2607-52-5

Basic information

• Product Name: 2,6-di-tert-butyl-4-methylene-2,5-cyclohexadienone
• Synonyms: 2,6-di-tert-butyl-4-methylene-2,5-cyclohexadienone;2,6-DI-TERT-BUTYL-4-METHYLENECYCLOHEXA-2,5-DIENONE;BHTQUINONEMETHIDE;Everolimus Related Compound 5;2,5-Cyclohexadien- 1-one,2,6-bis(1,1-dimethylethyl)-4-methylene;Everolimus Impurity 5;2,6-ditert-butyl-4-methylidenecyclohexa-2,5-dien-1-one
• CAS NO: 2607-52-5
• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33
• Mol File: 2607-52-5.mol
• Article Data: 20

Chemical Properties

• Melting Point: 48-50 °C
• Boiling Point: 306.1°Cat760mmHg
• Flash Point: 125.4°C
• Appearance: /
• Density: 0.92g/cm³
• Vapor Pressure: 0.000789mmHg at 25°C
• Refractive Index: 1.49
• CAS DataBase Reference: 2,6-di-tert-butyl-4-methylene-2,5-cyclohexadienone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-di-tert-butyl-4-methylene-2,5-cyclohexadienone(2607-52-5)
• EPA Substance Registry System: 2,6-di-tert-butyl-4-methylene-2,5-cyclohexadienone(2607-52-5)

Safety Data

• Hazardous Substances Data: 2607-52-5(Hazardous Substances Data)

Usage

Uses

2,6-Di-tert-butyl-p-quinomethane is used for diagnosing the prescence, absence or stage of cancer in animals.

InChI:InChI=1/C15H22O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9H,1H2,2-7H3

Upstream product

• 75-91-2 tert.-butylhydroperoxide 
• 128-37-0 2,6-di-tert-butyl-4-methyl-phenol 
• 2091-51-2 4-(bromomethyl)-2,6-di-tert-butylphenol 
• 121-00-6 3-tert-Butyl-4-hydroxyanisole 
• 131544-10-0 3,3',5,5'-tetra-tert-butyl-1,1'-dimethyl-[1,1'-bi(cyclohexane)]-2,2',5,5'-tetraene-4,4'-dione 
• 124-40-3 dimethyl amine 
• 14387-17-8 3,5-di-tert-butyl-4-hydroxybenzyl acetate 
• 887144-97-0 Togni's reagent 
• 88-26-6 3,5-di-tert-butyl-4-hydroxybenzyl alcohol 
• 64-19-7 acetic acid 
• 1620-98-0 3,5-di-t-butyl-4-hydroxybenzaldehyde 
• 811-98-3 d⁽⁴⁾-methanol 
• 211241-07-5 [4-(Bromomethyl)-2,6-di-tert-butylphenoxy]trimethylsilylane 
• 6858-01-1 2,6-di-tert-butyl-4-methylphenoxy radical 

Downstream Products

• 19689-54-4 2,6-(Di-tert.-butyl)-4-(2-ethoxy-propyl)-phenol 
• 146499-79-8 2,6-di-t-butyl-4-(1,3-dithian-2-yl-methyl)-phenol 
• 1516-94-5 1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane 
• 2455-14-3 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone 
• 118-82-1 4,4'-Methylenebis(2,6-di-tert-butylphenol) 
• 128-38-1 4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl 
• 98543-00-1 4,4'-Ethylen-bis-(2,6-di-tert.-butyl-4-(3,5-di-tert.-butyl-4-hydroxy-phenyl)-cyclohexa-2,5-dienon) 
• 137649-09-3 4-(3,5-di-tert-butyl-4-hydroxyphenyl)-4-<2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethyl>-2,6-di-tert-butylcyclohexa-2,5-dien-1-one 
• 4359-97-1 2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone 
• 809-73-4 3,3',5,5'-tetra-tert-butyl-4,4'-stilbenequinone 
• 62078-82-4 2,6-Di-tert-butyl-4,4-bis-(3,5-di-tert-butyl-4-hydroxy-benzyl)-cyclohexa-2,5-dienone 
• 719-22-2 2,6-Di-tert-butyl-1,4-benzoquinone 
• 54743-41-8 5,7-Di-tert-butyl-1-oxa-spiro[2.5]octa-4,7-dien-6-one 
• 77488-19-8 2,6-Di-tert-butyl-4-hydroperoxy-4-hydroperoxymethyl-cyclohexa-2,5-dienone 

Relevant articles and documents

Solvolysis of 3,5-di-tert-butyl-4-hydroxybenzyl acetate in alcohol solutions

Solvolysis of 3,5-di-tert-butyl-4-hydroxybenzyl acetate in alcohol solutions involves intermediate formation of 2,6-di-tert-butyl-4-methylene-1-benzoquinone that further takes up a molecule of the alcohol.

Studies on the antioxidants. XVI. Synergistic reaction between butylated hydroxyanisole and butylated hydroxytoluene in hydrogen donation to 2,2-diphenyl-1-picrylhydrazyl

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Iron-Catalyzed Alkene Trifluoromethylation in Tandem with Phenol Dearomatizing Spirocyclization: Regioselective Construction of Trifluoromethylated Spirocarbocycles

In the presence of Fe(III) complex and Bipy ligand, CF3-containing spirocarbocycles were conveniently obtained in 20–99% yields with high regioselectivity through Iron-catalyzed trifluoromethylation of unactivated alkenes coupled with phenol de

High-Valent d7 NiIII versus d8 CuIII Oxidants in PCET

Oxygenases have been postulated to utilize d4 FeIV and d8 CuIII oxidants in proton-coupled electron transfer (PCET) hydrocarbon oxidation. In order to explore the influence the metal ion and d-electron count can hold over the PCET reactivity, two metastable high-valent metal-oxygen adducts, [NiIII(OAc)(L)] (1b) and [CuIII(OAc)(L)] (2b), L = N,N′-(2,6-diisopropylphenyl)-2,6-pyridinedicarboxamidate, were prepared from their low-valent precursors [NiII(OAc)(L)]- (1a) and [CuII(OAc)(L)]- (2a). The complexes 1a/b-2a/b were characterized using nuclear magnetic resonance, Fourier transform infrared, electron paramagnetic resonance, X-ray diffraction, and absorption spectroscopies and mass spectrometry. Both complexes were capable of activating substrates through a concerted PCET mechanism (hydrogen atom transfer, HAT, or concerted proton and electron transfer, CPET). The reactivity of 1b and 2b toward a series of para-substituted 2,6-di-tert-butylphenols (p-X-2,6-DTBP; X = OCH3, C(CH3)3, CH3, H, Br, CN, NO2) was studied, showing similar rates of reaction for both complexes. In the oxidation of xanthene, the d8 CuIII oxidant displayed a small increase in the rate constant compared to that of the d7 NiIII oxidant. The d8 CuIII oxidant was capable of oxidizing a large family of hydrocarbon substrates with bond dissociation enthalpy (BDEC-H) values up to 90 kcal/mol. It was previously observed that exchanging the ancillary anionic donor ligand in such complexes resulted in a 20-fold enhancement in the rate constant, an observation that is further enforced by comparison of 1b and 2b to the literature precedents. In contrast, we observed only minor differences in the rate constants upon comparing 1b to 2b. It was thus concluded that in this case the metal ion has a minor impact, while the ancillary donor ligand yields more kinetic control over HAT/CPET oxidation.