57497-13-9

Usage

Uses

Used in Chemical Synthesis:
Benzene, 1-methyl-2-(1-propynyl)(9CI) is used as a chemical intermediate for the synthesis of various organic compounds and pharmaceuticals. Its unique structure allows for versatile chemical reactions, making it a valuable component in the production of a wide range of products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Benzene, 1-methyl-2-(1-propynyl)(9CI) is used as a key intermediate in the synthesis of certain drugs. Its presence in the molecular structure of these drugs contributes to their therapeutic properties and effectiveness in treating various medical conditions.
Used in Research Settings:
Benzene, 1-methyl-2-(1-propynyl)(9CI) is also used in research settings to study its chemical properties and potential applications. Researchers explore its reactivity, stability, and interactions with other compounds to gain a deeper understanding of its behavior and develop new methods for its utilization in various fields.

InChI:InChI=1/C10H10/c1-3-6-10-8-5-4-7-9(10)2/h4-5,7-8H,1-2H3

Upstream product

• 95-46-5 2-methylphenyl bromide 
• 18295-60-8 propargyl magnesium bromide 
• 766-47-2 1-ethynyl-2-methylbenzene 
• 74-88-4 methyl iodide 
• 74-99-7 prop-1-yne 
• 615-37-2 ortho-methylphenyl iodide 
• 577-16-2 2-Methylacetophenone 
• 7399-49-7 1-methyl-2-(prop-1-en-2-yl)benzene 
• 1309476-62-7 1-(1,1-diiodoprop-1-en-2-yl)-2-methylbenzene 
• 590-93-2 2-Butynoic acid 
• 75-20-7 calcium carbide 
• 343598-64-1 N-(2-methylphenyl)methylidene-4-methylbenzenesulfonamide 
• 58335-31-2 1,3-dilithiopropyne 
• 37982-72-2 3-(2-tolyl)-1-propyne 

Downstream Products

• 5294-03-1 di-o-tolylethyne 
• 351029-63-5 (CO)3CrC₁₂H₃HC₄H₉(OH)OCH₃CH₃HCH₃ 
• 350696-00-3 (CO)3CrC₁₀(CH₃)4OH₄C₆H₄CH₃OSi(CH₃)2C₄H₉ 
• 351029-37-3 (CO)3CrC₁₂H₃(CH₂)4(OSi(CH₃)2C₄H₉)OCH₃CH₃HCH₃ 
• 350695-85-1 (CO)3CrC₁₂H₃HCH₃(OSi(CH₃)2C₄H₉)OCH₃CH₃HCH₃ 
• 350695-89-5 (CO)3CrC₁₂H₃HCH₃(OSi(CH₃)2C₄H₉)OCH₃CH₃HCH₃ 
• 350695-91-9 (CO)3CrC₁₂H₃(CH₂)4(OSO₂CF₃)OCH₃CH₃HCH₃ 
• 1031416-82-6 C₂₂H₁₈ 
• 1313599-52-8 (E)-2-(2-methylphenyl)-2-buten-1-ol 
• 1313599-59-5 (E)-2-methyl-3-(o-tolyl)-2-propen-1-ol 
• 1380169-52-7 2,3,6-trimethyl-4-(2-methylphenyl)pyridine 

Relevant academic research and scientific papers

Selective Double Carbomagnesiation of Internal Alkynes Catalyzed by Iron-N-Heterocyclic Carbene Complexes: A Convenient Method to Highly Substituted 1,3-Dienyl Magnesium Reagents

Controlled multicarbometalation of alkynes has been envisaged as an efficient synthetic method for dienyl and polyenyl metal reagents, but an effective catalyst enabling the transformation has remained elusive. Herein, we report that an iron(II)-N-heterocyclic carbene (NHC) complex (IEt2Me2)2FeCl2 (IEt2Me2 = 1,3-diethyl-4,5-dimethylimidazol-2-ylidene) can serve as a precatalyst for the double carbometalation of internal unsymmetrical alkynes with alkyl Grignard reagents, producing highly substituted 1,3-dienyl magnesium reagents with high regio- and stereoselectivity. Mechanistic studies suggest the involvement of low-coordinate organoiron(II)-NHC species as the in-cycle intermediates. The strong σ-donating nature of IEt2Me2 and its appropriate steric property are thought the key factors endowing the iron-NHC catalyst fine performance.

COLLAGEN 1 TRANSLATION INHIBITORS AND METHODS OF USE THEREOF

The present invention relates to novel Collagen 1 translation inhibitors, composition and methods of preparation thereof, and uses thereof for treating Fibrosis including lung, liver, kidney, cardiac and dermal fibrosis, IPF, wound healing, scarring and G

Regiospecific palladium-catalyzed cross-coupling reactions using the operational equivalent of 1,3-dilithiopropyne

A regiospecific palladium-catalyzed cross-coupling reaction using the operational equivalent of the dianion 1,3-dilithiopropyne, with aromatic iodides is reported. This reaction gives high yields of 1-propyn-1-yl-benzenes and 2-(propyn-1-yl)thiophenes in

Direct Synthesis of 1-Arylprop-1-ynes with Calcium Carbide as an Acetylene Source

A simple method is described for the synthesis of 1-arylprop-1-ynes directly from aromatic aldehyde p -tosylhydrazones by using calcium carbide as an acetylene source. The salient features of this protocol are its use of a readily available and easily handled source of acetylene, its operational simplicity, its high yield, and its broad substrate scope.

Palladium-Catalyzed Tunable Carbonylative Synthesis of Enones and Benzofulvenes

A palladium-catalyzed four-component carbonylative coupling reaction involving aryl halides, internal alkynes, arylboronic acids, and CO has been developed for the first time. All-carbon substituted α-unsaturated ketones and benzofulvenes can be selectively obtained in a highly regio- and stereocontrolled manner. Using Cu(TFA)2 as the additive, a series of tetrasubstituted α-unsaturated ketones were prepared in moderate to high yields. Using more acidic Lewis acid Cu(OTf)2 as the additive, multisubstituted benzofluvenes were synthesized in moderate yields. This efficient methodology involved the formation of three new C?C bonds, and provided a divergent method for the quick construction of multisubstituted α-unsaturated ketones and benzofulvenes from easily available starting materials.

A Pd-catalyzed domino Larock annulation/dearomative Heck reaction

A palladium-catalyzed domino Larock annulation/dearomative Heck reaction is developed, which delivers a range of tetracyclic indoline derivatives in moderate to excellent yields through a Larock annulation of N-bromobenzoyl o-iodoanilines with alkynes and a subsequent intramolecular dearomative Heck reaction. This protocol provides a straightforward route to structurally diverse indolines from readily available starting materials by forming two new rings and three chemical bonds in a single step.

Controlled Single and Double Iodofluorination of Alkynes with DIH- and HF-Based Reagents

A novel protocol for the regio- and stereoselective iodofluorination of internal and terminal alkynes using 1,3-diiodo-5,5,-dimethylhydantoin and HF-based reagents is disclosed. This approach is used to prepare a fluorinated tamoxifen derivative in two steps from commercially available starting materials. A facile method enabling controlled regioselective double iodofluorination of terminal alkynes is also presented.

Trimethylsilyl-Protected Alkynes as Selective Cross-Coupling Partners in Titanium-Catalyzed [2+2+1] Pyrrole Synthesis

Trimethylsilyl (TMS)-protected alkynes served as selective alkyne cross-coupling partners in titanium-catalyzed [2+2+1] pyrrole synthesis. Reactions of TMS-protected alkynes with internal alkynes and azobenzene under the catalysis of titanium imido comple

Indium-mediated Palladium-catalyzed Allylic Alkylation of Isatins with Alkynes

An unprecedented indium-mediated palladium-catalyzed allylic alkylation of isatins with alkynes is disclosed. This reaction provides a new, practical, and straightforward route to access 3-allyl-3-hydroxy-2-oxindoles in good yields with broad substrate scope and scalability, exhibiting high atom and step economy. A primary mechanistic study reveals that indium played two roles in the reaction, first as a reductant and second as a Lewis acid. Compared with previous methods, our strategy eliminated the steps for the separation and purification of the reaction intermediates, as well as pre-installing leaving groups to allylic substrates. Moreover, our reaction did not employ moisture-sensitive allylic metal species and stoichiometric oxidants. (Figure presented.).

Asymmetric Synthesis of Axially Chiral 2-Aminobiaryls by Rhodium-Catalyzed Benzannulation of 1-Arylalkynes with 2-(Cyanomethyl)phenylboronates

Asymmetric benzannulation of 1-arylalkynes, where the aryl group is an ortho-substituted aromatic group, with 2-(cyanomethyl)phenylboronate was catalyzed by a rhodium complex coordinated with a chiral diene ligand to give high yields of axially chiral 2-aminobiaryls with greater than 90 % ee.