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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:
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

Signal Word

Warning

Hazard Statements

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Synthesis and characterization of a series of Group 4 phenoxy-thiol derivatives.
Boyle TJ, et al.
Polyhedron, 110, 1-13 (2016)

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