8-Methyl-1-tetralone

Base Information

• Chemical Name: 8-Methyl-1-tetralone
• CAS No.: 51015-28-2
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Hs Code.: 2914399090
• European Community (EC) Number: 256-912-6
• UNII: D9W56OZV5G
• DSSTox Substance ID: DTXSID5068607
• Nikkaji Number: J112.666K
• Wikidata: Q27276288
• Mol file: 51015-28-2.mol

Synonyms:8-Methyl-1-tetralone;51015-28-2;8-methyl-3,4-dihydro-2H-naphthalen-1-one;1(2H)-Naphthalenone, 3,4-dihydro-8-methyl-;8-Methyl-3,4-dihydronaphthalen-1(2H)-one;8-methyl-1,2,3,4-tetrahydronaphthalen-1-one;EINECS 256-912-6;UNII-D9W56OZV5G;D9W56OZV5G;3,4-Dihydro-8-methylnaphthalen-1(2H)-one;MFCD08234369;3,4-Dihydro-8-methyl-1(2H)-naphthalenone;SCHEMBL1337967;DTXSID5068607;AMY6022;AKOS006284742;CS-W004322;SB37423;AS-83003;Methyl-3,4-dihydronaphthalen-1(2H)-one;SY262881;8-Methyl-3,4-dihydro-1(2H)-naphthalenone;FT-0692994;EN300-98053;F17727;Q27276288;3,4 - dihydro - 8 - methylnaphthalen - 1(2H) - one

Chemical Property of 8-Methyl-1-tetralone

Chemical Property:

• Vapor Pressure: 0.00329mmHg at 25°C
• Refractive Index: 1.557
• Boiling Point: 282.8 °C at 760 mmHg
• Flash Point: 118.7 °C
• PSA: 17.07000
• Density: 1.074 g/cm³
• LogP: 2.51400
• XLogP3: 2.4
• 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%,99%, ^*data from raw suppliers

8-Methyl-1-tetralone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)CCCC2=O

Technology Process of 8-Methyl-1-tetralone

There total 26 articles about 8-Methyl-1-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: 90.0%

8-methyl-1,2,3,4-tetrahydro-naphthalen-1-ol (246162-37-8) → 8-Methyl-1,2,3,4-tetrahydronaphthalin-1-on (51015-28-2)

Guidance literature:

With barium manganate; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1080/00397919908086474

Reference yield: 76.0%

1,3-dioxoisoindolin-2-yl 5-oxo-5-(o-tolyl)pentanoate → 8-Methyl-1,2,3,4-tetrahydronaphthalin-1-on (51015-28-2)

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; trifluoroacetic acid; In dimethyl sulfoxide; at 20 ℃; for 7h; Irradiation;

DOI:10.1021/acs.joc.9b00432

Reference yield: 66.0%

8-methyl-1-trifluoromethylsulfonyloxy-1-tetralone → 8-Methyl-1,2,3,4-tetrahydronaphthalin-1-on (51015-28-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; for 6h; under 5171.62 Torr;

DOI:10.1080/14786419.2014.945171

upstream raw materials:

5-methyltetralin

6-methyl-3,4,4aβ,5,8,8a-hexahydro-1(2H)-naphthalenone

1-trimethylsiloxy-3,4-dihydronaphthalene

methyl iodide

Downstream raw materials:

8-oxo-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid

(2Z,4E)-4-[8′-methyl-3′,4′-dihydro-1′(2′H)-naphthalen-1′-ylidene]-3-methyl-2-butenoic acid

(+/-)-2-<1-Hydroxy-1-methyl-ethyl>-8-methyl-3,4-dihydro-2H-naphthalin-1-on

Refernces

• 1、 Sherwood, Trevor C.,Xiao, Hai-Yun,Bhaskar, Roshan G.,Simmons, Eric M.,Zaretsky, Serge,Rauch, Martin P.,Knowles, Robert R.,Dhar, T. G. Murali. "Decarboxylative Intramolecular Arene Alkylation Using N-(Acyloxy)phthalimides, an Organic Photocatalyst, and Visible Light". . p. 8360 - 8379. Retrieved 2019/09/03.
• 2、 Fang, Jingxian,Li, Lesong,Yang, Chu,Chen, Jinping,Deng, Guo-Jun,Gong, Hang. "Tandem Oxidative Ring-Opening/Cyclization Reaction in Seconds in Open Atmosphere for the Synthesis of 1-Tetralones in Water-Acetonitrile". supporting information. p. 7308 - 7311. Retrieved 2018/11/25.