17216-08-9

Basic information

• Product Name: 2-ACETYL-1-TETRALONE
• Synonyms: 1(2H)-Naphthalenone, 2-acetyl-3,4-dihydro-;2-Acetyl-3,4-dihydro-1(2H)-naphthalenone;2-Acetyltetralone;2-ACETYL-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE;2-ACETYL-1-TETRALONE;2-acetyl-1,2,3,4-tetrahydronaphthalen-1-one;2-Acetyl-1,2,3,4-tetrahydronaphthalene-1-one;2-Acetyl-1-tetralinone
• CAS NO: 17216-08-9
• Molecular Formula: C₁₂H₁₂O₂
• Molecular Weight: 188.22
• EINECS: 241-259-1
• Product Categories: C11 to C12;Carbonyl Compounds;Ketones
• Mol File: 17216-08-9.mol

Chemical Properties

• Melting Point: 55-57 °C(lit.)
• Boiling Point: 135-142 °C1 mm Hg(lit.)
• Flash Point: 221 °F
• Appearance: Brown-green to light brownish powder
• Density: 1.0750 (rough estimate)
• Vapor Pressure: 8.59E-06mmHg at 25°C
• Refractive Index: 1.6010 (estimate)
• CAS DataBase Reference: 2-ACETYL-1-TETRALONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ACETYL-1-TETRALONE(17216-08-9)
• EPA Substance Registry System: 2-ACETYL-1-TETRALONE(17216-08-9)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 17216-08-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Acetyl-1-tetralone is used as an intermediate compound for the synthesis of various pharmaceuticals. Its application is primarily due to its ability to be transformed into different drug molecules through chemical reactions.
Used in Chemical Research:
2-Acetyl-1-tetralone serves as a valuable compound in chemical research, particularly in the field of organic chemistry. It is used for studying the properties and behavior of organic molecules and for developing new synthetic methods and techniques.
Used in the Preparation of Dihydronaphtho-pyrrole:
2-Acetyl-1-tetralone is used as a key component in the preparation of dihydronaphtho-pyrrole, a compound with potential applications in various industries, including pharmaceuticals and materials science. Its use in this context is due to its compatibility with the chemical structure of dihydronaphtho-pyrrole and its ability to contribute to the formation of the desired product.

InChI:InChI=1/C12H12O2/c1-8(13)10-7-6-9-4-2-3-5-11(9)12(10)14/h2-5,14H,6-7H2,1H3

Upstream product

• 108-24-7 acetic anhydride 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 141-78-6 ethyl acetate 
• 75-36-5 acetyl chloride 
• 40685-43-6 2-α-Methoxyethyliden-1-tetralon 
• 19455-84-6 3,4-dihydronaphthalen-1-yl acetate 
• 51783-45-0 1-hydroxy-2-acetonaphthone 
• 18496-54-3 phenylbutyric acid chloride 
• 64-19-7 acetic acid 

Downstream Products

• 108463-06-5 1-Phenyl-3-(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-1,3-propanedione 
• 108463-07-6 1-(4-Chlorophenyl)-3-(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-1,3-propanedione 
• 108463-13-4 1-(2,5-Dichlorophenyl)-3-(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-1,3-propanedione 
• 108463-15-6 1-(5-Chloro-2-propoxyphenyl)-3-(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-1,3-propanedione 
• 108463-08-7 1<4-(1,1-dimethylethyl)phenyl>-3-(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-1,3-propanedione 
• 108463-11-2 1-(2-Propoxyphenyl)-3-(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-1,3-propanedione 
• 108463-09-8 1-(2-Methoxyphenyl)-3-(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-1,3-propanedione 
• 108463-10-1 1-(2-Ethoxyphenyl)-3-(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-1,3-propanedione 
• 121721-27-5 2-acetyl-2-(p-trifluoromethylphenyletynyl)-3,4-dihydronaphtalen-1(2H)-one 
• 108506-68-9 1-(5-Chloro-2-methoxyphenyl)-3-(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-1,3-propanedione 
• 108463-14-5 1-(5-Chloro-2-ethoxyphenyl)-3-(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-1,3-propanedione 
• 109059-14-5 2-Acetyl-2-(phenylethynyl)-3,4-dihydronaphthalen-1(2H)-one 
• 144363-66-6 2-acetyl-2-<(E)-styryl>-3,4-dihydronaphthalen-1(2H)-one 
• 85336-05-6 spiro<2-methyl-5-(phenylthio)-2,4-cyclohexadiene-1,2'-tetralone> 

Relevant articles and documents

Iridium-Catalyzed Stereoselective Allylic Alkylation Reactions with Crotyl Chloride

The development of the first enantio-, diastereo-, and regioselective iridium-catalyzed allylic alkylation reaction of prochiral enolates to form an all-carbon quaternary stereogenic center with an aliphatic-substituted allylic electrophile is disclosed. The reaction proceeds with good to excellent selectivity with a range of substituted tetralone-derived nucleophiles furnishing products bearing a newly formed vicinal tertiary and all-carbon quaternary stereodyad. The utility of this protocol is further demonstrated via a number of synthetically diverse product transformations.

Twisted Bodipy Derivative as a Heavy-Atom-Free Triplet Photosensitizer Showing Strong Absorption of Yellow Light, Intersystem Crossing, and a High-Energy Long-Lived Triplet State

A Bodipy derivative with twisted π-conjugation system is demonstrated that shows efficient intersystem crossing (ISC) (singlet oxygen quantum yield φΔ = 55%) and a long-lived triplet state (τT = 197.5 μs) with high energy (ET1 = 1.44-1.53 eV). This is superior to the conventional heavy-atom-enhanced ISC in a reference Bodipy compound, which results in much shorter triplet state lifetime (3.3 μs) and lower triplet-state energy (1.2 eV).

Gold-catalyzed ring-expansion through acyl migration to afford furan-fused polycyclic compounds

A gold-catalyzed ring-expansion reaction of alkynones to access furan-fused polycyclic compounds is reported. Mechanistic studies revealed that the reaction might occur through a tandem 1,2-acyl migration/Friedel-Crafts reaction.

Solvent effects versus concentration effects in determining rates of base-catalyzed keto-enol tautomerization

Solvent effects of homogeneous media (such as solvent-water mixtures) on chemical reactivity may be interpreted as due to solvent polarity and/or molecular structure of solvent molecules. In microheterogeneous media (such as aqueous micellar solutions), solvent effects on reaction rates must include concentration effects, in addition to changes in the solvent polarity of the micelle interface where the reaction is assumed to occur. In this work, we measured the rates of keto-enol tautomerization of the 2-acetylcyclohexanone (ACHE) and 2-acetyl-1-tetralone (ATLO) systems in dimethylsulfoxide (DMSO)-water mixtures and in aqueous micellar solutions with both anionic and cationic surfactants and in the presence of buffers. The results appear as an ideal framework to understand the paramount importance of the specific molecular structure of solvent molecules in determining chemical reactivity versus solvent polarity or even concentration effects. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2005.

Photolysis of cyclic enol esters in the presence or absence of a single electron transfer photosensitizer

The photochemistry of enol esters 1 is dominated by electrocyclic ring opening (1b → 3+4), 1,3-acyl migration (1c,d → 6c,d) and [2 + 2] dimerization (1d → 11). Photosensitization with triphenylpyrylium tetrafluoroborate (TPT) enhances formation of oxidation products (1b → 5,1c,d → 9c,d + 10c,d), presumably through the intermediacy of radical cations 1b-d+.

Nitroimidazolyl pyrimidines

Nitroimidazolyl pyrimidines of the formula SPC1 And physiologically acceptable acid addition salts thereon wherein X is alkyl of 1-4 carbon atoms, R1 and R2 each are a hydrogen atom, alkyl of 1-4 carbon atoms, phenyl triflouromethyl or a monocyclic heterocyclic ring and R3 is a hydrogen atoms, alkyl of 1-4 carbon atoms, hydroxyalkoxy of 2-4 carbon atoms or an ester thereof of an alkanocarboxylic acid of 1-4 carbon atoms, oxoalkyl of 8-6 carbon atoms, or, when R1 or R2 is phenyl, alkylene having 1-2 carbon atoms in the chain joined to the 2-position of the phenyl ring possess trichomonicidal activity.