20204-71-1

Basic information

• Product Name: Naphthalene, 1-[(4-methylphenyl)methyl]-
• CAS NO: 20204-71-1
• Molecular Formula: C18H16
• Molecular Weight: 232.325
• Mol File: 20204-71-1.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Naphthalene, 1-[(4-methylphenyl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Naphthalene, 1-[(4-methylphenyl)methyl]-(20204-71-1)
• EPA Substance Registry System: Naphthalene, 1-[(4-methylphenyl)methyl]-(20204-71-1)

Safety Data

• Hazardous Substances Data: 20204-71-1(Hazardous Substances Data)

Upstream product

• 91-20-3 naphthalene 
• 86-52-2 1-Chloromethylnaphthalene 
• 66-77-3 1-naphthaldehyde 
• 108-88-3 toluene 
• 104-82-5 4-Methylbenzyl chloride 
• 321-38-0 1-Fluoronaphthalene 
• 90-13-1 1-Chloronaphthalene 
• 13922-41-3 1-Naphthylboronic acid 
• 104-81-4 4-Methylbenzyl bromide 
• 13098-88-9 naphthalen-1-ylmethyl acetate 
• 4780-79-4 1-naphthalene methanol 
• 589-18-4 4-Methylbenzyl alcohol 
• 3395-88-8 4-methylbenzyl methyl ether 
• 5720-05-8 4-methylphenylboronic acid 

Downstream Products

• 62723-07-3 (4-methylphenyl)(1-naphthyl)methanone 

Relevant articles and documents

Palladium-catalyzed cross-coupling of benzyltitanium(IV) reagents with aryl fluorides

The first palladium-catalyzed cross-coupling between benzyltitanium(IV) reagents with aryl fluorides is reported. A variety of diarylmethanes can be prepared in good to excellent yields by the catalyst system of PdCl2(dppf)2 associated with 1-[2-(di-tert-butylphosphanyl)phenyl]-4-methoxypiperidine. This reaction offered a highly efficient approach to diarylmethanes that are commonly found in life-changing drug molecules. Graphical abstract: [Figure not available: see fulltext.]

Heteroleptic Ni(II) Complexes Bearing a Bulky Yet Flexible IBiox-6 Ligand: Improved Selectivity in Cross-Electrophile Coupling of Benzyl Chlorides with Aryl Chlorides/Fluorides

A bisoxazoline-derived NHC known as IBiox-6 reacted smoothly with Ni[P(OEt)3]2Br2 and Ni(PPh3)2Br2 to give the respective heteroleptic Ni(II) complexes Ni(IBiox-6)[P(OEt)3]Br2 (1) and Ni(IBiox-6)(PPh3)Br2 (2) in yields of 60% and 71%. Their crystal structures were characterized to reveal a rare cis disposition of the IBiox-6 ligand to the phosphite ligand in 1, while 2 possessed the more common trans configuration. Both complexes catalyzed the cross-electrophile coupling of benzyl chlorides with aryl chlorides and fluorides in the presence of Mg turnings at 50 °C via a "real one-pot"procedure, featuring no requirement for temperature variation or portionwise addition of any coupling partner. In particular, complex 1 showed a better balance between the catalytic activity and selectivity. The scope of the procedure catalyzed by 1 and Mg turnings was investigated, providing a highly selective, simple, and practical approach to the synthesis of diarylmethanes with high steric hindrance and various functional groups, including oligo-diarylmethane with asymmetric structures.

Gold(I)-catalyzed Benzylation of (Hetero)aryl Boronic Acids with (Hetero)benzyl Bromides by the Strategy of a SN2-type Reaction

Herein, the first example of gold-catalyzed benzylation of (hetero)aryl boronic acids with (hetero)benzyl bromides to give the corresponding cross-coupling products in moderate to good yields is reported. The reaction proceeds through a possible intermolecular SN2-type reaction pathway to give a wide variety of di(hetero)arylmethanes as the desired products. An intriguing reaction mechanism has been proposed on the basis of control experiments, 31P-NMR spectroscopic detection and DFT calculations.