2,2'-(Methylenedisulfanediyl)diacetic acid

Basic Information

View in Editor

CAS Number

2068-24-8

Molecular Formula

C5H8O4S2

Molecular Weight

196.25 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Melting Point

125.0 to 129.0 deg-C

Boiling Point

428.1°Cat760mmHg

Density

1.53

Flash Point

212.7°C

SMILES

View in Editor

C(C(=O)O)SCSCC(=O)O

InChI

InChI=1S/C5H8O4S2/c6-4(7)1-10-3-11-2-5(8)9/h1-3H2,(H,6,7)(H,8,9)

InChIKey

CZEVAMMETWVBOD-UHFFFAOYSA-N

LogP

0.5794999999999998

Topological Polar Surface Area

74.6 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

131

Synonyms & References

English

METHYLENEBIS(THIOACETIC ACID)
SCHEMBL1324929
2,2'-methylenebis(sulfanediyl)diacetic acid
Z56759247
2,2'-[methylenebis(thio)]diacetic acid
Methylenebisthioglycolic acid
FT-0608341
?METHYLENEBIS(THIOACETIC ACID)
2,2'-(Methylenebis(thio))bisacetic acid
NSC163488
NS00026716
2068-24-8
Acetic acid, (methylenedithio)di-
NCGC00330413-01
Methylenebis(mercaptoacetic acid)
M0218
methylene-bis(thioglycolic acid)
Acetic acid,2,2'-[methylenebis(thio)]bis-
NSC 163488
2-({[(carboxymethyl)sulfanyl]methyl}sulfanyl)acetic acid
CZEVAMMETWVBOD-UHFFFAOYSA-N
EINECS 218-189-5
EU-0001617
NSC-163488
Acetic acid,2'-[methylenebis(thio)]bis-
2-([[(CARBOXYMETHYL)THIO]METHYL]THIO)ACETIC ACID
(([(Carboxymethyl)sulfanyl]methyl)sulfanyl)acetic acid #
MFCD00021766
SR-01000399282
Acetic acid, 2,2'-(methylenebis(thio))bis-
Methylenebis-(thioglycollic acid)

MDL Number

MFCD00021766

Customs Code

2930909090

FAQ

What are the physical and chemical properties of 2,2'-(Methylenedisulfanediyl)diacetic acid (CAS: 2068-24-8)?

2,2'-(Methylenedisulfanediyl)diacetic acid (CAS: 2068-24-8) is a colorless, crystalline solid with a molecular weight of approximately 248.16 g/mol. It has a pKa of about 2.7 and 3.8. This compound is moderately soluble in water, with a solubility of around 2.5 g/100 mL at 25°C. It is known for its reducing properties and is reactive towards various metal ions, making it useful in chelation reactions and as a building block in complex chemistry.

How is 2,2'-(Methylenedisulfanediyl)diacetic acid (CAS: 2068-24-8) typically synthesized?

2,2'-(Methylenedisulfanediyl)diacetic acid (CAS: 2068-24-8) is typically synthesized via the amidation of 1,2-dithiolane-3,4-dione with acetic anhydride. This process involves the reaction of 1,2-dithiolane-3,4-dione with acetic anhydride in the presence of a base such as pyridine, yielding the desired product with high selectivity and good yield. The synthesis is usually conducted under mild conditions to ensure product integrity.

What industries use 2,2'-(Methylenedisulfanediyl)diacetic acid (CAS: 2068-24-8)?

2,2'-(Methylenedisulfanediyl)diacetic acid (CAS: 2068-24-8) finds applications in various industries. It is commonly used in pharmaceuticals for chelation therapy, in polymers as a stabilizer, in sensors for metal ion detection, and in semiconductor manufacturing for etching processes. Its versatile properties make it a valuable compound in these and other chemical applications.

What precautions should be taken when handling 2,2'-(Methylenedisulfanediyl)diacetic acid (CAS: 2068-24-8)?

When handling 2,2'-(Methylenedisulfanediyl)diacetic acid (CAS: 2068-24-8), it is important to use proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound should be handled in a well-ventilated area or in a fume hood to minimize exposure. Spills should be cleaned up using appropriate methods and the Material Safety Data Sheet (MSDS) should be referenced for specific instructions. Emergency eyewash stations and spill kits should be readily available in the laboratory.