6-Methyl-2-tetralone

Base Information

• Chemical Name: 6-Methyl-2-tetralone
• CAS No.: 31706-57-7
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.216
• Hs Code.: 2914399090
• DSSTox Substance ID: DTXSID10401029
• Wikidata: Q82204093
• Mol file: 31706-57-7.mol

Synonyms:6-Methyl-2-tetralone;31706-57-7;6-Methyl-3,4-dihydronaphthalen-2(1H)-one;6-methyl-3,4-dihydro-1H-naphthalen-2-one;2(1H)-Naphthalenone, 3,4-dihydro-6-methyl-;MFCD03788466;SCHEMBL1701852;DTXSID10401029;AM902;AKOS006276721;AS-78393;SY238121;6-methyl-3,4-dihydro-2(1H)-naphthalenone;CS-0333082;FT-0645253;Y11712;A852434

Chemical Property of 6-Methyl-2-tetralone

Chemical Property:

• Vapor Pressure: 0.00278mmHg at 25°C
• Refractive Index: 1.557
• Boiling Point: 285.6 °C at 760 mmHg
• Flash Point: 120.2 °C
• PSA: 17.07000
• Density: 1.074 g/cm³
• LogP: 2.05280
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 160.088815002
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

98% ^*data from raw suppliers

6-METHYL-2-TETRALONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(CC(=O)CC2)C=C1

Technology Process of 6-Methyl-2-tetralone

There total 6 articles about 6-Methyl-2-tetralone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

C15H24O3 (1190847-95-0) → 8-Methyl-2-tetralone (31701-18-5) + 6-methyl-β-tetralone (31706-57-7)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2009.07.129

Reference yield:

1-Diazo-4-(3-methylphenyl)butan-2-one → 8-Methyl-2-tetralone (31701-18-5) + 6-methyl-β-tetralone (31706-57-7)

Guidance literature:

With trifluoroacetic acid; rhodium(II) acetate; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, reflux, 20 min.; 2) CH₂Cl₂, room temp. 0.5 h;

DOI:10.1039/P19900001047

Reference yield:

3-(3-methylphenyl)propionyl chloride (103040-39-7) → 6-methyl-β-tetralone (31706-57-7)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

2: 2) TFA / 1) rhodium(II) acetate / 1.) CH₂Cl₂, reflux, 20 min.; 2) CH₂Cl₂, room temp. 0.5 h

With trifluoroacetic acid; rhodium(II) acetate; In diethyl ether;

DOI:10.1039/P19900001047

upstream raw materials:

2-methyl-6-methoxynaphthalene

3-(3-methylphenyl)propionyl chloride

C₁₅H₂₄O₃

Downstream raw materials:

Benzyl-(6-methyl-3,4-dihydro-naphthalen-2-yl)-amine

N-[5-(7,7-difluoro-3-methyl-5,6,7,8-tetrahydronaphthalen-2-yl)(2-pyridyl)](2,6-difluorophenyl)carboxamide

1'-benzyl-3,4-dihydro-6-methylspiro(naphthalene-1(2H),4'-piperidine)

2-Benzylamino-6-methyl-1,2,3,4-tetrahydro-naphthalene-2-carbonitrile

Refernces

• 1、 Kennedy, Michael,McKervey, M. Anthony,Maguire, Anita R.,Tuladhar, Sarbajna M.,Twohig, M. Fiona. "The Intramolecular Buchner Reaction of Aryl Diazoketones. Substituent Effects and Scope in Synthesis". . p. 1047 - 1054. Retrieved 2007/10/02.