33892-75-0

Basic information

• Product Name: 5-Methoxy-3,4-dihydro-2H-naphthalen-1-one
• Synonyms: 1(2H)-Naphthalenone, 3,4-dihydro-5-methoxy-;3,4-dihydro-5-methoxy-1(2h)-naphthalenon;5-Methoxy-3,4-dihydro-1(2H)-naphthalenone;alpha-Tetralone, 5-methoxy-;5-methoxy-1,2,3,4-tetrahydronaphthalen-1-one;5-Methoxy-1-tetralone,97%;5-METHOXY-1-TETRALONE 97%;5-METHOXY-1-TETRALONE TECH 94+%
• CAS NO: 33892-75-0
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21
• EINECS: 251-723-5
• Product Categories: Naphthalene derivatives;C11 to C12;Carbonyl Compounds;Ketones
• Mol File: 33892-75-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 87-91 °C(lit.)
• Boiling Point: 160-162 °C7 mm Hg(lit.)
• Flash Point: 160-162°C/7mm
• Appearance: /
• Density: 1.0431 (rough estimate)
• Vapor Pressure: 0.287mmHg at 25°C
• Refractive Index: 1.5600 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• BRN: 2047383
• CAS DataBase Reference: 5-Methoxy-3,4-dihydro-2H-naphthalen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methoxy-3,4-dihydro-2H-naphthalen-1-one(33892-75-0)
• EPA Substance Registry System: 5-Methoxy-3,4-dihydro-2H-naphthalen-1-one(33892-75-0)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• RTECS: QK4800000
• Hazardous Substances Data: 33892-75-0(Hazardous Substances Data)

Usage

Uses

5-Methoxy-1-tetralone is used in the preparation of hydroxy ketone.

Synthesis Reference(s)

The Journal of Organic Chemistry, 24, p. 1759, 1959 DOI: 10.1021/jo01093a037

InChI:InChI=1/C7H8BrN/c1-6-3-2-4-7(5-8)9-6/h2-4H,5H2,1H3

Upstream product

• 34910-81-1 8-chloro-5-methoxy-3,4-dihydronaphthalen-1(2H)-one 
• 83-56-7 1,5-dihydroxynaphthalene 
• 33209-75-5 4-(2-Methoxyphenyl)-butanoic acid 
• 5356-83-2 ethoxydimethylvinylsilane 
• 121425-20-5 N,N-diethyl-3-methoxy-2-methylbenzamide 
• 77814-39-2 C₁₄H₁₈O₅ 
• 30069-58-0 5-methoxy-3,4-dihydro-2H-naphthalen-1-one oxime 
• 30069-58-0 5-methoxy-1-tetralone oxime 
• 74-88-4 methyl iodide 
• 623-12-1 4-chloromethoxybenzene 
• 6342-77-4 2-methoxy-benzenepropanoic acid 
• 1481-92-1 2-(3-hydroxypropyl)phenol 
• 10493-37-5 3-(2-methoxyphenyl)propan-1-ol 
• 55001-09-7 methyl 3-(2-methoxyphenyl)propanoate 

Downstream Products

• 229031-55-4 methyl-(5-phenyl-7,8-dihydro-[1]naphthyl)-ether 
• 109393-79-5 1-(4-Methoxyphenyl)-5-methoxy-3,4-dihydronaphthalin 
• 92422-31-6 5-Methoxy-3,4-dihydro-[1,2]naphthoquinone 2-oxime 
• 116885-74-6 2-(3-Hydroxyimino-propyl)-3-methoxy-benzoic acid butyl ester 
• 60573-59-3 8-Methoxy-1,2-dihydronaphthalene 
• 1008-19-1 5-methoxy-1,2,3,4-tetrahydro-naphthalene 
• 28315-93-7 5-Hydroxy-1-tetralone 
• 72503-43-6 5-methoxy-1,2,3,4-tetrahydro-5H-1-benzazepin-2-one 
• 140481-21-6 7-Methoxy-5,6-dihydro-4H-1,2,3,10b-tetraaza-benzo[e]azulene 
• 140244-73-1 7-Methoxy-5,6-dihydro-4H-1,2,3,3a-tetraaza-benzo[e]azulene 
• 728892-64-6 2-(5-methoxy-1-phenyl-naphthalen-2-yl)-4,4-dimethyl-4,5-dihydro-oxazole 
• 80858-96-4 5-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid 

Relevant articles and documents

ACYL AZIDES AS ACYLATING AGENTS. A FACILE SYNTHESIS OF SUBSTITUTED TETRALONES

Treatment of 4-aryl butyryl azides or the intermediate mixed carbonic anhydrides with excess polyphosphoric acid or aluminium trichloride, respectively, provide a versatile method of synthesis of substituted tetralones, applicable to those cases where the necessary acid chlorides are unstable or difficult to prepare.

Regioselective Electrochemical Cyclobutanol Ring Expansion to 1-Tetralones

A mild electrochemical method for the regioselective preparation of 1-tetralones under environmentally friendly conditions from readily available cyclobutanols was developed. A series of aromatic- and heteroaromatic-fused 1-tetralones was accessed through ring expansion of the functionalized cyclobutanols via electrochemical generation of alkoxy radicals and intramolecular cyclization.

A Radical-Based Synthesis of Lingzhiol

The polycyclic natural product lingzhiol [(±)-1] was synthesized from dimethoxytetralone 8 via cyclization of an intermediate benzylic radical, generated from spiroepoxide 14, onto an alkynyl substituent generating tetracyclic compound 13 with an exocyclic double bond. After oxidative cleavage of the double bond of 13 and reduction of the keto function of 23, the correct diastereomer, 12-syn, was converted to lingzhiol (1) via known steps. In a similar manner, lingzhiol analogue 39 was synthesized from 5-methoxy-1-tetralone (27).

Clay supported ammonium nitrate 'Clayan': A mild and highly selective reagent for the deoximation of electron rich oximes

A simple and convenient method for selective deoximation of electron rich oximes is described using Clay supported ammonium nitrate 'Clayan'. Self destroying nature of the reagent makes the procedure attractive and eco- friendly.