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Merck
CN

436372

4,4′-Diaminodiphenyl sulfide

98%

Synonym(s):

4,4′-Thiodianiline

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About This Item

Linear Formula:
S(C6H4NH2)2
CAS Number:
139-65-1
Molecular Weight:
216.30
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24867296
EC Number:
205-370-9
Beilstein/REAXYS Number:
1875513
MDL number:
MFCD00025342
Assay:
98%
Form:
solid

Key Documents

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InChI key

ICNFHJVPAJKPHW-UHFFFAOYSA-N

InChI

1S/C12H12N2S/c13-9-1-5-11(6-2-9)15-12-7-3-10(14)4-8-12/h1-8H,13-14H2

SMILES string

Nc1ccc(Sc2ccc(N)cc2)cc1

assay

98%

form

solid

mp

105-107 °C (lit.)

functional group

thioether

Quality Level

100

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General description

4,4′-Diaminodiphenyl sulfide is a diaminodiphenyl analog. On oral administration to rats, it induces haematological and pathological changes indicative of erythrocyte destruction. It has been reported to generate hydrogen peroxide in erythrocytes in vitro. Enzymatic oxidation of 4,4′-diaminodiphenyl sulfide to their sulfoxide derivatives in guinea pig liver homogenates has been reported.

Application

4,4′-Diaminodiphenyl sulfide may be employed for the fabrication of quantum wires and quantum dots by chemical vapor deposition.
It may be used for the preparation of the following:
  • polypyromellitimides
  • sulfur-containing copolyimides
  • polyamides

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Carc. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX1970
MKCR3568
MKCL0837
MKCG4189
MKBX9743V

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R Munday
Journal of applied toxicology : JAT, 5(6), 409-413 (1985-12-01)
Diphenyl disulphide has been shown to generate hydrogen peroxide in erythrocytes in vitro. It also induces oxidative damage (reversible and irreversible haemoglobin oxidation, depletion of non-protein and protein-bound thiols) in these cells. Such changes were also recorded in erythrocytes exposed
Polycondensation of pyridine-2,6-dicarboxylic acid with some di-and tetraamino compounds.
Banihashemi A and Eghbali M.
Journal of Polymer Science, 14(11), 2659-2664 (1976)
Synthesis and characterization of novel, soluble sulfur-containing copolyimides with high refractive indices.
Dusselberg D, et al.
J. Mater. Sci., 46(14), 4872-4879 (2011)
Aromatic polyimides.
Bower GM and Frost LW.
Journal of Polymer Science Part A: Polymer Chemistry, 1(10), 3135-3150 (1963)
The enzymatic formation of sulfoxides: the oxidation of chlorpromazine and 4,4'-diaminodiphenyl sulfide by guinea pig liver microsomes.
J R GILLETTE et al.
The Journal of pharmacology and experimental therapeutics, 130, 262-267 (1960-11-01)
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