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422967

Sigma-Aldrich

4-Aminothiophenol

≥97.0%

Synonym(s):

4-Aminobenzenethiol, 4-Aminophenyl mercaptan, 4-Mercaptoaniline

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About This Item

Linear Formula:
H2NC6H4SH
CAS Number:
1193-02-8
Molecular Weight:
125.19
Beilstein:
906904
EC Number:
214-763-4
MDL number:
MFCD00007880
UNSPSC Code:
12352100
PubChem Substance ID:
24866468
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

≥97.0%

bp

140-145 °C/16 mmHg (lit.)

mp

37-42 °C (lit.)

storage temp.

2-8°C

SMILES string

Nc1ccc(S)cc1

InChI

1S/C6H7NS/c7-5-1-3-6(8)4-2-5/h1-4,8H,7H2

InChI key

WCDSVWRUXWCYFN-UHFFFAOYSA-N

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General description

4-Aminothiophenol is a bifunctional aromatic thiol used to form self-assembled monolayers for biosensors. [1]

4-Aminothiophenol (p-aminothiophenol, PATP) is an aromatic thiol. The self-assembly of silver and gold nano particles which are interconnected with 4-ATP to form metal-molecule-metal sandwich architecture has been characterized by surface enhanced Raman scattering (SERS) using an off-surface plasmon resonance condition.[2] Chemical transformation of PATP to 4,4-dimercaptoazobenzene (DMAB) has been extensively studied.[3][4]

Application

4-Aminothiophenol (4-ATP) was employed as bifunctional molecule to functionalize gold nanoparticles (NPs) used in surface-enhanced Raman spectroscopy (SERS) detection of thrombin by protein recognition.[5]

It may be used in the following studies:
  • As a water insoluble ligand in the synthesis of pectin–4-aminothiophenol conjugates.[6]
  • To functionalize gold nanorods (GNR) in the development of GNR nitrite sensor.[7]
  • To form self-assembled monolayers (SAMs) of 4-aminothiophenol in the development of DNA biosensor.[8]
  • As a linker to thiol (SH) functionalize multiwalled carbon nanotubes (MWCNTs).[9]
  • To generate amino terminated self-assembly monolayers(SAMs) on platinum electrode which forms the base for attachment of single-wall carbon nano tubes (SWCTs).[10]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000419182
0000219044
0000164217
0000120950
BCCD5102

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Attachment of single-wall carbon nanotubes on platinum surfaces by self-assembling techniques.
Rosario-Castro BI, et al.
Reviews on Advanced Materials, 10, 381-386 (2005)
Surface-enhanced Raman scattering of 4-aminothiophenol self-assembled monolayers in sandwich structure with nanoparticle shape dependence: off-surface plasmon resonance condition.
Hu X, et al.
The Journal of Physical Chemistry C, 111(19), 6962-6969 (2007)
SERS detection of thrombin by protein recognition using functionalized gold nanoparticles.
Bizzarri AR, et al.
Nanomedicine: Nanotechnology, Biology, and Medicine, 3(4), 306-310 (2007)
Coral Salvo-Comino et al.
Materials (Basel, Switzerland), 13(3) (2020-02-09)
Phenolic compounds such as catechol are present in a wide variety of foods and beverages; they are of great importance due to their antioxidant properties. This research presents the development of a sensitive and biocompatible molecular imprinted sensor for the
Application of coulometric FFT cyclic voltammetry for determination of cholesterol based on cholesterol oxidase nano-biosensor.
Norouzi P.
Analytical and Bioanalytical Electrochemistry, 4(1), 70-82 (2010)
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Questions

1–3 of 3 Questions  

  1. 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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  2. 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/449/386/product-dating-information-mk.pdf

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  3. What is the solubility of 4-Aminothiophenol, product 422967?

    1 answer

    1. Solubility information is not available for this product

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