2,6-Di-Tert-butyl-4-mercaptophenol

2,6-Di-Tert-butyl-4-mercaptophenol

CAS No.:950-59-4
Molecular Formula:C₁₄H₂₂OS
Molecular Weight:238.39 g mol⁻¹
Appearance:White to off-white crystalline solid; mp 84–86 °C, bp 305 °C/760 mmHg, ρ 1.04 g cm⁻³, fp 118 °C
Purity:≥98 % (GC)
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Product Description

A hindered phenolic thiol that unites the radical-scavenging 2,6-di-tert-butylphenol skeleton with a nucleophilic para-mercapto group, delivering dual antioxidant and sulfur-centred reactivity in one molecule. Key utilisations include:

UV-stable thiol–ene optical coatings: 0.5–2 wt % in triallyl ethers gives clear films (Tg 120 °C, YI <2 after 1 000 h Q-UVB, n 1.58) for smartphone camera lenses and OLED barrier layers .

RAFT/MADIX chain-transfer agent: the bulky phenoxyl radical terminates growing chains, furnishing narrowly dispersed (Đ <1.15) fluorinated acrylate telechelics for 157 nm immersion-lithography top-coats.

Metal-selective flotation collector: the phenolic OH anchors to oxide surfaces while –SH chelates Cu²⁺/Pb²⁺ (log K 14.9/13.2), achieving 98 % selectivity over Fe at pH 8 in mine-tailings beneficiation.

Lubricant antioxidant: 0.3 wt % extends RPVOT induction time from 250 min to 550 min in Group III base oils, meeting DIN 51587 turbine specifications .

Redox-cleavable bioconjugate linker: the quinone–thiol redox potential (E°′ –0.15 V vs NHE) enables glutathione-triggered release of cytotoxic payloads in tumour cytosol .

Store under nitrogen at 2–8 °C, away from light and oxidants to suppress disulfide or quinone formation .

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