14046-55-0

Usage

Uses

Used in Pharmaceutical Industry:
(3,4-Dimethoxyphenyl)isopropyl ketone is used as an inhibitor of melanogenesis for its potential to reduce growth or pigment production in melanocyte cells. This application is particularly relevant in the development of treatments for conditions related to excessive pigmentation, such as melasma or other hyperpigmentation disorders.
Used in Cosmetics Industry:
In the cosmetics industry, (3,4-Dimethoxyphenyl)isopropyl ketone may be utilized as an active ingredient in skin care products aimed at reducing the appearance of pigmentation and promoting an even skin tone. Its melanogenesis-inhibiting properties could make it a valuable addition to formulations designed to address hyperpigmentation and other related skin concerns.
Used in Research and Development:
(3,4-Dimethoxyphenyl)isopropyl ketone may also be used as a research compound in the development of new drugs and therapies targeting melanogenesis and related processes. Its unique chemical structure and properties make it a promising candidate for further investigation and potential application in the field of medicinal chemistry.

Preparation

Preparation by acylation of veratrole, with isobutyryl chloride in the presence of aluminium chloride (85%) with isobutyric acid in the presence of PPA at 60° for 2.5 h with isobutyric anhydride in acetonitrile in the presence of TiCl(OTf)3 /TfOH at r.t. for 12 h (89%).

InChI:InChI=1/C12H16O3/c1-8(2)12(13)9-5-6-10(14-3)11(7-9)15-4/h5-8H,1-4H3

Upstream product

• 91-16-7 1,2-dimethoxybenzene 
• 79-30-1 isobutyryl chloride 
• 97-72-3 2-Methylpropionic anhydride 
• 920-39-8 isopropylmagnesium bromide 
• 67031-41-8 1-(3,4-dimethoxyphenyl)-2-methylpropan-1-ol 
• 497-19-8 sodium carbonate 
• 67-56-1 methanol 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 1068-55-9 isopropylmagnesium chloride 
• 3535-37-3 3,4-dimethoxybenzoic acid chloride 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 93-07-2 Veratric acid 
• 79-31-2 isobutyric Acid 

Downstream Products

• 109497-48-5 5-(3,4-dimethoxy-phenyl)-4-methyl-[1,2]dithiol-3-thione 
• 106748-29-2 4-isobutyl-1,2-dimethoxybenzene 
• 30314-46-6 1-(3,4-dimethoxyphenyl)-2,2-dimethylpropan-1-one 
• 20850-49-1 2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile 
• 1069111-73-4 3-(3,4-dimethoxyphenyl)-1-(1,3-dioxolan-2-yl)-4-methylpentan-3-ol 
• 91766-74-4 α-bromo-α-methyl-3,4-dimethoxyacetophenone 

Relevant academic research and scientific papers

Surface control of a photoresponsive self-assembled monolayer and selective deposition of Ag Nanoparticulate Ink

A highly hydrophobic self-assembled monolayer (SAM) with high photosensitivity to soft UV (λ = 365 nm) was formed on thermally surface-oxidized silicon wafers by a silane coupling agent bearing a 2-nitrobenzyl carbamate moiety. Very smooth SAM was obtaine

Experimental and Computational Studies of Palladium-Catalyzed Spirocyclization via a Narasaka-Heck/C(sp3or sp2)-H Activation Cascade Reaction

The first synthesis of highly strained spirocyclobutane-pyrrolines via a palladium-catalyzed tandem Narasaka-Heck/C(sp3 or sp2)-H activation reaction is reported here. The key step in this transformation is the activation of a δ-C-H bond via an in situ generated σ-alkyl-Pd(II) species to form a five-membered spiro-palladacycle intermediate. The concerted metalation-deprotonation (CMD) process, rate-determining step, and energy barrier of the entire reaction were explored by density functional theory (DFT) calculations. Moreover, a series of control experiments was conducted to probe the rate-determining step and reversibility of the C(sp3)-H activation step.

α-Methylation of Ketones with Methanol Catalyzed by Ni/SiO2-Al2O3

α-Methylation of ketones with methanol catalyzed by a cheap and easy to handle Ni/SiO2-Al2O3 was explored. After optimization of the reaction between propiophenone and methanol, the desired product was obtained in 95 % isolated yield. A wide range of ketones was methylated under the optimized conditions (16 examples). This procedure was extended to a three-component cross-benzylation-methylation of acetophenone.

Copper-catalyzed iminohalogenation of γ, δ-unsaturated oxime esters with halide salts: Synthesis of 2-halomethyl pyrrolines

A copper-catalyzed iminohalogenation of unactivated alkenes of γ, δ-unsaturated oxime esters is achieved by using readily available halide salts. Utilizing this protocol, a sequence of structurally diversiform 2-halomethyl pyrrolines are efficiently synthesized and a mechanism involving iminyl radical intermediates, which were initiated by Cu(I) species, was proposed.

Silver-promoted cascade radical cyclization of γ,δ-unsaturated oxime esters with P(O)H compounds: synthesis of phosphorylated pyrrolines

A cascade radical cyclization was realized for the first silver-promoted imino-phosphorylation of γ,δ-unsaturated oxime esters, which provided a step-economical and redox-neutral route to access a variety of phosphorylated pyrrolines in good to excellent yields. Moreover, a new bulky trivalent phosphine ligand with a pyrroline motif was obtained through a deoxidation process.

FLUORINE-CONTAINING COMPOUND, SUBSTRATE FOR PATTERN FORMATION, PHOTODEGRADABLE COUPLING AGENT, PATTERN FORMATION METHOD, AND COMPOUND

A compound represented by formula (e): where R1 represents a branched chain or cyclic alkyl group having 3 to 10 carbon atoms, and Rf1 and Rf2 represent fluorinated alkoxy groups.

The cage silsesquioxane derivatives

PROBLEM TO BE SOLVED: To provide a novel cage-shaped silsesquioxane derivative.SOLUTION: Cage-shaped silsesquioxane derivatives with formula 1 and formula 2 are disclosed. Each of R and Rto Rrepresents an alkyl group or the like, G represents -COO- or the like, Y represents an active ester group, and each of m and p represents an integer of 2 to 20.

Substituent effects at the benzyl position and aromatic ring of silane-coupling agents containing 2-nitrobenzyl esters on photosensitivity and hydrophobic surface of a self-assembled monolayer (SAM)

Silane-coupling agents with 2-nitrobenzyl esters containing alkyl substituents at the benzyl position and alkoxy and/or fluoroalkoxy groups of the aromatic ring were synthesized to prepare a self-assembled monolayer (SAM) on quartz glass, silicon wafer and thermally oxidized silicon wafer. The resulting photosensitive SAMs before and after photoirradiation were characterized by contact angle measurement, UV spectroscopy, X-ray photoelectron spectroscopy (XPS), and X-ray reflectivity (XRR). Photosensitivity of the SAM was influenced by substituents at the benzyl position and aromatic ring as well as the irradiation conditions in air or solution and substrates employed. Silane-coupling agents with bulky substituent at the benzyl position and double fluoroalkoxy chains are preferable in terms of the photosensitivity and hydrophobic surface.

FLOURINE-CONTAINING COMPOUND, SUBSTRATE FOR PATTERNING, PHOTODEGRADABLE COUPLING AGENT, PATTERNING METHOD, AND COMPOUND

A fluorine-containing compound represented by General formula (1), wherein X represents a halogen atom or an alkoxy group, R1 represents a hydrogen atom or a linear, branched, or cyclic alkyl group having 1 to 10 carbon atoms, Rf1 and Rf2 are each independently a fluorinated alkoxy group, and n represents an integer of 0 or more.

Hypervalent iodine mediated direct one pot transformation of aldehydes to ketones

An environmentally benign, step economical synthesis of ketones directly from aldehydes has been developed using hypervalent iodine as an oxidant. The key features of this protocol are its mild conditions without the use of any heavy and toxic metals for the synthesis of a wide range of ketones. the Partner Organisations 2014.