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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:
Molecular Weight:
216.30
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
205-370-9
Beilstein/REAXYS Number:
1875513
MDL number:
Assay:
98%
Form:
solid
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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

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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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Aromatic polyimides.
Bower GM and Frost LW.
Journal of Polymer Science Part A: Polymer Chemistry, 1(10), 3135-3150 (1963)
Quantum wire and dot formation by chemical vapor deposition and molecular layer deposition of one-dimensional conjugated polymer.
Yoshimura T, et al.
Applied Physics Letters, 60(3), 268-270 (1992)
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)
R Hasegawa et al.
Carcinogenesis, 12(8), 1515-1518 (1991-08-01)
Three thyroid carcinogens, 2,4-diaminoanisole sulfate (DAAS), N,N'-diethylthiourea (DETU) and 4,4'-thiodianiline (TDA), were simultaneously administered in the diet to male F344 rats at one-third the concentration of the reported TD50 levels (610, 200 and 46 p.p.m. respectively) for 52 weeks. The

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