36448-60-9

Usage

Uses

Used in Flavor and Fragrance Industry:
2-methyl-1-thiophen-2-yl-propan-1-one is utilized as a key ingredient in the development of flavors and fragrances due to its distinctive fruity, sweet, and floral scent. This application capitalizes on its natural aroma to enhance the sensory experience of various consumer products.
Used in Pharmaceutical Industry:
Within the pharmaceutical sector, 2-methyl-1-thiophen-2-yl-propan-1-one is employed as a crucial component in the manufacturing process of certain medications. Its unique chemical structure allows it to contribute to the development of new drugs and therapies.
Used in Agrochemical Industry:
In the agrochemical field, 2-methyl-1-thiophen-2-yl-propan-1-one is used in the production of various agricultural chemicals. Its incorporation aids in the development of products designed to improve crop protection and yield.
Used as an Intermediate in Organic Synthesis:
2-methyl-1-thiophen-2-yl-propan-1-one is recognized for its role as an intermediate in organic synthesis. This position highlights its importance in the synthesis of a wide range of organic compounds, contributing to the advancement of chemical research and product development.
Used as a Reagent in Compound Preparation:
Furthermore, 2-methyl-1-thiophen-2-yl-propan-1-one functions as a reagent for the preparation of different compounds. Its chemical properties make it suitable for facilitating various chemical reactions, thereby expanding its applications across multiple industries.

InChI:InChI=1/C8H10OS/c1-6(2)8(9)7-4-3-5-10-7/h3-6H,1-2H3

Upstream product

• 188290-36-0 thiophene 
• 97-72-3 2-Methylpropionic anhydride 
• 79-30-1 isobutyryl chloride 
• 79-31-2 isobutyric Acid 
• 88-15-3 2-Acetylthiophene 
• 74-88-4 methyl iodide 
• 20300-02-1 thiophene-2-carbothioamide 
• 563-79-1 2,3-Dimethyl-2-butene 
• 74641-40-0 1-(2-thienyl)-2-methyl-1-propanol 
• 1003-09-4 2-bromothiophene 
• 201230-82-2 carbon monoxide 
• 1068-55-9 isopropylmagnesium chloride 
• 13679-75-9 1-thiophen-2-yl-propan-1-one 
• 108565-42-0 tri-(2-thienyl)-stibine 

Downstream Products

• 32543-32-1 2-methyl-1-selenophen-2-yl-propan-1-one-(2,4-dinitro-phenylhydrazone) 
• 32741-05-2 2-Isobutylthiophene 
• 20409-48-7 2,2-dimethyl-1-(2-thienyl)-1-propanone 
• 527-72-0 2-thiophenylcarboxylic acid 
• 79-84-5 2-thiophenesulfonic acid 
• 79-31-2 isobutyric Acid 
• 570424-32-7 3-[4-(4-chloro-5-formyl-2-phenyl-imidazol-1-ylmethyl)phenyl]-5-isobutylthiophene-2-(3-ethyl) sulfonylurea 
• 1416369-34-0 C₂₆H₂₂N₂S 
• 1416369-35-1 C₂₇H₂₂N₂OS 
• 1401463-55-5 (2E)-2-cyano-3-(5-(5-(diphenylamino)-3,3-dimethyl-3H-indol-2-yl)thiophen-2-yl)acrylic acid 
• 113411-25-9 5-isobutylthiophene-2-sulfonamide 
• 84702-96-5 1-(5-isobutylthiophen-2-yl)ethanone 

Relevant academic research and scientific papers

Palladium-Catalyzed Synthesis of α-Methyl Ketones from Allylic Alcohols and Methanol

One-pot synthesis of α-methyl ketones starting from 1,3-diaryl propenols or 1-aryl propenols and methanol as a C1 source is demonstrated. This one-pot isomerization-methylation is catalyzed by commercially available Pd(OAc)2 with H2O as the only by-product. Mechanistic studies and deuterium labelling experiments indicate the involvement of isomerization of allyl alcohol followed by methylation through a hydrogen-borrowing pathway in these isomerization-methylation reactions.

External-oxidant-free amino-benzoyloxylation of unactivated alkenes of unsaturated ketoximes with: O -benzoylhydroxylamines

A new copper-catalyzed two-component amino-benzoyloxylation of unactivated alkenes of unsaturated ketoximes with O-benzoylhydroxylamines as the benzoyloxy sources is developed. Chemoselectivity of this method toward amino-benzoyloxylation or oxy-benzoyloxylation of alkenyl ketoximes relies on the position of the tethered olefins, and provides an external-oxidant-free alkene difunctionalization route that directly utilizes O-benzoylhydroxylamines as the benzoyloxy radical precursors and internal oxidants for the divergent synthesis of cyclic nitrones and isoxazolines.

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.

Discovery of N-Arylsulfonyl-Indole-2-Carboxamide Derivatives as Potent, Selective, and Orally Bioavailable Fructose-1,6-Bisphosphatase Inhibitors - Design, Synthesis, in Vivo Glucose Lowering Effects, and X-ray Crystal Complex Analysis

Liver fructose-1,6-bisphosphatase (FBPase) is a key enzyme in the gluconeogenesis pathway. Inhibiting FBPase activity represents a potential treatment for type 2 diabetes mellitus. A series of novel N-arylsulfonyl-4-arylamino-indole-2-carboxamide derivatives have been disclosed as FBPase inhibitors. Through extensive structure-activity relationship investigations, a promising candidate molecule Cpd118 [sodium (7-chloro-4-((3-methoxyphenyl)amino)-1-methyl-1H-indole-2-carbonyl] [(4-methoxyphenyl)sulfonyl)amide] has been identified with high inhibitory activity against human liver FBPase (IC50, 0.029 ± 0.006 μM) and high selectivity relative to the other six AMP-binding enzymes. Importantly, Cpd118 produced significant glucose-lowering effects on both type 2 diabetic KKAy mice and ZDF rats as demonstrated by substantial reductions in the fasting and postprandial blood glucose levels, as well as the HbA1c level. Furthermore, Cpd118 elicited a favorable pharmacokinetic profile with an oral bioavailability of 99.1%. Moreover, the X-ray crystal structure of the Cpd118-FBPase complex was resolved, which revealed a unique binding mode and provided a structural basis for its high potency and selectivity.

Iron-Catalyzed Cleavage Reaction of Keto Acids with Aliphatic Aldehydes for the Synthesis of Ketones and Ketone Esters

The radical–radical coupling reaction is an important synthetic strategy. In this study, the iron-catalyzed radical–radical cross-coupling reaction based on the decarboxylation of keto acids and decarbonylation of aliphatic aldehydes to obtain valuable aryl ketones is reported for the first time. Remarkably, when tertiary aldehydes were used as carbonyl sources, ketone esters were selectively obtained instead of ketones. The gram-scale preparation of aryl ketone through this strategy was easily achieved by using only 3 mol % of the iron catalyst. As a proof-of-concept, the bioactive molecule flurprimidol was synthesized in two steps by using this strategy.

Method for preparing aryl ketone based on iron-catalyzed free radical-free radical coupling reaction such as ketonic acid decarboxylation and fatty aldehyde de-carbonylation

The invention discloses a method for preparing an aryl ketone derivative based on a free radical-free radical cross-coupling reaction such as ketonic acid decarboxylation and fatty aldehyde de-carbonylation. The method comprises the following steps: reacting aryl-substituted ketonic acid with fatty aldehyde under the catalytic action of ferric triacetylacetonate to generate an aryl ketone derivative; the gram-grade reaction can be realized by the method only by using 3mol% of an iron catalyst; and the method has the advantages of no need of consumption of a large amount of a Lewis acid catalyst or a stoichiometric organic metal reagent, mild reaction conditions, one-step reaction, few by-products, wide substrate application range and scalable reaction, and overcomes the defects of large catalyst consumption, insufficient functional group tolerance, many by-products and the like in the prior art.

One-Pot Conversion of Allylic Alcohols to α-Methyl Ketones via Iron-Catalyzed Isomerization-Methylation

A one-pot iron-catalyzed conversion of allylic alcohols to α-methyl ketones has been developed. This isomerization-methylation strategy utilized a (cyclopentadienone)iron(0) carbonyl complex as precatalyst and methanol as the C1 source. A diverse range of allylic alcohols undergoes isomerization-methylation to form α-methyl ketones in good isolated yields (up to 84% isolated yield).

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.

Enamines as Surrogates of Alkyl Carbanions for the Direct Conversion of Secondary Amides to α-Branched Ketones

A direct transformation of secondary amides into α-branched ketones with enamines as soft alkylation reagents was developed. In this reaction, enamines serve as surrogates of alkyl carbanions, rather than the conventional enolates equivalents in the Stork's reactions, which allowed for the easy introduction of alkyl groups with electrophilic functional groups. In the presence of 4 ? molecular sieves, the method can be extended to the one-pot coupling of secondary amides with aldehydes to yield ketones. (Figure presented.).

Catalytic C1 Alkylation with Methanol and Isotope-Labeled Methanol

A metal-catalyzed methylation process has been developed. By employing an air- and moisture-stable manganese catalyst together with isotopically labeled methanol, a series of D-, CD3-, and 13C-labeled products were obtained in good yields under mild reaction conditions with water as the only byproduct.