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559938

Sigma-Aldrich

4-Mercaptophenol

97%

Synonym(s):

4-Hydroxythiophenol

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About This Item

Linear Formula:
HSC6H4OH
CAS Number:
637-89-8
Molecular Weight:
126.18
Beilstein:
2039306
EC Number:
211-307-6
MDL number:
MFCD00004850
UNSPSC Code:
12352100
PubChem Substance ID:
24879829
NACRES:
NA.22

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Assay

97%

bp

149-150 °C/25 mmHg (lit.)

mp

33-35 °C (lit.)

SMILES string

Oc1ccc(S)cc1

InChI

1S/C6H6OS/c7-5-1-3-6(8)4-2-5/h1-4,7-8H

InChI key

BXAVKNRWVKUTLY-UHFFFAOYSA-N

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Application

4-Mercaptophenol (MPH) has been used to study the adsorption of MPH on silver coated polystyrene nanospheres by time-dependent surface-enhanced Raman scattering (SERS) spectroscopy.[1]
4-Mercaptophenol may be used in the preparation of silylated monomer, which was employed for the synthesis of hyperbranched poly(ester-imide).[2] 4-Mercaptophenol (H-4MP) reacts with metal tert-butoxides ([M(OBut)4]) to yield the following Group 4 phenoxy-thiols:[3]
  • [(HOBut)(4MP)3M(μ-4MP)]2, where M = Ti, Zr, Hf
  • [(py)2M(4MP)], where M = Ti, Zr; py = pyridine
  • [(py)(4MP)3Hf(μ-4MP)]2
4-Mercaptophenol may be used in the synthesis of the following:
  • poly(ethersulfide)s via silylation followed by polycondensation with 2,6-dichloropyridine or 3,6-dichloropyridazine[4]
  • 2,6-di-tertiarybutyl-4-mercaptophenol via Friedel-Craft′s alkylation with tert-butyl chloride in presence of a lewis acid[5]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000302454
0000302454
MKCQ9758
MKCS0883
MKCN9133

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New polymer synthesis 99. Hyperbranched poly (ester-imide) s derived from 4, 5-dichlorophthalic acid.
Kricheldorf HR, et al.
High Performance Polymers, 10(3), 217-229 (1998)
Nouf N Mahmoud et al.
Biomaterials science, 8(6), 1669-1682 (2020-01-28)
The blood brain barrier (BBB) is a very selective barrier that protects the brain and the central nervous system (CNS) from the entry of harmful substances and helps regulate the exchange of different molecules and nutrients from and into the
Synthesis and characterization of a series of Group 4 phenoxy-thiol derivatives.
Boyle TJ, et al.
Polyhedron, 110, 1-13 (2016)
Optimization of Ag-Coated Polystyrene Nanosphere Substrates for Quantitative Surface-Enhanced Raman Spectroscopy Analysis.
Ingram WM, et al.
The Journal of Physical Chemistry C, 119(49), 27639-27648 (2015)
Kricheldorf.R.H
Silicon in Polymer Synthesis (2012)
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Questions

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  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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