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125237

Sigma-Aldrich

4-Chlorothiophenol

97%

Synonym(s):

4-Chlorobenzenethiol, 4-Chlorophenyl mercaptan

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About This Item

Linear Formula:
ClC6H4SH
CAS Number:
106-54-7
Molecular Weight:
144.62
Beilstein/REAXYS Number:
605971
EC Number:
203-408-9
MDL number:
MFCD00004847
UNSPSC Code:
12352100
PubChem Substance ID:
24847657
NACRES:
NA.22
Pricing and availability is not currently available.
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Quality Level

100

assay

97%

form

solid

bp

205-207 °C (lit.)

mp

49-51 °C (lit.)

solubility

methanol: soluble

functional group

chloro

SMILES string

Sc1ccc(Cl)cc1

InChI

1S/C6H5ClS/c7-5-1-3-6(8)4-2-5/h1-4,8H

InChI key

VZXOZSQDJJNBRC-UHFFFAOYSA-N

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1 of 4

This Item
1343411967119670
4-Chlorothiophenol 97%

125237

4-Chlorothiophenol

4-Phenylphenol 97%

134341

4-Phenylphenol

4-tert-Butylcatechol ≥99.0%

19671

4-tert-Butylcatechol

4-tert-Butylcatechol ≥97.0% (HPLC)

19670

4-tert-Butylcatechol

assay

97%

assay

97%

assay

≥99.0%

assay

≥97.0% (HPLC)

solubility

methanol: soluble

solubility

methanol: soluble 50 mg/mL, clear, colorless

solubility

methanol: soluble 1 g/10 mL, clear, colorless

solubility

methanol: soluble 1 g/10 mL, clear, colorless to slightly yellow

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

mp

49-51 °C (lit.)

mp

164-166 °C (lit.)

mp

52-55 °C (lit.), 56-58 °C

mp

52-55 °C (lit.), 53-58 °C

bp

205-207 °C (lit.)

bp

321 °C (lit.)

bp

285 °C (lit.)

bp

285 °C (lit.)

form

solid

form

-

form

powder

form

-

General description

4-Chlorothiophenol undergoes oxidative coupling catalyzed by iron(III)-tetra phenyl prophyrin to form disulfides[1].

Application

4-Chlorothiophenol was used to modify poly(vinyl chloride) and to synthesize poly(vinyl chloride) with halogen groups[2].
Reactant involved in:
  • Oxidation to disulfides using cobalt-salen catalysts and air oxidizing agents
  • Thiourea-catalyzed sulfa-Michael addition to acryloyloxazolidinones
  • Pummerer-type cyclization
  • C-H Activation and C-S cross-coupling with heterocycles
  • Allylic sulfenylation with allylic carbonates
  • Lewis acid-catalyzed electrophilic ring-opening reactions of 2-aryl-3,4-dihydropyrans

related product

Product No.
Description
Pricing

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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    Certificates of Analysis (COA)

    Lot/Batch Number
    STBJ8011
    STBG6759
    STBF8773V
    STBF7451V
    STBD6298V

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    Selective Oxidation of Thiols to Disulfides Catalyzed by Iron (III)-Tetra Phenyl Porphyrin Using Urea-Hydrogen Peroxide as Oxidizing Reagent.
    Karami B, et al.
    Turkish Journal of Chemistry, 29(5), 539-539 (2005)
    Xiongfeng Lin et al.
    Nature communications, 8(1), 613-613 (2017-09-22)
    Hybrid organic-inorganic halide perovskites are low-cost solution-processable solar cell materials with photovoltaic properties that rival those of crystalline silicon. The perovskite films are typically sandwiched between thin layers of hole and electron transport materials, which efficiently extract photogenerated charges. This
    Xuejing Chen et al.
    The Analyst, 144(14), 4312-4319 (2019-06-13)
    A deep learning network called "residual neural network" (ResNet) was used to decode Raman spectra-encoded suspension arrays (SAs). With narrow bandwidths and stable signals, Raman spectra have ideal encoding properties. The different Raman reporter molecules assembled micro-quartz pieces (MQPs) were
    Modification of poly (vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization.
    Navarro R, et al.
    Polymer Degradation and Stability, 93(3), 585-591 (2008)
    Hyung-Mo Kim et al.
    Scientific reports, 8(1), 13938-13938 (2018-09-19)
    In this study, we report on the fabrication of multilayered tri-functional magnetic-SERS-fluorescence nanoprobes (MF-SERS particles) containing clustered superparamagnetic Fe3O4 nanoparticles (NPs), silver NPs, and a fluorescent silica layer. The MF-SERS particles exhibited strong SERS signals from the silver NPs as
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