2979-69-3

Basic information

• Product Name: 4,4-DIMETHYL-3,4-DIHYDRO-2H-NAPHTHALEN-1-ONE
• Synonyms: 4,4-DIMETHYL-3,4-DIHYDRO-2H-NAPHTHALEN-1-ONE;4,4-DIMETHYL TETRALONE;4,4-dimethyl-2,3-dihydronaphthalen-1-one;4,4-dimethyltetralin-1-one;4,4-Dimethyl-1-tetralone;1(2H)-Naphthalenone, 3,4-dihydro-4,4-dimethyl-;3,4-Dihydro-4,4-diMethyl-1(2H)-naphthalenone;NSC 39128
• CAS NO: 2979-69-3
• Molecular Formula: C₁₂H₁₄O
• Molecular Weight: 174.24
• Product Categories: Aromatics;Intermediates
• Mol File: 2979-69-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 12-14 °C
• Boiling Point: 274.3 °C at 760 mmHg
• Flash Point: 112.6 °C
• Appearance: /
• Density: 1.017 g/cm³
• Vapor Pressure: 0.00544mmHg at 25°C
• Refractive Index: 1.525
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 4,4-DIMETHYL-3,4-DIHYDRO-2H-NAPHTHALEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-DIMETHYL-3,4-DIHYDRO-2H-NAPHTHALEN-1-ONE(2979-69-3)
• EPA Substance Registry System: 4,4-DIMETHYL-3,4-DIHYDRO-2H-NAPHTHALEN-1-ONE(2979-69-3)

Safety Data

• Hazardous Substances Data: 2979-69-3(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Liquid

Synthesis Reference(s)

Journal of the American Chemical Society, 69, p. 2322, 1947 DOI: 10.1021/ja01202a022

InChI:InChI=1/C12H14O/c1-12(2)8-7-11(13)9-5-3-4-6-10(9)12/h3-6H,7-8H2,1-2H3

Upstream product

• 3123-97-5 dihydro-5,5-dimethyl-2(3H)-furanone 
• 71-43-2 benzene 
• 7446-70-0 aluminium trichloride 
• 13466-32-5 acetophenone dimethylhydrazone 
• 2050-07-9 4-methyl-1-phenylpentan-1-one 
• 98-86-2 acetophenone 
• 811-68-7 silver(I) trifluoromethanethiolate 
• 98-88-4 benzoyl chloride 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 6479-18-1 1-methyl-2(1H)-quinoxalinone 

Downstream Products

• 903633-42-1 2-benzoyl-4,4-dimethyl-3,4-dihydro-2H-naphthalen-1-one 
• 5443-63-0 5,5-dimethyl-5,6-dihydro-benz[c]acridine-7-carboxylic acid 
• 38950-88-8 benzylidene-2 dimethyl-4,4 tetralone 
• 40685-15-2 4,4-Dimethyl-1-tetralone 2,4-dinitrophenylhydrazone 
• 58978-19-1 1,1-Dimethyl-4-phenyl-1,2-dihydronaphthalin 
• 58978-26-0 4.4-Dimethyl-1-phenyl-1-tetralol 
• 16020-16-9 1-oxo-4,4-dimethyl-1,4-dihydronaphthalene 
• 88612-10-6 2-Oximino-4,4-dimethyl-tetralon-(1) 
• 109810-41-5 p-nitro benzylidene-2 dimethyl-4,4 tetralone 
• 109979-66-0 p-methoxy-benzylidene-2 dimethyl-4,4 tetralone 
• 166978-46-7 7-bromo-4,4-dimethyl-3,4-dihydro-2H-naphthalen-1-one 
• 937737-85-4 8-(4,4-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one 
• 166978-48-9 7-ethynyl-3,4-dihydro-4,4-dimethylnaphthalen-1-(2H)-one 
• 166978-49-0 ethyl 4-[(5,6,7,8-tetrahydro-5,5-dimethyl-8-oxo-2-naphthalenyl)ethynyl]benzoate 

Relevant articles and documents

Iminyl Radical-Triggered Intermolecular Distal C(sp3)-H Heteroarylation via 1,5-Hydrogen-Atom Transfer (HAT) Cascade

An efficient iron-catalyzed intermolecular remote C(sp3)-H heteroarylation of alkyl ketones has been developed via an iminyl radical-triggered 1,5-hydrogen-atom transfer (HAT) cascade. This protocol was amenable to a wide variety of alkyl ketones and heteroaryls, thus providing a straightforward method for the late-stage functionalization of alkylketones and heteroaryls.

Silver-mediated oxidative aliphatic C-H trifluoromethylthiolation

The first example of a practical and direct trifluoromethylthiolation reaction of unactivated aliphatic C-H bonds employs a silver-based reagent. The reaction is operationally simple, scalable, and proceeds under aqueous conditions in air. Furthermore, its broad scope and good functional-group compatibility were demonstrated by applying this method to the selective trifluoromethylthiolation of natural products and natural-product derivatives.

Copper-catalyzed oxaziridine-mediated oxidation of C-H bonds

The highly regio- and chemoselective oxidation of activated C-H bonds has been observed via copper-catalyzed reactions of oxaziridines. The oxidation proceeded with a variety of substrates, primarily comprising allylic and benzylic examples, as well as one example of an otherwise unactivated tertiary C-H bond. The mechanism of the reaction is proposed to involve single-electron transfer to the oxaziridines to generate a copper-bound radical anion, followed by hydrogen atom abstraction and collapse to products, with regeneration of the catalyst by a final single-electron transfer event. The involvement of allylic radical intermediates was supported by a radical-trapping experiment with TEMPO.