1478-33-7

Basic information

• Product Name: Benzoic acid, 2-fluoro-6-[(5,6,7,8-tetrahydro-1-naphthalenyl)methyl]-
• CAS NO: 1478-33-7
• Molecular Formula: C18H17FO2
• Molecular Weight: 284.33
• Mol File: 1478-33-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-fluoro-6-[(5,6,7,8-tetrahydro-1-naphthalenyl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-fluoro-6-[(5,6,7,8-tetrahydro-1-naphthalenyl)methyl]-(1478-33-7)
• EPA Substance Registry System: Benzoic acid, 2-fluoro-6-[(5,6,7,8-tetrahydro-1-naphthalenyl)methyl]-(1478-33-7)

Safety Data

• Hazardous Substances Data: 1478-33-7(Hazardous Substances Data)

Upstream product

• 3798-62-7 (2-Carboxy-3-fluor-phenyl)-naphthyl-1-keton 
• 111771-20-1 7-fluoro-3-(5,6,7,8-tetrahydro-1-naphthalenyl)-1(3H)-isobenzofuranone 
• 90-11-9 1-Bromonaphthalene 
• 652-39-1 3-fluorophthalic anhydride 
• 111771-16-5 2-(-2-fluoro-6-iodophenyl)-4,4-dimethyl-2-oxazoline 
• 111771-14-3 N-(2-methyl-3-hydroxypropyl)-2-flouro-6-iodobenzamide 
• 111771-12-1 2-fluoro-6-iodobenzoyl chloride 
• 111771-08-5 2-fluoro-6-iodobenzoic acid 
• 41828-13-1 5,6,7,8-tetrahydro-naphthalene-1-carbaldehyde 

Relevant articles and documents

Peri Fluoro Steric Effects: Syntheses and Comparative Acid-Catalyzed Isomerization of the 8-, 9-, and 11-Fluoro-1,2,3,4-tetrahydro-7,12-dimethylbenzanthracenes to Exo Methylene Tautomers

Facile and regiospecific syntheses for 8-, 9-, and 11-fluoro-1,2,3,4-tetrahydro-7,12-dimethylbenzanthracenes (4, 5, and 7) from 5,6,7,8-tetrahydro-1-naphthaldehyde and the respective 2-(2-fluoro-6-iodophenyl)oxazoline 14, 2-(2-bromo-5-fluorophenyl)oxazoline 15, and 2-(3-fluorophenyl)oxazoline 16 are described.Comparative acid-catalyzed isomerization of these polycyclic aromatic hydrocarbons (PAH) to exo methylene tautomers in refluxing benzene is compared to our previously published studies employing the parent hydrocarbon 1 and the 5-, 6-, and 10-fluoro analogues(2, 3, and 6).The peri steric effect of 11-fluoro compound 7- was the most dramatic, providing 7-exo methylene isomer 45 in nearly quantitative yield.Substitution of fluorine at peri positions 6 and 8 afforded product ratios at equilibrium, whereas the 7-exo methylene tautomers (41 and 42) also were thermodynamically favored over the parent anthracene PAH or the respective 12-exo methylene isomers (48 and 49).Like the unsubstituted PAH 1, where fluorine does not occupy a peri position such as in the 9- and 10-fluoro species 5 and 6, no appreciable quantities of exo methylene tautomers were detected.Comparative ΔGo values for isomerization of 6-, 8-, and 11-fluoro isomers revealed that sandwiching the C12-CH3 group between the 11-fluoro and C1-CH2 functions in 7 and removing any possible 7-CH2-F interaction in exo methylene product 45 led to a relative relief in steric interaction of approximately 1 kcal/mol.