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2-Acetylnaphthalene

Base Information Edit
  • Chemical Name:2-Acetylnaphthalene
  • CAS No.:93-08-3
  • Molecular Formula:C12H10O
  • Molecular Weight:170.211
  • Hs Code.:2914.30
  • European Community (EC) Number:202-216-2,215-594-9
  • NSC Number:7658
  • UNII:21D49LOP2T
  • DSSTox Substance ID:DTXSID2041389
  • Nikkaji Number:J2.840A
  • Wikidata:Q27123397
  • RXCUI:2378835
  • Metabolomics Workbench ID:45502
  • ChEMBL ID:CHEMBL3183700
  • Mol file:93-08-3.mol
2-Acetylnaphthalene

Synonyms:2-acetylnaphthalene

Suppliers and Price of 2-Acetylnaphthalene
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • 2-Acetylnaphthalene
  • 50g
  • $ 165.00
  • TCI Chemical
  • 2'-Acetonaphthone >98.0%(GC)
  • 500g
  • $ 109.00
  • TCI Chemical
  • 2'-Acetonaphthone >98.0%(GC)
  • 25g
  • $ 19.00
  • TCI Chemical
  • 2'-Acetonaphthone >98.0%(GC)
  • 100g
  • $ 38.00
  • Sigma-Aldrich
  • 2-Acetonaphthone 99%
  • 100g
  • $ 40.00
  • Sigma-Aldrich
  • 2-Acetonaphthone 99%
  • 5g
  • $ 32.20
  • Sigma-Aldrich
  • Methyl β-naphthyl ketone ≥99%,FCC,FG
  • 100 g
  • $ 70.00
  • Sigma-Aldrich
  • Methyl β-naphthyl ketone ≥99%, FCC, FG
  • 100g-k
  • $ 70.00
  • Sigma-Aldrich
  • 2-Acetonaphthone analytical standard
  • 100mg
  • $ 59.20
  • Sigma-Aldrich
  • Methyl β-naphthyl ketone ≥99%,FCC,FG
  • 1 SAMPLE-K
  • $ 50.00
Total 122 raw suppliers
Chemical Property of 2-Acetylnaphthalene Edit
Chemical Property:
  • Appearance/Colour:White powder 
  • Vapor Pressure:0.12Pa at 25℃ 
  • Melting Point:52-56 °C(lit.) 
  • Refractive Index:n20/D 1.628(lit.)  
  • Boiling Point:303 °C at 760 mmHg 
  • PKA:0[at 20 ℃] 
  • Flash Point:129.5 °C 
  • PSA:17.07000 
  • Density:1.097 g/cm3 
  • LogP:3.04240 
  • Storage Temp.:Storage temperature: no restrictions. 
  • Solubility.:0.272g/l 
  • Water Solubility.:insoluble 
  • XLogP3:3.2
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:1
  • Rotatable Bond Count:1
  • Exact Mass:170.073164938
  • Heavy Atom Count:13
  • Complexity:197
Purity/Quality:

99% *data from raw suppliers

2-Acetylnaphthalene *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn, IrritantXi, Dangerous
  • Hazard Codes:Xn,Xi,N 
  • Statements: 36/37/38-51/53-22-20/21/22 
  • Safety Statements: 26-36-61-24/25-22-36/37 
MSDS Files:

SDS file from LookChem

Useful:
  • Chemical Classes:Other Classes -> Naphthalenes
  • Canonical SMILES:CC(=O)C1=CC2=CC=CC=C2C=C1
  • Description Methyl β-naphthyl ketone has an odor suggestive of orange blossom with a strawberry-like flavor. It may be prepared by Friedel- Crafts reaction of naphthalene, acetyl chloride and AlCl3.
  • Physical properties Methyl β-napthyl ketone has a floral, neroli odor suggestive of orange blossom and a strawberry-like flavor.
  • Uses 2-Acetonaphthone was used in direct time-resolved studies on singlet molecular oxygen phosphorescence in heterogeneous silica gel/cyclohexane systems. 2-Acetonaphthone is a flavoring agent that is a crystalline solid (white or nearly white) with orange blossom-like odor. It is soluble in most fixed oils, slightly soluble in mineral oil and propylene glycol, and insoluble in glycerin. It is obtained by chemical synthesis.
Technology Process of 2-Acetylnaphthalene

There total 229 articles about 2-Acetylnaphthalene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With sodium hydroxide; 1-butyl-3-methylimidazolium tetracarbonylcobaltate; In benzene;
DOI:10.1039/b104601m
Guidance literature:
With dihydrogen peroxide; niobium pentachloride; sodium iodide; In water; ethyl acetate; at 20 ℃; for 3h;
DOI:10.1016/j.tet.2011.12.012
Guidance literature:
With tert.-butylhydroperoxide; vanadia; In water; at 100 ℃; for 7h;
DOI:10.1016/j.tet.2011.08.080
Refernces Edit

Intramolecular Nucleophilic Substitutions of Co-ordinated Aryl Halides. A Preparation of Chromans

10.1039/c39800000884

The research investigates intramolecular nucleophilic substitutions of coordinated aryl halides to prepare chromans. The key chemicals involved include 3-(0-fluorophenyl)propan-1-ol, chromium tricarbonyl complexes, (η?-benzene)(+ethyl-tetramethylcyclopentadienyl)rhodium(III) cation, potassium t-butoxide, and boron trifluoride-ether. The study found that coordination with a chromium tricarbonyl residue significantly enhances the rate of intramolecular nucleophilic substitution. The hexafluorophosphate(V) salt of the complexed rhodium(III) cation was also used to catalyze the cyclizations of fluoro alcohols to chromans under mild conditions. However, attempts to use these systems for the preparation of five-membered oxygen heterocycles were unsuccessful, likely due to the strain associated with the bicyclic intermediate.

Synthesis of Chiral 1,4-Benzodioxanes and Chromans by Enantioselective Palladium-Catalyzed Alkene Aryloxyarylation Reactions

10.1002/anie.201600379

The research aims to develop a highly enantioselective method for synthesizing chiral 1,4-benzodioxanes, 1,4-benzooxazines, and chromans, which are important structural units in many bioactive natural products and drugs. The study focuses on using palladium-catalyzed alkene aryloxyarylation reactions, with key chemicals including 2-((2-methylallyl)oxy)phenol (1a), various aryl halides such as bromobenzene (2a), and chiral monophosphorus ligands like L4 and L5. The researchers optimized the reaction conditions, finding that a strong base like NaOtBu and a solvent like hexafluorobenzene (C6F6) enhanced both yield and enantioselectivity. The method demonstrated high yields (up to 90%) and excellent enantioselectivity (up to 95% ee) for a range of substrates, including those with different aryl and heteroaryl groups. The study concludes that the chiral monophosphorus ligands L4 and L5 are crucial for the high reactivity and enantioselectivity of the transformations. The findings not only provide a practical route for synthesizing these chiral compounds but also offer valuable insights into the design of better catalytic systems for similar transformations.

Facile access to 2-aryl-3-nitro-2H-chromenes and 2,3,4-trisubstituted chromanes

10.3998/ark.5550190.p008.801

The research aims to develop a simple and efficient method for synthesizing 2-aryl-3-nitro-2H-chromenes and 2,3,4-trisubstituted chromanes, which are important building blocks in organic synthesis and pharmaceuticals. The study employs salicylaldehydes and β-nitrostyrenes as starting materials, using a combination of pyrrolidine and benzoic acid as catalysts to achieve tandem oxa-Michael-Henry reactions in refluxing ethanol, yielding 2-aryl-3-nitro-2H-chromenes with up to 83% yield. These chromenes are then reacted with acetone under the same catalytic combination in brine to produce 2,3,4-trisubstituted chromanes with yields up to 86% and excellent stereoselectivities. The structures of the synthesized compounds are confirmed by X-ray single crystal diffraction analysis. Additionally, the reductive amination of a suitable 2,3,4-trisubstituted chromane with Zn/HOAc yields a fused tricyclic amine in 92% yield. The research concludes that this catalytic strategy is practical and efficient, offering a reliable synthesis method under mild conditions, and ongoing work is focused on exploring enantioselective synthesis using various organocatalysts.

Gold-catalyzed synthesis of chroman, dihydrobenzofuran, dihydroindole, and tetrahydroquinoline derivatives

10.1002/chem.200800210

The study explores the use of gold catalysis to synthesize various heterocycles, including chromans, dihydrobenzofurans, dihydroindoles, and tetrahydroquinolines. The researchers prepared furans containing ynamide or alkynyl ether moieties in the side chain and used gold-catalyzed transformations to achieve these syntheses at room temperature through fast reactions. The heteroatom directly attached to the intermediate arene oxides stabilized the intermediates, leading to highly selective reactions, even with mono-substituted furans. The study involved various chemicals, including lithiated furans for the introduction of side chains, oxiranes and enones for synthesis of alcohols, and dichlorovinyl ethers and toluenesulfonamides as starting points for ynamide syntheses. The gold-catalyzed reactions resulted in the formation of the desired heterocycles with good yields and selectivity, highlighting the efficiency and versatility of gold catalysis in organic synthesis.

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