1503-86-2

Basic information

• Product Name: naphthalen-2-yl 2,2-dimethylpropanoate
• CAS NO: 1503-86-2
• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.2863
• Mol File: 1503-86-2.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 340.1°C at 760 mmHg
• Flash Point: 117.7°C
• Density: 1.083g/cm³
• Vapor Pressure: 8.77E-05mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: naphthalen-2-yl 2,2-dimethylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: naphthalen-2-yl 2,2-dimethylpropanoate(1503-86-2)
• EPA Substance Registry System: naphthalen-2-yl 2,2-dimethylpropanoate(1503-86-2)

Safety Data

• Hazardous Substances Data: 1503-86-2(Hazardous Substances Data)

Upstream product

• 3377-92-2 vinyl pivalate 
• 135-19-3 β-naphthol 
• 93-44-7 2-naphthyl benzoate 
• 1523-11-1 naphthalen-2-yl acetate 
• 1538-75-6 2,2-dimethylpropanoic anhydride 
• 75-98-9 Trimethylacetic acid 
• 3282-30-2 pivaloyl chloride 
• 21509-82-0 Thallium(I)-β-naphtholat 

Downstream Products

• 135-19-3 β-naphthol 
• 256652-04-7 4,4,5,5-tetramethyl-2-(naphthalen-2-yl)-1,3,2-dioxaborolane 
• 612-94-2 2-phenylnaphthalene 
• 59115-45-6 2-(4-methoxyphenyl)naphthalene 

Relevant articles and documents

An efficient protocol for alcohol protection under solvent- and catalyst-free conditions

(Chemical Equation Presented) Asimple and highly efficient protocol for pivaloylation of alcohols without using a catalyst under solvent-free conditions has been developed. The key advantages of the reaction are short reaction time, high yields, simple workup, and no need for further purification. Selectivity was observed between primary alcohols vs. secondary alcohols and aliphatic alcohols vs. aromatic alcohols. The accentuated and relevant phenomenon of this method that we observed is in one-pot conversion of TBS protection into Piv protection of the hydroxyl group. 2009 American Chemical Society.

Nickel-Mediated Trifluoromethylation of Phenol Derivatives by Aryl C?O Bond Activation

The increasing pharmaceutical importance of trifluoromethylarenes has stimulated the development of more efficient trifluoromethylation reactions. Tremendous efforts have focused on copper- and palladium-mediated/catalyzed trifluoromethylation of aryl halides. In contrast, no general method exists for the conversion of widely available inert electrophiles, such as phenol derivatives, into the corresponding trifluoromethylated arenes. Reported herein is a practical nickel-mediated trifluoromethylation of phenol derivatives with readily available trimethyl(trifluoromethyl)silane (TMSCF3). The strategy relies on PMe3-promoted oxidative addition and transmetalation, and CCl3CN-induced reductive elimination. The broad utility of this transformation has been demonstrated through the direct incorporation of trifluoromethyl into aromatic and heteroaromatic systems, including biorelevant compounds.

Reductive Cross-Coupling between Unactivated C(aryl)-N and C(aryl)-O Bonds by Chromium Catalysis Using a Bipyridyl Ligand

Reductive cross-coupling between two chemically inert bonds remains a great challenge in synthetic chemistry. We report here the reductive cross-coupling between unactivated C(aryl)-N and C(aryl)-O bonds that was achieved by chromium catalysis. The simple and inexpensive CrCl2 salt, combined with important bipyridyl ligand and magnesium reductant, shows high reactivity in the successive cleavage of C(aryl)-N bonds of aniline derivatives and C(aryl)-O bonds of aryl esters, allowing the cross-coupling of these two unactivated and different bonds to occur in a reductive fashion to form a C(aryl)-C(aryl) bond. Mechanistic studies by deuterium-labeling experiments indicate that the C(aryl)-N bonds in anilines are preferentially cleaved by reactive Cr species, in which the ligation of bipyridyl with Cr by adopting a coordination model in 1:1 ratio can be considered.