84109-17-1

Basic information

• Product Name: Zinc, chloro(2-methylphenyl)-
• CAS NO: 84109-17-1
• Molecular Formula: C7H7ClZn
• Molecular Weight: 191.976
• Mol File: 84109-17-1.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Zinc, chloro(2-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Zinc, chloro(2-methylphenyl)-(84109-17-1)
• EPA Substance Registry System: Zinc, chloro(2-methylphenyl)-(84109-17-1)

Safety Data

• Hazardous Substances Data: 84109-17-1(Hazardous Substances Data)

Upstream product

• 7646-85-7 zinc(II) chloride 
• 95-46-5 2-methylphenyl bromide 
• 932-31-0 ortho-tolylmagnesium bromide 
• 33872-80-9 o-tolyl magnesium chloride 
• 6699-93-0 (2-methylphenyl)lithium 
• 615-37-2 ortho-methylphenyl iodide 

Downstream Products

• 106731-03-7 1-chloro-2-(2-methylbenzyl)benzene 
• 188527-65-3 2-(2-methylphenyl)pyrimidine 
• 27561-42-8 1-(3,3-dimethylbut-1-en-2-yl)-2-methylbenzene 
• 36888-18-3 (E)-2,2'-dimethylstilbene 
• 2919-19-9 1-methyl-2-[1-(2-methylphenyl)vinyl]benzene 
• 53423-25-9 (E)-1-methyl-2-styryl-benzene 
• 947-77-3 1-methyl-2-(1-phenylvinyl)benzene 
• 951167-01-4 4-o-tolyl-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester 
• 131-58-8 2-Methylbenzophenone 
• 1373048-95-3 (5S)-3-methyl-5-(o-tolyl)cyclohexanone 
• 1373048-96-4 (5S)-3-methyl-5-(o-tolyl)cyclohexanone 
• 189828-30-6 4-cyano-2'-methyl-1,1'-biphenyl 
• 66778-24-3 2-(2-methylphenyl)naphthalene 

Relevant articles and documents

Modular Functionalization of Arenes in a Triply Selective Sequence: Rapid C(sp2) and C(sp3) Coupling of C?Br, C?OTf, and C?Cl Bonds Enabled by a Single Palladium(I) Dimer

Full control over multiple competing coupling sites would enable straightforward access to densely functionalized compound libraries. Historically, the site selection in Pd0-catalyzed functionalizations of poly(pseudo)halogenated arenes has been unpredictable, being dependent on the employed catalyst, the reaction conditions, and the substrate itself. Building on our previous report of C?Br-selective functionalization in the presence of C?OTf and C?Cl bonds, we herein complete the sequence and demonstrate the first general arylations and alkylations of C?OTf bonds (in I dimer. This allowed the realization of the first general and triply selective sequential C?C coupling (in 2D and 3D space) of C?Br followed by C?OTf and then C?Cl bonds.

Transition-Metal-Free Cross-Coupling of Aryl and Heteroaryl Thiols with Arylzinc Reagents

Cross-coupling of (hetero)arylthiols with arylzinc reagents via C-S cleavage was performed under transition-metal-free conditions. The reaction displays a wide scope of substrates and high functional-group tolerance. Electron-rich and -deficient (hetero)arylthiols and arylzinc reagents can be employed in this transformation. Mg2+ and Li+ ions were demonstrated to facilitate the reaction.

Nickel-catalyzed diaryl ketone synthesis by N-C cleavage: Direct negishi cross-coupling of primary amides by site-selective N,N-Di-boc activation

A general Negishi acylation of primary amides enabled by a combination of site-selective N,N-di-Boc activation and nickel catalysis is reported for the first time. The reaction is promoted by a bench-stable, inexpensive Ni catalyst. The reaction shows excellent functional group compatibility, affording functionalized diaryl ketones by selective N-C cleavage. Most notably, this protocol represents the first amide cross-coupling by direct metal insertion of simple and readily available primary amides. The overall strategy by N,N-di-Boc activation/metal insertion is suitable for a broad range of coupling protocols via acylmetals. Mechanistic experiments suggest high reactivity of N,N-di-Boc activated 1° amides in direct amide C-N cross-couplings.