57497-13-9

Basic information

• Product Name: Benzene, 1-methyl-2-(1-propynyl)- (9CI)
• Synonyms: Benzene, 1-methyl-2-(1-propynyl)- (9CI);Benzene, 1-methyl-2-(1-propynyl)-;Benzene, 1-Methyl-2-(1-propyn-1-yl)-
• CAS NO: 57497-13-9
• Molecular Formula: C₁₀H₁₀
• Molecular Weight: 130.1864
• Mol File: 57497-13-9.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 206.9 °C at 760 mmHg
• Flash Point: 75.1 °C
• Appearance: /
• Density: 0.93 g/cm³
• Vapor Pressure: 0.333mmHg at 25°C
• Refractive Index: 1.537
• CAS DataBase Reference: Benzene, 1-methyl-2-(1-propynyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-methyl-2-(1-propynyl)- (9CI)(57497-13-9)
• EPA Substance Registry System: Benzene, 1-methyl-2-(1-propynyl)- (9CI)(57497-13-9)

Safety Data

• Hazardous Substances Data: 57497-13-9(Hazardous Substances Data)

Usage

General Description

Benzene, 1-methyl-2-(1-propynyl)- (9CI) is a colorless liquid chemical compound with the molecular formula C10H10. It is also known as propargyltoluene and is used as a chemical intermediate in the production of various organic compounds and pharmaceuticals. Benzene, 1-methyl-2-(1-propynyl)- (9CI) is toxic and harmful if inhaled, absorbed through the skin, or ingested, and is classified as a possible human carcinogen. It is primarily used in research and industrial settings, and proper safety precautions should be taken when handling this chemical.

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 
• 74346-21-7 1,1-Dichloro-1-(2-methylphenyl)ethane 
• 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 
• 37982-72-2 3-(2-tolyl)-1-propyne 
• 590-93-2 2-Butynoic acid 
• 75-20-7 calcium carbide 
• 343598-64-1 N-(2-methylphenyl)methylidene-4-methylbenzenesulfonamide 

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 

Relevant articles and documents

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.

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

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.