Date published: 2025-10-18

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Benzyl mercaptan (CAS 100-53-8)

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Alternate Names:
Thiobenzyl Alcohol; α-Toluenethiol
Application:
Benzyl mercaptan is a common laboratory alkylthiol, which can be used as a source of thiol function
CAS Number:
100-53-8
Purity:
≥96%
Molecular Weight:
124.20
Molecular Formula:
C7H8S
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Benzyl mercaptan is a chemical compound that functions as a reactive intermediate in organic synthesis. It acts as a nucleophile in various chemical reactions, particularly in the formation of carbon-sulfur bonds. The mechanism of action involves its ability to undergo nucleophilic substitution reactions, where it can displace other functional groups in organic molecules. Benzyl mercaptan′s reactivity allows it to participate in the synthesis of agrochemicals and other fine chemicals. Its role in these reactions involves the addition of a thiol group to organic molecules, leading to the formation of new carbon-sulfur bonds.


Benzyl mercaptan (CAS 100-53-8) References

  1. Hydrothiolation of benzyl mercaptan to arylacetylene: application to the synthesis of (E) and (Z)-isomers of ON 01910·Na (Rigosertib®), a phase III clinical stage anti-cancer agent.  |  Pallela, VR., et al. 2013. Org Biomol Chem. 11: 1964-77. PMID: 23386308
  2. Rotational Spectrum, Tunneling Motions, and Intramolecular Potential Barriers in Benzyl Mercaptan.  |  Saragi, RT., et al. 2019. J Phys Chem A. 123: 8435-8440. PMID: 31487179
  3. A novel thiolysis-high-performance liquid chromatography method for the determination of proanthocyanidins in grape seeds.  |  Shi, L., et al. 2022. J Sep Sci. 45: 1874-1883. PMID: 35357084
  4. Anaerobic degradation of thiobencarb by mixed culture of isolated bacteria.  |  Duc, HD. 2023. FEMS Microbiol Lett. 370: PMID: 36521844
  5. Advanced investigation of a putative adsorption process of nine non key food odorants (non-KFOs) on the broadly tuned human olfactory receptor OR2W1: Statistical physics modeling and molecular docking study.  |  Ben Khemis, I., et al. 2023. Int J Biol Macromol. 233: 123548. PMID: 36758753
  6. Ring-Opening Polymerization for the Goal of Chemically Recyclable Polymers.  |  Plummer, CM., et al. 2023. Macromolecules. 56: 731-750. PMID: 36818576
  7. Ph3P-mediated decarboxylative ring-opening of maleic anhydride by thiolic compounds: formation of two carbon-sulfur bonds.  |  Nowrouzi, N., et al. 2023. RSC Adv. 13: 9242-9246. PMID: 36950714
  8. Mechanistic Understanding of Tyrosinase Inhibition by Polymeric Proanthocyanidins from Acacia confusa Stem Bark and Their Effect on the Browning Resistance of Fresh-Cut Asparagus Lettuce.  |  Li, G., et al. 2023. Molecules. 28: PMID: 37110667
  9. Facile Synthesis of Sulfur-Containing Functionalized Disiloxanes with Nonconventional Fluorescence by Thiol-Epoxy Click Reaction.  |  Tang, J., et al. 2023. Int J Mol Sci. 24: PMID: 37175492
  10. Oxidative cleavage and ammoxidation of organosulfur compounds via synergistic Co-Nx sites and Co nanoparticles catalysis.  |  Luo, H., et al. 2023. Nat Commun. 14: 2981. PMID: 37221164
  11. Study of Photophysical Properties of Thiol-capped CdS Quantum Dots Doped with Gold Nanoparticles.  |  Biswas, B. 2023. J Fluoresc.. PMID: 37289407
  12. Chemically Recyclable Polymer System Based on Nucleophilic Aromatic Ring-Opening Polymerization.  |  Su, YL., et al. 2023. J Am Chem Soc. 145: 13950-13956. PMID: 37307298

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Benzyl mercaptan, 25 g

sc-353053
25 g
$41.00

Benzyl mercaptan, 100 g

sc-353053A
100 g
$63.00