92669-95-9

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 150-78-7 1,4-dimethoxybezene 
• 2674-34-2 1,4-dibromo-2,5-dimethoxybenzene 
• 72054-75-2 1-(trimethylsilyl)-2,5-dimethoxybenzene 

Relevant academic research and scientific papers

1,4-Bis(trimethylsilyl)-2,5-dimethoxybenzene: A novel redox shuttle additive for overcharge protection in lithium-ion batteries that doubles as a mechanistic chemical probe

A novel redox shuttle additive, 1,4-bis(trimethylsilyl)-2,5-dimethoxybenzene (BTMSDB), is shown to deliver superb overcharge protection of LiFePO4 electrode in Li-ion batteries. Using this molecule as a chemical probe, we trace the cause of the

HIGH-AND LOW-POTENTIAL, WATER-SOLUBLE, ROBUST QUINONES

Substituted hydroquinones, 1,4-quinones, catechols, 1,2-quinones, anthraquinones, and anthrahydroquinones are disclosed herein. The substituted hydroquinones and catechols have the formula: while the substituted 1,4-quinones or 1,2-have the corresponding oxidized structure (1,4- benzoquinones and 1,2-benzoquinones). One or more of R1, R2, R3 and R4 include a sulfonate moiety, a sulfonimide moiety, or a phosphonate moiety, and any of R1, R2, R3 and R4 that do not include one of these moieties include an alkyl, a cycloalkyl, a thioether, a sulfoxide, a sulfone, a haloalkyl, a halogen, a nitrile, an imide, a pyrazole, or combinations thereof. The substituted anthraquinones have the formula: while the substituted anthrahydroquinones have the corresponding reduced structure. One or more of R1-R8 have a sulfonate or phosphate tethered to the ring by a thi other, amine, or ether including one or more alkyl groups. Any of R1-R8 that do not contain one of these moieties include an alkyl, a cycloalkyl, a thiother, a sulfoxide, a sulfone, a haloalkyl, a halogen, a hydroxyl, an alkoxyl, an ether, an amine, or hydrogen The substituted hydroquinones, 1,4-quinones, catechols, 1,2-quinones, anthraquinones, or anthrahydroquinones are soluble in water, stable in aqueous acid solutions, and have useful reduction potentials in the oxidized form. Accordingly, they can be used as redox mediators in emerging technologies, such as in mediated fuel cells or organic-mediator flow batteries.

Synthesis of the tetracyclic carbon core of menogaril utilizing the benzannulation reaction of a Fischer carbene complex and an alkyne

The synthesis of the 2-bromoanthracyclinone 3 containing the tetracyclic core of menogaril is achieved with a strategy that is formulated around the benzannulation reaction of a Fischer carbone complex and an alkyne. This benzannulation requires a 2,5-dimethoxyphenyl carbene complex that bears an additional functional group at the 4-position that is the nascent 2-bromo substituent in 3. The evaluation of 4-bromo- and 4-trimethysilyl-substituted complexes with 1-pentyne revealed that the benzannulation was more efficient with the silyl complex. The synthesis of 3 is achieved with methoxy and acetoxy substituents at the C-9 position, which begins with the methoxy- and benzyloxy-substituted alkynes 14 and 30 that contain the A ring of the menogaril core. The closure of the last ring is accomplished by a Friedel- Crafts reaction on an in situ generated acid chloride. Adjustment of the oxidation states of the B and C rings failed according to procedures that had been developed in model studies. This was accomplished in an unexpected fashion with novel bromination reactions that occurred at a benzylic position with the C-9 methoxyl derivative and alpha to a ketone in the C-9 acetoxy derivative.

A predicative model for certain directed metalations, IV; The dynamic behavior of the organolithio intermediates formed by metalation of p-dimethoxybenzene (p-DMB)

Significant disproportionation between the mono- and 2,5-bis-metalated intermediates resulting from metalation of p-DMB has been observed. The best procedure for the generation of each of these intermediates involves use of an "incremental" amount of TMEDA.1.

Dilithiation of Aromatic Ethers

The lithiations of anisole and all the isomeric dimethoxy- and trimethoxybenzenes with 2-5 equiv of n-butyllithium/TMEDA complex have been investigated under a variety of reaction conditions.Anisole and m-dimethoxybenzene do not undergo dilithiatian, but