyl)diacetic acid;CS-0266369;EU-0001617;FT-0608341;M0218;D91293;AB00631379-03;SR-01000399282;SR-01000399282-1;Z56759247;(([(Carboxymethyl)sulfanyl]methyl)sulfanyl)acetic acid #

Chemical Property of Acetic acid, 2,2'-[methylenebis(thio)]bis-

Chemical Property:

• Vapor Pressure: 1.58E-08mmHg at 25°C
• Melting Point: 125 °C
• Boiling Point: 428.1°Cat760mmHg
• PKA: pK1:3.31;pK2:4.345 (18°C)
• Flash Point: 212.7°C
• PSA: 125.20000
• Density: 1.53g/cm³
• LogP: 0.57950
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 195.98640108
• Heavy Atom Count: 11
• Complexity: 131

Purity/Quality:

98% ^*data from raw suppliers

2,2''-[Methylenebis(thio)]diaceticAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=O)O)SCSCC(=O)O

Technology Process of Acetic acid, 2,2'-[methylenebis(thio)]bis-

There total 8 articles about Acetic acid, 2,2'-[methylenebis(thio)]bis- 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: 80.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + mercaptoacetic acid (68-11-1) → methylenedithiodiacetic acid (2068-24-8)

Guidance literature:

With hydrogenchloride; In water;

DOI:10.1055/s-1981-29676

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + α,α'-(benzylidenedithio)diacetic acid (4265-49-0) → methylenedithiodiacetic acid (2068-24-8) + benzaldehyde (100-52-7)

Guidance literature:

at 20 ℃;

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + sulfomercapto-acetic acid (127744-05-2) → methylenedithiodiacetic acid (2068-24-8)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

formaldehyd

sulfomercapto-acetic acid

mercaptoacetic acid

hydrogenchloride

Downstream raw materials:

3,5-dithia-heptanedioic acid dimethyl ester

Ni⁽²⁺⁾*CH₂(SCH₂COO)2^(2-)=Ni(CH₂(SCH₂COO)2)

5-(2-amino-phenylimino)-[1,3]dithiane-4-carboxylic acid methyl ester

methylsulfanyl-acetic acid

Refernces

• 1、 Baliah, V.,Prema, S.,Jawaharsingh, C. B.,Chockalingam, K. N.,Jeyaraman, R.. "Synthesis of 5-Aryl-4,6-bis-1,3-dithiane 1,1,3,3-Tetroxides". . p. 995 - 996. Retrieved 2007/10/02.