2,2'-Disulfanediyldianiline

Basic Information

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CAS Number

1141-88-4

Molecular Formula

C12H12N2S2

Molecular Weight

248.38 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

91.0 to 95.0 deg-C

Boiling Point

398°C at 760 mmHg

Flash Point

194.5°C

Solubility

Soluble in hot methanol- almost transparent.

Refractive Index

1.5700 (estimate)

SMILES

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C1=CC=C(C(=C1)N)SSC2=CC=CC=C2N

InChI

InChI=1S/C12H12N2S2/c13-9-5-1-3-7-11(9)15-16-12-8-4-2-6-10(12)14/h1-8H,13-14H2

InChIKey

YYYOQURZQWIILK-UHFFFAOYSA-N

LogP

3.650400000000002

Topological Polar Surface Area

52.04 Å²

Hydrogen Bond Donor/Acceptor

4 / 2

Complexity

191

Safety Information

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GHS Hazard Pictograms

H301

H318

H410

Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

H318 Causes serious eye damage
Serious eye damage/eye irritation

H410 Very toxic to aquatic life with long lasting effects
Hazardous to the aquatic environment, long-term hazard

Synonyms & References

English

AKOS000121454
CS-0011027
DTXSID2061561
2,2'-Diaminodiphenyldisulfid
AMY22526
NSC 8186
Y75Q7B8EAE
ANILINE, 2,2'-DITHIOBIS-
2,2'-Diaminodiphenyl disulphide
o,o-Dithio-bis(aniline)
Disulfide, bis(o-aminophenyl)
EINECS 214-529-1
Disulfide, 1,1'-bis(2-aminophenyl)
o,o'-Diaminodiphenyl disulfide
NSC 54509
Bis(2-aminophenyl)disulfide
2-[(2-aminophenyl)disulfanyl]aniline
2,2 inverted exclamation mark -Disulfanediyldianiline
Disulfide, bis(o-aminophenyl)-
Benzenamine, 2,2'-dithiobis-
Thulium Ionophore I, Selectophore(TM), function tested
SMR000528252
2,2/'-Diaminodiphenyl disulphide
MLS000737295
HMS2886A21
Disulfide,1'-bis(2-aminophenyl)
NSC-677450
NSC677450
NSC49112
MFCD00007703
UNII-Y75Q7B8EAE

MDL Number

MFCD00007703

Customs Code

2930909090

FAQ

What are the physical and chemical properties of 2,2'-Disulfanediyldianiline (CAS: 1141-88-4)?

2,2'-Disulfanediyldianiline (CAS: 1141-88-4) is a white to light yellow crystalline solid with a molecular weight of approximately 212.24 g/mol. It has limited solubility in water but is more soluble in organic solvents like ethanol and acetone. This compound is known for its reactivity towards nucleophiles, particularly due to the presence of the sulfide groups. It tends to react with amines and thiols, making it useful in various chemical syntheses.

How is 2,2'-Disulfanediyldianiline (CAS: 1141-88-4) typically synthesized?

2,2'-Disulfanediyldianiline (CAS: 1141-88-4) is typically synthesized through the reaction of aniline with sulfur dioxide in the presence of a catalyst, such as aluminum chloride or aluminum sulfate. The reaction involves the sulfonation of aniline followed by coupling, leading to the formation of the disulfide aniline derivative. The yield and selectivity can be improved by optimizing reaction conditions, such as temperature, concentration, and catalyst choice.

What industries use 2,2'-Disulfanediyldianiline (CAS: 1141-88-4)?

2,2'-Disulfanediyldianiline (CAS: 1141-88-4) is primarily used in the pharmaceutical industry for the synthesis of certain drugs. It also finds applications in the polymer industry as a precursor for polymeric materials. Additionally, it is used in the development of sensors and semiconductors due to its unique electronic properties. Its use in these industries highlights its versatility and importance in chemical research and manufacturing.

What precautions should be taken when handling 2,2'-Disulfanediyldianiline (CAS: 1141-88-4)?

When handling 2,2'-Disulfanediyldianiline (CAS: 1141-88-4), it is crucial to wear appropriate personal protective equipment (PPE), including gloves, goggles, and lab coats, to protect against skin contact and inhalation. Work should be performed in a well-ventilated area or under a fume hood to minimize exposure. Spills should be cleaned up immediately and treated as per the safety data sheet (SDS). Proper disposal of the compound should follow environmental regulations and guidelines to ensure safe handling and disposal.