Description

p-Xylylenedithiol (CAS No. 105-09-9) is a high-purity organic compound with the molecular formula C₈H₁₀S₂, widely utilized in advanced chemical synthesis and material science applications. This aromatic dithiol features two reactive mercaptomethyl (–CH₂SH) groups positioned para to each other on a benzene ring, enabling its use as a versatile crosslinker or building block for polymers, ligands, and self-assembled monolayers (SAMs). With a purity of ≥98%, our product is rigorously tested via GC/MS and NMR to ensure consistency for sensitive research applications, including nanotechnology, surface modification, and coordination chemistry. Packaged under inert gas to prevent oxidation, it is available in quantities from grams to kilograms, with custom bulk options. Store in a cool, dry place away from light.

Properties

• CAS Number: 105-09-9
• Complexity: 73.3
• IUPAC Name: [4-(sulfanylmethyl)phenyl]methanethiol
• InChI: InChI=1S/C8H10S2/c9-5-7-1-2-8(6-10)4-3-7/h1-4,9-10H,5-6H2
• InChI Key: IYPNRTQAOXLCQW-UHFFFAOYSA-N
• Exact Mass: 170.02239267
• Molecular Formula: C8H10S2
• Molecular Weight: 170.3
• SMILES: C1=CC(=CC=C1CS)CS
• Topological: 2
• Monoisotopic Mass: 170.02239267
• Synonyms: 1,4-Benzenedimethanethiol, 105-09-9, p-Xylylenedithiol, 1,4-Bis(mercaptomethyl)benzene, 1,4-Benzenebis(methanethiol), .alpha.,.alpha.’-p-Xylenedithiol, K48UBZ9IMD, p-Xylene-.alpha.,.alpha.’-dithiol, alpha,alpha’-p-Xylenedithiol, p-Xylene-alpha,alpha’-dithiol, EINECS 203-269-4, NSC 72094, NSC-72094, 1,4-XYLYLENEDITHIOL, DTXSID1059313, alpha,alpha’-Dimercapto-p-xylene, .ALPHA.,.ALPHA.’-DIMERCAPTO-P-XYLENE, DTXCID8032910, 203-269-4, [4-(sulfanylmethyl)phenyl]methanethiol, 1,4-Benzene dimethanethiol, MFCD00004872, UNII-K48UBZ9IMD, NCIOpen2_000587, SCHEMBL127369, 1,4-bis(mercaptomethyl)-benzene, 1,4-Benzenedimethanethiol, 98%, NSC72094, AKOS015897641, 4-(Sulfanylmethyl)benzyl hydrosulfide #, AC-16428, AS-58454, FB147136, B1521, NS00023349, 10.14272/IYPNRTQAOXLCQW-UHFFFAOYSA-N, T70041, 10.14272/IYPNRTQAOXLCQW-UHFFFAOYSA-N.1, doi:10.14272/IYPNRTQAOXLCQW-UHFFFAOYSA-N, doi:10.14272/IYPNRTQAOXLCQW-UHFFFAOYSA-N.1, doi:10.14272/IYPNRTQAOXLCQW-UHFFFAOYSA-N.2, Q63408976, 1,4-BDMT;1,4-Bis(mercaptomethyl)benzene;a,a’-Dimercapto-p-xylene

p-Xylylenedithiol serves as a critical precursor in polymer chemistry for synthesizing thiol-functionalized resins and elastomers. It is employed in gold nanoparticle stabilization and as a linker for bio-conjugation due to its strong affinity for metal surfaces. Researchers also use it to create disulfide-based dynamic materials or as a chain extender in polyurethane synthesis.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (97.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (97.6%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.