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TCI

CAS 809-73-4

3,3',5,5'-Tetra-tert-butyl-4,4'-stilbenequinone TCI T1067

3,3',5,5'-Tetra-tert-butyl-4,4'-stilbenequinone TCI T1067

Chemical Identity

CAS No.
809-73-4
PubChem
CID 44630508·SID 87576866
Formula
C30H42O2
Molecular weight
434.7 g/mol
Purity
>95.0%(HPLC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
3,5-ditert-butyl-4-[2-(2,6-ditert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)ethylidene]cyclohexa-2,5-dien-1-one
SMILES
CC(C)(C)C1=CC(=O)C=C(C1=CC=C2C(=CC(=O)C=C2C(C)(C)C)C(C)(C)C)C(C)(C)C
InChIKey
BBCCPJDTDHNTCH-UHFFFAOYSA-N
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3,3',5,5'-Tetra-tert-butyl-4,4'-stilbenequinone from TCI (product code T1067) is a conjugated quinone built on a stilbene backbone, with four tert-butyl groups placed on the positions flanking the oxygen functions. TCI lists it in its catalog as a non-heterocyclic building block. Its structure is closely tied to the chemistry of hindered phenols, which are widely used as antioxidants, because compounds of this type commonly appear as oxidation products of those phenol derivatives. In the laboratory, it serves as a reference compound and a model system for researchers who want to understand how hindered phenolic antioxidants behave once they have been oxidized.

The long, conjugated system of double bonds gives this compound an interesting redox character. It can accept electrons and form radical or dianionic species, which makes it useful in electron-transfer studies. The four bulky tert-butyl groups shield the reactive centers and improve solubility in nonpolar organic solvents, and they also influence the stability of the reduced species that form. Together, these features make it a well-suited subject for studying the oxidation mechanisms of phenolic antioxidants, where both steric protection and electronic delocalization matter.

In Indonesian laboratories, this material is a good fit for research groups working in physical organic chemistry, polymer chemistry and plastic additives, and organic electrochemistry. These groups are typically interested in antioxidant behavior and in redox-active compounds. It can be incorporated into teaching and research projects that examine degradation pathways of stabilizers, or used as a well-defined standard when comparing related quinoid structures. The product is supplied in a 1 g pack.

TCI brochures (PDF)

  • Physical organic chemistry studies: the conjugated quinone framework and bulky substituents make this compound a useful model for examining how electronic delocalization and steric hindrance affect reactivity and stability.
  • Electron-transfer and redox studies: because the compound can accept electrons and form radical or dianionic species, it suits experiments that probe reduction behavior and the stability of the resulting charged intermediates.
  • Antioxidant mechanism research: as a compound related to oxidation products of hindered phenols, it helps researchers study how phenolic antioxidants are consumed and what species form during oxidative processes.
  • Polymer chemistry and plastic additive research: its link to hindered phenol chemistry makes it relevant to groups investigating stabilizer behavior, since compounds of this type commonly appear as oxidation products of such additives.
  • Organic electrochemistry: the redox-active conjugated system and good solubility in nonpolar organic solvents make it convenient for voltammetric investigations of quinoid compounds in organic media.

Brand TCI
CAS number 809-73-4
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes 1 g
Physical form —
Storage keep tightly closed in a cool, dry place, away from light and incompatible materials, and consult the product label and safety data sheet
  • Product code: T1067

Store the container tightly closed in a cool, dry, well-ventilated place, protected from direct light and heat, and away from strong oxidizing or reducing agents. The original supplier bottle is the most suitable container; if material is transferred, use a clean, dry, tightly sealing glass vial with a clear label. As with any laboratory chemical, handle it while wearing a lab coat, safety glasses, and chemical-resistant gloves, and work in a fume hood or well-ventilated area to avoid inhaling dust. Avoid contact with skin and eyes, and wash hands thoroughly after use. Always read the safety data sheet from the supplier before handling, and dispose of waste in line with your institution's chemical waste procedures.

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