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369462

4-Aminophenyl disulfide

98%

Synonyme(s) :

4,4′-Dithiodianiline

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A propos de cet article

Formule linéaire :
(H2NC6H4S-)2
Numéro CAS:
Poids moléculaire :
248.37
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
211-961-2
MDL number:
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Quality Segment

assay

98%

form

powder

mp

77-78 °C (lit.)

SMILES string

Nc1ccc(SSc2ccc(N)cc2)cc1

InChI

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

InChI key

MERLDGDYUMSLAY-UHFFFAOYSA-N

General description

4-Aminophenyl disulfide is primarily used as a reagent in chemical synthesis. It has thiol-disulfide interchange properties, making it useful in redox reactions and the synthesis of polymers. It can participate in thiol-disulfide exchange reactions, facilitating the formation of covalent bonds with other thiols or disulfides. 4-Aminophenyl disulfide is often employed as a crosslinking agent, particularly in polymerization reactions, where it can enhance the mechanical and thermal properties of polymers. It can also act as a dopant or charge-transfer agent in conductive polymers, improving their electrical conductivity.

Application

4-Aminophenyl disulfide can be used as:
  • A crosslinker in the synthesis of self-healing poly(urea-urethane) elastomers because of its quantitative healing efficiency. These self-healing materials find applications in various fields such as drug delivery, wound healing, and tissue engineering, electronics, aerospace, and coatings.
  • A hardener in the formulation of re-processable, repairable, and recyclable epoxy networks due to the presence of dynamic disulfide bonds, which enable the epoxy networks to undergo chemical recycling. These epoxy networks are widely used in various applications which include, composite materials, coatings, adhesives, and fiber-reinforced thermoset composites.
  • A crosslinking agent for the development of epoxy vitrimers and carbon fiber composites with enhanced mechanical properties, multi-shape memory capabilities for the potential applications in high-performance materials.
4-Aminophenyl disulfide can also be used in the following:
Bioconjugation: The amine group can react with carboxylic acids or their derivatives, making it useful for conjugating biomolecules like proteins and peptides. This is particularly valuable in developing targeted drug delivery systems where the drug is directly linked to a molecule that can home in on cancer cells or other disease sites.
Diagnostic Agents: It can be used to modify surfaces of diagnostic devices, such as biosensors. They can help in the immobilization of biomolecules on sensor surfaces, improving the sensitivity and specificity of detection.

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Cet article
16676643637232955
description

98%

description

98%

description

98%

description

analytical standard

assay

98%

assay

98%

assay

98%

assay

≥99.0% (GC)

form

powder

form

solid

form

solid

form

-

mp

77-78 °C (lit.)

mp

91-92 °C (lit.)

mp

105-107 °C (lit.)

mp

105-107 °C (lit.)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100


Classe de stockage

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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