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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:
Molecular Weight:
126.18
Beilstein/REAXYS Number:
2039306
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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.
4-Mercaptophenol may be used in the preparation of silylated monomer, which was employed for the synthesis of hyperbranched poly(ester-imide). 4-Mercaptophenol (H-4MP) reacts with metal tert-butoxides ([M(OBut)4]) to yield the following Group 4 phenoxy-thiols:
  • [(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
  • 2,6-di-tertiarybutyl-4-mercaptophenol via Friedel-Craft′s alkylation with tert-butyl chloride in presence of a lewis acid

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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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)
Sriram.D and Yogeeswari.P
Medicinal Chemistry null
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

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