22187-05-9

Basic information

• Product Name: Naphthalene, 1-(2,4,6-trimethylphenyl)-
• CAS NO: 22187-05-9
• Molecular Formula: C19H18
• Molecular Weight: 246.352
• Mol File: 22187-05-9.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: Naphthalene, 1-(2,4,6-trimethylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Naphthalene, 1-(2,4,6-trimethylphenyl)-(22187-05-9)
• EPA Substance Registry System: Naphthalene, 1-(2,4,6-trimethylphenyl)-(22187-05-9)

Safety Data

• Hazardous Substances Data: 22187-05-9(Hazardous Substances Data)

Upstream product

• 130-14-3 sodium 1-naphthalenesulfonate 
• 2633-66-1 2-mesitylmagnesium bromide 
• 90-11-9 1-Bromonaphthalene 
• 5980-97-2 mesitylboronic acid 
• 5806-59-7 mesityllithium 
• 13922-41-3 1-Naphthylboronic acid 
• 125261-32-7 2,4,6-trimethylphenyl trifluoromethanesulfonate 
• 2216-69-5 1-Methoxynaphthalene 
• 91-20-3 naphthalene 
• 108-67-8 1,3,5-trimethyl-benzene 
• 90-13-1 1-Chloronaphthalene 
• 68971-91-5 tri-n-butyl(mesityl)stannane 
• 576-83-0 2,4,6-trimethylphenyl bromide 

Downstream Products

• 1260404-93-0 4,4'-dimesityl-1,1'-binaphthyl 

Relevant articles and documents

Air stable NHCs: A study of stereoelectronics and metallorganic catalytic activity

The air stable NHC IPrBr is reported. A stereoelectronic study of IPrBr and its similarly stable relative IMesBr demonstrates metal complex specific changes in NHC donicity versus the ubiquitous IPr and IMes. Application to a Suzuki coupling and an iridium transfer hydrogenation gives superior outcomes using IPrBr and IMesBr. This journal is

Murahashi Cross-Coupling at ?78 °C: A One-Pot Procedure for Sequential C?C/C?C, C?C/C?N, and C?C/C?S Cross-Coupling of Bromo-Chloro-Arenes

The coupling of organolithium reagents, including strongly hindered examples, at cryogenic temperatures (as low as ?78 °C) has been achieved with high-reactivity Pd-NHC catalysts. A temperature-dependent chemoselectivity trigger has been developed for the selective coupling of aryl bromides in the presence of chlorides. Building on this, a one-pot, sequential coupling strategy is presented for the rapid construction of advanced building blocks. Importantly, one-shot addition of alkyllithium compounds to Pd cross-coupling reactions has been achieved, eliminating the need for slow addition by syringe pump.

A Monophosphine Ligand Derived from Anthracene Photodimer: Synthetic Applications for Palladium-Catalyzed Coupling Reactions

Herein, we present an air-stable dianthracenyl monophosphine ligand (diAnthPhos) which can be prepared in two steps from commercially available anthracene derivatives. The ligand exhibits excellent efficiency for palladium-catalyzed coupling reactions. In particular, Miyaura borylation of heterocycle-containing electrophiles can be facilitated employing the diAnthPhos ligand with a broad substrate scope and low catalyst loading. The valuable synthetic utility of the new ligand is further demonstrated by a one-pot Miyaura borylation/Suzuki coupling protocol for heteroaryl-containing substrates.