64321-35-3

Usage

General Description

4-(1,1-Dimethylethyl)phenylmethyl ketone, also known as tButylbenzylketone, is an organic compound with the chemical formula C12H16O. It is a colorless to pale yellow liquid with a strong, sweet, floral odor. This chemical is commonly used as a fragrance ingredient in perfumes and other personal care products. It is also used as a flavoring agent in the food industry. Additionally, tButylbenzylketone is employed as an intermediate in the synthesis of pharmaceuticals and other organic compounds. It is important to handle this chemical with caution, as it can cause irritation to the skin, eyes, and respiratory system, and may be harmful if swallowed or inhaled in large quantities.

Upstream product

• 32857-63-9 4-t-butylphenylacetic acid 
• 18880-00-7 1-(bromomethyl)-4-(1,1-dimethylethyl)benzene 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 3288-99-1 4-tert-butylbenzyl cyanide 
• 253185-03-4 tert-butylbenzene 
• 75-36-5 acetyl chloride 
• 3549-23-3 methyl 2-(4-tert-butylphenyl)acetate 
• 52629-45-5 4-(1,1-dimethylethyl)phenylacetyl chloride 
• 100-44-7 benzyl chloride 

Downstream Products

• 22927-07-7 1,2-bis(4-tert-butylphenyl)ethane 
• 19692-45-6 4-tert-butylbenzyl chloride 
• 5527-53-7 4-tert-butylbenzyl radical 
• 105457-24-7 C₁₂H₁₅O 
• 196505-83-6 2,3,4,5-tetrakis[4-(1,1-dimethylethyl)phenyl]-2,4-cyclopentadien-1-one 
• 28480-27-5 cyclopropenon 

Relevant academic research and scientific papers

Hairpin Furans and Giant Biaryls

The thermal reaction of two cyclopentadienones with 5,5′-binaphthoquinone or 6,6′-dimethoxy-5,5′-binaphthoquinone in refluxing nitrobenzene (210 °C) gives, in a single synthetic step that includes two Diels-Alder additions, two decarbonylations, and two d

Cascade Ring-Opening Dual Halogenation of Cyclopropenones with Saturated Oxygen Heterocycles

Represented is a CuX2- or I2-promoted ring-opening dual halogenation of cyclopropenones with saturated oxygen heterocycles, providing an efficient method for the synthesis of 3-haloacrylates. The ring-opening reaction enables the construction of two C–X (X = Cl, Br, or I) bonds and a C–O bond as well as the cleavage of two C–O bonds and a C–C bond in a single step. This protocol is highly atom economical, has an excellent substrate scope, and exhibits the ability for gram-scale reaction.

Tetraaryl Cyclopentadienones: Experimental and Theoretical Insights into Negative Solvatochromism and Electrochemistry

The synthesis of a series of tetraaryl cyclopentadienones comprising different substitution patterns is reported. Their photophysical and electrochemical properties are investigated by UV/Vis spectroscopy and cyclic voltammetry as well as by supporting quantum chemical simulations and reveal a distinct effect of substituents on the redox behavior of the molecules as well as the absorption properties of this class of compounds. While electrochemical data display a shift in reduction potential of up to 200 mV between the differently substituted cyclopentadienones, their photophysical investigations in differently polar solvents suggest a negative solvatochromic effect, although protic solvents induce a bathochromic shift. Crystal structure analyses of some derivatives confirm similarity with related cyclopentadienones while providing insight into intermolecular C–H···O and C–H···π interactions in the solid state.

Electronic Communication across Porphyrin Hexabenzocoronene Isomers

Single-molecule electronic components (SMECs) are envisioned as next-generation building blocks in quantum circuit systems. However, challenges such as the reproducibility of the electrode attachment to the individual molecules hamper their fundamental in

Organocatalytic Regiodivergent C?C Bond Cleavage of Cyclopropenones: A Highly Efficient Cascade Approach to Enantiopure Heterocyclic Frameworks

Here a highly efficient cascade approach is reported that combines a cycloaddition reaction with a regioselective strain-release process to afford diverse heterocyclic frameworks through bifunctional catalysis. The cooperation of hydrogen-bonding network activation and a regiodivergent strain-assisted effect is the key to promoting this complex chemical transformation, leading to the generation of two different ring systems in high yields with excellent stereoselectivities. The reaction proceeded by a mechanism involving a “spring-loaded” intermediate with switchable C?C bond cleavages achieved by controllable ring-strain release. This reaction was also amenable to gram scale synthesis with only 0.1 mol % catalyst loading.

A Conformationally Stable Contorted Hexabenzoovalene

Contorted two-dimensional aromatic molecules are fascinating synthetic targets because they are molecular “cutouts” of nonplanar graphene structures, fullerenes, or carbon nanotubes. In most cases, the curvature is introduced by the implementation of eith

Superbenzene-Porphyrin Conjugates

A free-base porphyrin carrying two hexabenzocoronene (HBC) substituents in a trans arrangement and its zinc complex have been prepared. The compounds were characterized extensively and found to form tricationic dimers in the gas phase. X-ray crystallography confirms for the zinc complex a profound π-stacking of the HBC moieties. In contrast, the free-base porphyrin incarcerates n-heptane which essentially prevents π-stacking. Upon excitation of the HBC substituents, efficient energy transfer to the central porphyrin is observed. Super size me! The first porphyrin conjugate with two superbenzene units shows properties induced by the superbenzene and porphyrin moieties, but also behavior that differs distinctly from that of the individual buildung blocks. The molecule is characterized by standard spectroscopic methods and modern mass spectrometry, and the first X-ray structure of such a conjugate is presented.

Structurally characterized hetero-oligopolyphenylenes: Synthetic advances toward next-generation heterosuperbenzenes

The successful Diels-Alder [2+4] cycloaddition[1] of dipyrimidyl acetylene and suitably substituted 2,3,4,5-tetraarylcyclopenta-2,4-dien-lones (3-7) generates a series of selectively functionalized hexaarylbenzenes. Each has two pairs of peripheral functional groups (R' and R = tert-butyl 8 and R = methyl 9, methoxy 10, bromo 11, triisopropylsilylethynyl 12) and four ortho-imine nitrogen atoms. The dibromo derivative 11 is a useful precursor for the formation of a mono ethynyl 13 and diethynyl 14 substituted polyphen ylene. Changing the dienophile to di(2thienyl)acetylene gives an S-heteroatom polyphenylene 15. The compounds were fully characterized by using 1H, 13C and a range of 2D NMR spectroscopic techniques, elemental analysis, and mass spectrometry Oxidative cyclodehydrogenation of dimethoxy hexaphenylbenzene 10 by using iron(III) chloride results in the formation of a spirocyclic dienone 16, which in a separate reaction undergoes dienone/ phenol rearrangement to give the first 4-fused-ring, N-heterosuperbenzene (HSB) 17 Six single crystal molecular structures reveal the commonality of unidirectional twisting of the external aromatic rings in these heteroatom polyphenylenes. The twist angles and any H-bonding or interdigitation in these structures are discussed.

Syntheses of hexabenzocoronene derivatives

The syntheses of four hexabenzo[bc,ef,hi,kl,no,qr]coronene (HBC) derivatives have been carried out. Double Knoevenagel condensation of the benzil 5 with the ketone 6 gave the 2,3,4,5-tetrakis(4-tert-butylphenyl)cyclopenta-2,4-dien-1-one (7). Diels-Alder a

Heterosuperbenzenes: A new family of nitrogen-functionalized, graphitic molecules

A versatile synthetic route has been demonstrated to provide a series of soluble, fused polyaromatic C,N-molecules, with tunable optical and electronic properties and ligand functionality. The N-functionalized heterosuperbenzene, 1, is the founding member