581-96-4

Basic information

• Product Name: 2-Naphthylacetic acid
• Synonyms: LABOTEST-BB LT00408955;AKOS BBS-00007768;2-NAPHTHYLACETIC ACID;2-NAPHTHALENEACETIC ACID;RARECHEM AL BO 0200;NAPHTHALENE-2-ACETIC ACID;β-Naphthylene acetic acid;.beta.-Naphthaleneacetate
• CAS NO: 581-96-4
• Molecular Formula: C₁₂H₁₀O₂
• Molecular Weight: 186.21
• EINECS: 209-475-0
• Product Categories: Pharmaceutical Raw Materials;Naphthalene derivatives;Organic acids;Building Blocks;C11 to C12;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;Naphthalene series
• Mol File: 581-96-4.mol
• Article Data: 48

Chemical Properties

• Melting Point: 141-143 °C(lit.)
• Boiling Point: 280.69°C (rough estimate)
• Flash Point: 270.1 °C
• Appearance: White to almost white/Crystalline Powder or Flakes
• Density: 1.1032 (rough estimate)
• Vapor Pressure: 3.13E-06mmHg at 25°C
• Refractive Index: 1.6010 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: acetone: 50 mg/mL, clear
• PKA: pK1:4.256 (25°C)
• Water Solubility: insoluble
• BRN: 973396
• CAS DataBase Reference: 2-Naphthylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Naphthylacetic acid(581-96-4)
• EPA Substance Registry System: 2-Naphthylacetic acid(581-96-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• RTECS: QJ0876000
• HazardClass: IRRITANT
• Hazardous Substances Data: 581-96-4(Hazardous Substances Data)

Usage

Chemical Properties

WHITE TO ALMOST WHITE CRYST. POWDER OR FLAKES

Uses

2-Naphthylacetic acid can be used to synthesize hydrolase inhibitors. It can also be utilized for developing?γ-dipeptide derivatives that can bind human somatostatin receptors.

Purification Methods

Crystallise the acid from water or *benzene. [Beilstein 9 H 666, 9 IV 2431.]

InChI:InChI=1/C12H10O2/c13-12(14)8-9-5-6-10-3-1-2-4-11(10)7-9/h1-7H,8H2,(H,13,14)/p-1

Upstream product

• 60-29-7 diethyl ether 
• 15719-64-9 methylammonium carbonate 
• 7498-57-9 2-naphthaleneacetonitrile 
• 36660-46-5 2-(naphthalene-2-yl)-acetamide 
• 111726-64-8 3-(naphthalene-2-yl)-2-oxopropanoic acid 
• 151-50-8 potassium cyanide 
• 91-57-6 2-Methylnaphthalene 
• 93-08-3 methyl 2-naphthyl ketone 
• 2876-71-3 methyl 2-naphthylacetate 
• 201230-82-2 carbon monoxide 
• 939-26-4 2-bromomethylnaphthyl bromide 
• 162147-96-8 2-chloro-1-(2-naphthyl)-2-(phenylsulfinyl)-1-ethanone 
• 2506-41-4 1-chloromethylnaphthalene 
• 170943-17-6 Naphthalen-2-yl-acetic acid allyl ester 

Downstream Products

• 855223-73-3 3-hydroxy-2,4-di-[2]naphthyl-3-phenyl-butyric acid 
• 67959-21-1 1t-[2]naphthyl-4t-phenyl-buta-1,3-diene 
• 109254-47-9 2-[2]naphthyl-5-phenyl-pent-2-en-4-ynoic acid 
• 37859-25-9 2-naphthylacetyl chloride 
• 1485-07-0 naphthalen-2-ethanol 
• 82326-40-7 2-(naphthalen-2-ylmethyl)-1H-benzo[d]imidazole 
• 83253-73-0 (3,3-Dimethyl-2-phenyl-aziridin-2-yl)-naphthalen-2-yl-acetic acid 
• 127035-93-2 2,6-Dimethyl-4-((E)-2-naphthalen-2-yl-vinyl)-phenol 
• 130553-61-6 N-Methyl-2-naphthalen-2-yl-N-((1R,2S)-2-pyrrolidin-1-yl-cyclohexyl)-acetamide 
• 130609-90-4 1S,2R-cis-(-)-N-methyl-N-<2-(1-pyrrolidinyl)cyclohexyl>-(2-naphthyl)acetamide 
• 130609-91-5 1R,2S-cis-(+)-N-methyl-N-<2-(1-pyrrolidinyl)cyclohexyl>-(2-naphthyl)acetamide 
• 134405-49-5 (E)-3-[2-n-Butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(2-naphthyl)-2-propenoic Acid 
• 110191-43-0 4-Benzyloxy-7-methyl-2-naphthalen-2-ylmethyl-1H-benzoimidazole 
• 66-99-9 β-naphthaldehyde 

Relevant articles and documents

HIGH PURITY 2-NAPHTHYLACETONITRILE AND METHOD FOR PRODUCING SAME

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Visible-light photoredox-catalyzed selective carboxylation of C(sp3)?F bonds with CO2

It is highly attractive and challenging to utilize carbon dioxide (CO2), because of its inertness, as a nontoxic and sustainable C1 source in the synthesis of valuable compounds. Here, we report a novel selective carboxylation of C(sp3)?F bonds with CO2 via visible-light photoredox catalysis. A variety of mono-, di-, and trifluoroalkylarenes as well as α,α-difluorocarboxylic esters and amides undergo such reactions to give important aryl acetic acids and α-fluorocarboxylic acids, including several drugs and analogs, under mild conditions. Notably, mechanistic studies and DFT calculations demonstrate the dual role of CO2 as an electron carrier and electrophile during this transformation. The fluorinated substrates would undergo single-electron reduction by electron-rich CO2 radical anions, which are generated in situ from CO2 via sequential hydride-transfer reduction and hydrogen-atom-transfer processes. We anticipate our finding to be a starting point for more challenging CO2 utilization with inert substrates, including lignin and other biomass.

Pd(OH)2/C, a Practical and Efficient Catalyst for the Carboxylation of Benzylic Bromides with Carbon Monoxide

A simple, efficient, cheap, and broadly applicable system for the carboxylation of benzylic bromides with carbon monoxide and water is reported. Upon simple reaction with only 2.5 wt % of Pearlman's catalyst and 10 mol % of tetrabutylammonium bromide in tetrahydrofuran at 110 °C for 4 h, a range of benzylic bromides can be smoothly converted to the corresponding arylacetic acids in good to excellent yields after simple extraction and acid-base wash. The reaction was found to be broadly applicable, scalable, and could be successfully extended to the use of ex situ-generated carbon monoxide and applied to the synthesis of the nonsteroidal anti-inflammatory drug diclofenac.