1706-69-0

Basic information

• Product Name: 2-tert-Octylbenzene-1,4-diol
• Synonyms: 2-octylhydroquinone;2-Tert-octylhydroquinone;2-Octyl-1,4-dihydroxybenzene;2-TERT-OCTYLBENZENE-1,4-DIOL;2-(1,1,3,3-tetramethylbutyl)benzene-1,4-diol;2-tert-Octyl-1,4-dihydroxybenzene
• CAS NO: 1706-69-0
• Molecular Formula: C₁₄H₂₂O₂
• Molecular Weight: 222.32
• EINECS: 216-945-9
• Mol File: 1706-69-0.mol

Chemical Properties

• Melting Point: 94-94.5 °C
• Boiling Point: 339.5 °C at 760 mmHg
• Flash Point: 154.5 °C
• Appearance: /
• Density: 1.014 g/cm³
• Vapor Pressure: 5.97E-06mmHg at 25°C
• Refractive Index: 1.529
• PKA: 10.79±0.18(Predicted)
• CAS DataBase Reference: 2-tert-Octylbenzene-1,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-tert-Octylbenzene-1,4-diol(1706-69-0)
• EPA Substance Registry System: 2-tert-Octylbenzene-1,4-diol(1706-69-0)

Safety Data

• Hazardous Substances Data: 1706-69-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2-tert-Octylbenzene-1,4-diol is used as an intermediate in the synthesis of various chemicals, including antioxidants, stabilizers, and polymer additives. Its versatile chemical structure allows it to be a key component in the production of these compounds.
Used in Personal Care Products:
In the personal care industry, 2-tert-Octylbenzene-1,4-diol is utilized in the manufacturing of sunscreens and hair dyes, capitalizing on its antioxidant and UV-absorbing properties to protect and enhance the performance of these products.
Used as a pH Indicator:
2-tert-Octylbenzene-1,4-diol's chemical properties make it suitable for use as a pH indicator, allowing it to signal changes in acidity or alkalinity in various applications.
Used in Dye and Pigment Production:
Its color-producing capabilities contribute to the production of dyes and pigments, where it can be used to create a range of hues for different industries.
Used in Preservative Formulation:
The antimicrobial properties of 2-tert-Octylbenzene-1,4-diol make it a useful ingredient in the formulation of preservatives for a variety of industrial and consumer applications, helping to extend the shelf life and maintain the quality of products.

InChI:InChI=1/C14H22O2/c1-2-3-4-5-6-7-8-12-11-13(15)9-10-14(12)16/h9-11,15-16H,2-8H2,1H3

Upstream product

• 98875-37-7 2-octyl-1,3,2-benzodioxaborole 
• 106-51-4 p-benzoquinone 
• 3248-78-0 trioctylborane 
• 111-66-0 oct-1-ene 
• 150-78-7 1,4-dimethoxybezene 
• 111-64-8 n-octanoic acid chloride 
• 21182-58-1 2-Hydroxy-5-octanoyloxy-octanophenon 
• 123-31-9 hydroquinone 
• 124-07-2 Octanoic acid 
• 101447-69-2 1,4-dimethoxy-2-octyl-benzene 
• 19368-92-4 4-Methoxy-2-octyl-phenol 
• 4693-19-0 1-(2,5-dihydroxyphenyl)-1-octanone 

Downstream Products

• 21182-53-6 2,5-Bis-(methylamino)-3-octyl-benzochinon-(1.4) 
• 21182-47-8 2,5-dihydroxy-3-octyl-2,5-cyclohexadiene-1,4-dione 
• 10551-36-7 2,5-dioctylhydroquinone 
• 21182-43-4 2-Octyl-benzochinon-(1,4) 
• 63134-27-0 1-(2,5-dihydroxy-4-octyl-phenyl)-octan-1-one 

Relevant articles and documents

Hydrophobic acceleration of electron transfer processes

Electron transfer processes between 1-α-naphthyl-3-oxa-alkanes (1-n, n = 1, 8, 12, 16) and 2-alkyl-3,5,6-trichloro-1,4-benzoquinones (2-n, n = 8, 12, 16) facilitated by hydrophobic-lipophilic interactions (HLI) have been investigated by means of fluorescence spectroscopy in dioxane-H2O systems of different ψ values, where ψ is the volume fraction of the organic component of an aquiorgano mixture. Three lines of evidence, namely, EPR, UV-vis, and fluorescence quenching, indicate that electron transfer between 1-12 and 2-12 has occurred. Furthermore, both UV-vis evidence and the near constancy of the life time τ of 1-12* in the presence of different concentrations of the quencher 2-12 show that the electron transfer is preceded by preassociation, i.e., the quenching process is static. Therefore, the extent of HLI-driven coaggregation (preassociation) between the donors and the acceptors may be assessed from the Stern-Volmer slopes (Ksv). The chain-length effect, and possibly also a chain-foldability effect, has been observed. A notable observation is the importance of solvent aggregating power (SAgP) effect, which is indicated by the surge of Ksv values at ψ ≤ 0.40 (dioxane-H2O) for monomeric 1-12.

Radical addition to 1,4-benzoquinones: Addition at O- versus C-atom

(Diagram presented) Addition of alkyl radicals generated from B-alkylcatecholboranes onto 1,4-benzoquinones leads to substituted hydroquinones in good overall yields. Formation of aryl ethers via a unique radical addition to the oxygen atom of the enone system is the main reaction when bulky secondary and tertiary alkyl radicals are used. Less hindered secondary and primary radicals give the expected 1,4-conjugate addition products.

Synthesis of 2-substituted hydroquinone derivatives from 1,4-benzoquinone and allyl ethers

B-Alkylpinacolboranes, derived from rhodium-catalyzed hydroboration of allyl ethers with pinacolborane, react with 1,4-benzoquinone under acidic, oxidizing conditions, to afford, after subsequent hydrogenation, 2-substituted hydroquinones in isolated, pur