132797-26-3

Basic information

• Product Name: 1(2H)-Naphthalenone, 3,4-dihydro-2-(phenylmethyl)-, (2R)-
• CAS NO: 132797-26-3
• Molecular Formula: C17H16O
• Molecular Weight: 236.313
• Mol File: 132797-26-3.mol
• Article Data: 99

Chemical Properties

• CAS DataBase Reference: 1(2H)-Naphthalenone, 3,4-dihydro-2-(phenylmethyl)-, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1(2H)-Naphthalenone, 3,4-dihydro-2-(phenylmethyl)-, (2R)-(132797-26-3)
• EPA Substance Registry System: 1(2H)-Naphthalenone, 3,4-dihydro-2-(phenylmethyl)-, (2R)-(132797-26-3)

Safety Data

• Hazardous Substances Data: 132797-26-3(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 6261-32-1 2-benzylidene-1-tetralone 
• 64-19-7 acetic acid 
• 3709-38-4 2,2-dimethyl-5-phenethyl-[1,3]dioxane-4,6-dione 
• 6742-26-3 2-ethoxycarbonyl-1-tetralone 
• 100-51-6 benzyl alcohol 
• 529-33-9 1,2,3,4-Tetrahydro-1-naphthol 
• 38858-72-9 1-trimethylsiloxy-3,4-dihydronaphthalene 
• 6261-32-1 (E)-2-benzylidene-1-tetralone 
• 100-52-7 benzaldehyde 
• 100-44-7 benzyl chloride 
• 78140-78-0 ethyl 2-benzyl-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate 
• 5666-05-7 2-benzyl-4-phenylbutanoic acid 

Downstream Products

• 78140-79-1 trans-2-benzyl-1,2,3,4-tetrahydronaphthalene-1-ol acetate 
• 78140-79-1 Acetic acid (1R,2S)-2-benzyl-1,2,3,4-tetrahydro-naphthalen-1-yl ester 
• 6340-82-5 2,2-dibenzyl-3,4-dihydronaphthalen-1(2H)-one 
• 1314305-54-8 2-benzyl-1-(trifluoroacetoxy)tetral-1-ene 
• 6261-33-2 2-benzyl-1,2,3,4,-tetrahydronaphthalen-1-ol 
• 157485-34-2 (S)-2-benzyl-1-tetralone 
• 6261-33-2 cis-2-benzyl-1,2,3,4-tetrahydronaphthalene-1-ol 

Relevant articles and documents

An approach to catalytic enantioselective protonation of prochiral lithium enolates

Protonation of prochiral lithium enolates (4), prepared from racemic 2-substituted-1- tetralones (2) via their silyl enol ethers (3), with excess succinimide in the presence of lithium bromide and 0.2 equivalent of a chiral tetradentate amine ((R)-1) in toluene at -78°C gave optically active 2 in up to 83% ee.

Stereoselective reactions. Part 31: Catalytic asymmetric alkylation of achiral lithium enolates using a chiral tetradentate amine in the presence of an achiral bidentate amine

Catalytic asymmetric alkylation of achiral lithium enolates of 1- tetralone and cyclohexanone with reactive alkyl halides was realized by using a combination of a chiral tetradentate amine (~0.05 equiv.) and an achiral bidentate amine (2 equiv.).

Catalytic asymmetric benzylation of achiral lithium enolates using a chiral ligand for lithium in the presence of an achiral ligand

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Why is alkylation of an enolate accompanied by so much polyalkylation?

(Equation presented) The lithium enolate 1-Li of 6-phenyl-α-tetralone forms a monomer-tetramer equilibrium in THF at 25 °C with K1,4 = 4.7E+10 M-3. The lithium enolate 2-Li, however, forms a monomer-dimer equilibrium with K1,2/

Highly enantiofacial protonation of prochiral lithium enolates with chiral β-hydroxy sulfoxides

Highly enantioselective protonation of prochiral lithium enolates is disclosed. The present method employed (S,R(s)) CF3-hydroxy sulfoxide (3b) as the chiral protonating agent, and the protonation or lithium enolates of cyclohexanone derivatives with 3b proceeded with high enantioselectivities.

1,1,4,7,10,10-Hexamethyltriethylenetetramine: A reagent to enhance the rate of alkylation reaction of the lithium enolate of 1-tetralone with alkyl halides

The rate of the reaction of the lithium enolate of 1-tetralone with alkyl halides was enhanced greatly in the presence of 3 equivalents of 1,1,4,7,10,10-hexamethyltriethylenetetramine. The ratio of the monoalkylated product to the dialkylated product was found to have increased under a shorter reaction time.

Efficient asymmetric protonation of enolates with readily accessible chiral α-sulfinyl alcohols

The efficient asymmetric protonation of lithium enolates of 2- alkylcycloalkanones (87-96% ee) with readily accessible chiral α-sulfinyl alcohols is described. Optimal stereoselection is achieved for each lithium enolate at a different reaction temperature in the range -40 to -100°C.

Iridium-catalyzed chemoselective transfer hydrogenation of α, β-unsaturated ketones to saturated ketones in water

A chemoselective iridium-catalyzed transfer hydrogenation of α, β-unsaturated ketones was realized in water. The C[dbnd]C double bonds of 2-benzylidene indanones and analogues were hydrogenated exclusively catalyzed by an iridium complex (0.1 mol%) bearin

Nickel-catalyzed α-alkylation of ketones with benzyl alcohols

We reported an efficient method for α-alkylation of ketones with benzyl alcohols using the pyridine-bridged pincer-type N-heterocyclic carbenes nickel complexes as catalysts. A wide range of ketones and benzyl alcohols were efficiently converted into various alkylated products in moderate to high yields. In addition, these nickel complexes were also successfully applied for the synthesis of a wide range of quinoline derivatives.