3117-51-9

Basic information

• Product Name: 2-(naphthalen-1-yl)propanoic acid
• Synonyms: 1-Naphthaleneacetic acid, alpha-methyl-; a-Methyl-1-naphthaleneacetic acid
• CAS NO: 3117-51-9
• Molecular Formula: C₁₃H₁₂O₂
• Molecular Weight: 200.2332
• Mol File: 3117-51-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 367.5°C at 760 mmHg
• Flash Point: 264.5°C
• Density: 1.19g/cm³
• Vapor Pressure: 4.75E-06mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: 2-(naphthalen-1-yl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(naphthalen-1-yl)propanoic acid(3117-51-9)
• EPA Substance Registry System: 2-(naphthalen-1-yl)propanoic acid(3117-51-9)

Safety Data

• Hazardous Substances Data: 3117-51-9(Hazardous Substances Data)

Usage

General Description

2-(naphthalen-1-yl)propanoic acid, also known as naproxen, is a nonsteroidal anti-inflammatory drug (NSAID) that is commonly used to relieve pain, reduce inflammation, and lower fevers. It works by inhibiting the production of prostaglandins, which are responsible for causing pain and swelling in the body. Naproxen is often used to treat conditions such as arthritis, menstrual cramps, gout, and headaches. It is available in various forms such as tablets, liquid, and as a topical cream. Like all NSAIDs, naproxen may have side effects, including stomach upset, heartburn, and gastrointestinal bleeding, and should be used with caution, especially in individuals with a history of heart disease or stomach ulcers.

Upstream product

• 826-74-4 1-vinylnaphthalene 
• 124-38-9 carbon dioxide 
• 1402034-43-8 4,4,5,5-tetramethyl-2-(1-(naphthalen-1-yl)ethyl)-1,3,2-dioxaborolane 

Downstream Products

• 349081-34-1 N-(2-bromophenyl)-N-methyl-2-(naphthalen-1-yl)propanamide 
• 431944-40-0 1-cyano-2-methylacenaphthylene 
• 64977-33-9 2-(naphthalen-1-yl)-1-phenyl-propan-1-one 
• 64977-34-0 1-Methoxy-2-(1-naphthyl)-1-phenyl-propen 

Relevant articles and documents

Beyond benzyl grignards: Facile generation of benzyl carbanions from styrenes

Benzylic functionalization is a convenient approach towards the conversion of readily available aromatic hydrocarbon feedstocks into more useful molecules. However, the formation of carbanionic benzyl species from benzyl halides or similar precursors is far from trivial. An alternative approach is the direct reaction of a styrene with a suitable coupling partner, but these reactions often involve the use of precious-metal transition-metal catalysts. Herein, we report the facile and convenient generation of reactive benzyl anionic species from styrenes. A CuI-catalyzed Markovnikov hydroboration of the styrenic double bond by using a bulky pinacol borane source is followed by treatment with KOtBu to facilitate a sterically induced cleavage of the C-B bond to produce a benzylic carbanion. Quenching this intermediate with a variety of electrophiles, including CO2, CS2, isocyanates, and isothiocyanates, promotes C-C bond formation at the benzylic carbon atom. The utility of this methodology was demonstrated in a three-step, two-pot synthesis of the nonsteroidal anti-inflammatory drug (±)-flurbiprofen. Make or break: The facile generation of benzyl anion equivalents from styrenes has been achieved by using a Cu-catalyzed hydroboration in conjunction with sterically induced cleavage of the C-B bond with tBuOK. Quenching this reactive intermediate with heteroallene electrophiles yields benzylic C-C bond formation (see scheme), and the utility of this methodology has been demonstrated by a synthesis of the nonsteroidal anti-inflammatory drug (±)-flurbiprofen. Copyright