16206-42-1

Basic information

• Product Name: 2-methyl-4-(naphthalen-2-yl)-4-oxobutanoic acid
• CAS NO: 16206-42-1
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.2699
• Mol File: 16206-42-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 458.5°C at 760 mmHg
• Flash Point: 245.2°C
• Density: 1.213g/cm³
• Vapor Pressure: 3.36E-09mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: 2-methyl-4-(naphthalen-2-yl)-4-oxobutanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-4-(naphthalen-2-yl)-4-oxobutanoic acid(16206-42-1)
• EPA Substance Registry System: 2-methyl-4-(naphthalen-2-yl)-4-oxobutanoic acid(16206-42-1)

Safety Data

• Hazardous Substances Data: 16206-42-1(Hazardous Substances Data)

Upstream product

• 91-20-3 naphthalene 
• 4100-80-5 2-methylsuccinic anhydride 
• 613-54-7 2-Bromo-2'-acetonaphthone 
• 60186-01-8 2-Methylene-4-naphthalen-2-yl-4-oxo-butyric acid 
• 18424-77-6 sodium diethyl methylmalonate 
• 97278-20-1 2-methyl-2-(2-naphtoylmethyl)malonic acid 

Relevant articles and documents

Carbon-13 Magnetic Resonance of Hydroaromatics. 3. Conformation of 1,2,3,4-Tetrahydrophenanthrene and 9,10-Dihydrophenanthrene and Their Methyl Derivatives

13C chemical shift data have been obtained for 27 methylated 1,2,3,4-tetrahydro- and 9,10-dihydrophenanthrenes.It has been found that methyl-substituent parameters previously determined for the saturated ring of tetralin and 1,2,3,4-tetrahydroanthracene show a remarkable ability to predict the chemical shifts in spite of the significant structural differences in the basic structure of the hydrophenanthrenes, exemplified by the proximity of the C-4 and C-5 positions.Analogous to the tetralins, 1-methyltetrahydrophenanthrene was determined to prefer slightly the conformer with a pseudoaxial methyl, while, in contrast to the tetralins, the C-4 methyl derivatives were forced to exist entirely with the C-4 methyl pseudoaxial.The conformation of the cis-2,4 compound is ambiguous.Variable-temperature 13C and 1H NMR has provided ΔH* and ΔS* of 10.3 kcal mol-1 and -3.3 cal K-1*mol-1, respectively, for the conformational inversion of cis-9,10-dimethyl-9,10-dihydrophenanthrene.It is hypothesized that significantly slower methyl group rotation in the transition state compared to the ground state is responsible for the negative ΔS*.The trans-9,10 compound is shown to exist exclusively as the diaxal conformer, and 9,9,10-trimethyldihydrophenanthrene is present as an equilibrium mixture where the conformer with the C-10 methyl axial dominates to better than 95percent.

Pd(ii)/Zn co-catalyzed chemo-selective hydrogenation of α-methylene-γ-keto carboxylic acids

An efficient Pd/Zn co-catalyzed chemo-selective hydrogenation of α-methylene-γ-keto carboxylic acids is described. This methodology offers a divergent synthesis of α-methyl-γ-keto carboxylic acids, α-methylcarboxylic acids, and lactones starting from α-me