229467-26-9

Basic information

• Product Name: Methyl 4-(naphthalen-1-yl)benzoate
• Synonyms: Methyl 4-(naphthalen-1-yl)benzoate
• CAS NO: 229467-26-9
• Molecular Formula: C₁₈H₁₄O₂
• Molecular Weight: 262.30256
• Mol File: 229467-26-9.mol
• Article Data: 24

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Methyl 4-(naphthalen-1-yl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-(naphthalen-1-yl)benzoate(229467-26-9)
• EPA Substance Registry System: Methyl 4-(naphthalen-1-yl)benzoate(229467-26-9)

Safety Data

• Hazardous Substances Data: 229467-26-9(Hazardous Substances Data)

Upstream product

• 90-11-9 1-Bromonaphthalene 
• 619-44-3 methyl 4-iodobenzoate 
• 13922-41-3 1-Naphthylboronic acid 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 905966-40-7 methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate 
• 1231261-75-8 naphthalen-1-yl bis(2-oxo-1,3-oxazolidin-3-yl)phosphinate 
• 99768-12-4 4-methoxycarbonylphenylboronic acid 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 38262-42-9 1-naphthyl mesylate 
• 68211-49-4 1-naphthyl tosylate 
• 90-15-3 α-naphthol 
• 90-13-1 1-Chloronaphthalene 
• 1144-13-4 naphthalen-1-yl N,N-dimethylsulfamate 
• 54806-25-6 chloro(1-naphthyl)bis(triphenylphosphine)nickel(II) 

Downstream Products

• 106359-69-7 4-(naphthalen-1-yl)benzoic acid 
• 106359-61-9 N-hydroxy-4-(naphthalene-1-yl)benzamide 

Relevant articles and documents

C(sp2)-C(sp2) Suzuki cross-coupling of arylammonium salts catalyzed by a stable Pd–NHC complex

We have developed the Suzuki-Miyaura cross-coupling of aryl ammonium salts via C–N bond activation catalyzed by an easily prepared and bench-stable palladium-N-heterocyclic carbene complex. The reaction proceeded well under mild conditions with phenylboronic acid, pinacol ester or anhydride and provided yields of products up to 97% with good functional group compatibility. The direct arylation of arylamine can be performed by a two-step one-pot process and the protocol can be performed on the gram scale.

Generation of Organozinc Reagents by Nickel Diazadiene Complex Catalyzed Zinc Insertion into Aryl Sulfonates

The generation of arylzinc reagents (ArZnX) by direct insertion of zinc into the C?X bond of ArX electrophiles has typically been restricted to iodides and bromides. The insertions of zinc dust into the C?O bonds of various aryl sulfonates (tosylates, mesylates, triflates, sulfamates), or into the C?X bonds of other moderate electrophiles (X=Cl, SMe) are catalyzed by a simple NiCl2–1,4-diazadiene catalyst system, in which 1,4-diazadiene (DAD) stands for diacetyl diimines, phenanthroline, bipyridine and related ligands. Catalytic zincation in DMF or NMP solution at room temperature now provides arylzinc sulfonates, which undergo typical catalytic cross-coupling or electrophilic substitution reactions.

A highly efficient and recyclable NiCl2(dppp)/PEG-400 system for Suzuki-Miyaura reaction of aryl chlorides with arylboronic acids

NiCl2(dppp) in PEG-400 is shown to be a highly efficient catalyst for Suzuki-Miyaura coupling of aryl chlorides with arylboronic acids. The reaction could be conducted at 100 °C using K3PO4 as base, yielding a variety of biaryls in good to excellent yields. The isolation of the products was readily performed by extraction with petroleum ether and NiCl2(dppp)/PEG-400 system could be easily recycled and reused up to five times without significant loss of activity. Our system not only avoids the use of easily volatile and toxic dioxane or toluene as a solvent but also solves the basic problem of nickel catalyst reuse.