32281-65-5

Basic information

• Product Name: 3,4-Dihydro-5,6-dimethyl-1(2H)-naphthalenone
• Synonyms: 3,4-Dihydro-5,6-dimethyl-1(2H)-naphthalenone;5,6-DIMETHYL-1,2,3,4-TETRAHYDRONAPHTHALEN-1-ONE
• CAS NO: 32281-65-5
• Molecular Formula: C₁₂H₁₄O
• Molecular Weight: 174.24
• Mol File: 32281-65-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,4-Dihydro-5,6-dimethyl-1(2H)-naphthalenone(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dihydro-5,6-dimethyl-1(2H)-naphthalenone(32281-65-5)
• EPA Substance Registry System: 3,4-Dihydro-5,6-dimethyl-1(2H)-naphthalenone(32281-65-5)

Safety Data

• Hazardous Substances Data: 32281-65-5(Hazardous Substances Data)

Upstream product

• 96-48-0 4-butanolide 
• 95-47-6 o-xylene 
• 40420-20-0 2,3-dimethyl-phenethyl bromide 
• 20027-77-4 5,6-dimethyl-1,2,3,4-tetrahydronaphthalene 
• 5779-93-1 2,3-dimethylbenzaldehyde 
• 34995-04-5 β-(2,3-Dimethylbenzoyl)propionsaeure 
• 36440-59-2 methyl β-(2,3-dimethylbenzoyl)propanoate 
• 576-23-8 2,3-dimethylbromobenzene 
• 13621-30-2 4-(2,3-dimethylphenyl)butanoic acid 
• 859082-26-1 4-(2,3-dimethyl-phenyl)-butyryl chloride 

Downstream Products

• 176435-28-2 (+/-)-5,6-dimethyl-2-(2-hydroxyisopropyl)tetralin 
• 641-91-8 1,2,5-trimethylnaphthalene 

Relevant articles and documents

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HISTONE DEMETHYLASE INHIBITORS

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De novo synthesis of (+)-isofregenedol

(Chemical Equation Presented) An efficient enantioselective synthesis of (+)-isofregenedol was achieved in 13 steps from commercially available cyclohexene oxide without the use of protecting groups. The tetrahydronaphthalenic core of isofregenedol was ob

Synthesis of (±)-7,8- and 5,6-dimethyl-2-(2-hydroxyisopropyl) tetralins

7,8-Dimethyl-l-tetralone 4 on sodium borohydride reduction followed by Vilsmeier-Haack reaction furnishes 7, 8-dimethyl-3,4-dihydro-2-naphthaldehyde 10. Reduction of 10 followed by oxidation with Jones reagent yields 7, 8-dimethyl-1,2,3,4-tetrahydro-2-naphthoic acid 12 which on treatment with excess of methyllithium affords 7, 8-dimethyl-2-(2-hydroxyisopropyl) tetralin 2. 5,6-dimethyl-l-tetralone 5 is converted into the 5,6-dimethyl-2-(2-hydroxyisopropyl)tetralin 3 by following similar set of reactions as described above.

Synthesis of 1,1,5,6-tetramethyl-and 7-isopropyl-1,1-dimethyl-1,2,3,4-tetrahydronaphthalene

4-(2,3-Dimethylphenyl)butanoic acid (4) was treated with excess of methyllithium to yield 5-(2,3-dimethylphenyl)-2-methylpentan-2-ol (6) which was cyclodehydrated using Dowex 50W-X8 resin, trifluoroacetic acid or polyphosphoric acid (PPA) to furnish 1,1,5,6-tetramethyl-1,2,3,4-tetrahydronaphthalene (1). The acid 4 was cyclized with PPA to furnish 5,6-dimethyl-3,4-dihydronaphthalen-1(2H)-one (5) which was converted into 1 by reaction with dimethylzinc and titanium tetrachloride. 4-(4-Isopropylphenyl)butanoic acid (7) on esterification followed by Grignard reaction with methylmagnesium iodide furnished 5-(4-isopropylphenyl)-2-methylpentan-2-ol (9), which was cyclodehydrated as above to yield 7-isopropyl-1,1-dimethyl-1,2,3,4-tetrahydronaphthalene (2).

Synthesis of (+/-)-7,8- and 5,6-Dimethyl-2-(2-hydroxyisopropyl)tetralins, Stress Metabolites from Tobaccco Mosaic Virus Infested Tobacco

Two stress metabolites (1 and 2) produced by tobacco leaves inoculated with tobacco mosaic virus have been synthesized from the tetrahydronaphthoates (9 and 10), elaborated in turn from 2,3-dimethylbenzaldehyde (6) and 4-(2,3-dimethylphenyl)butanoic acic