2-Methyl-1-tetralone

Base Information

• Chemical Name: 2-Methyl-1-tetralone
• CAS No.: 1590-08-5
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Hs Code.: 29143900
• European Community (EC) Number: 216-461-8
• DSSTox Substance ID: DTXSID00936032
• Nikkaji Number: J130.713D
• Mol file: 1590-08-5.mol

Synonyms:2-Methyl-1-tetralone;1590-08-5;2-methyl-3,4-dihydronaphthalen-1(2H)-one;2-methyltetralin-1-one;2-methyl-3,4-dihydro-2H-naphthalen-1-one;1(2H)-Naphthalenone, 3,4-dihydro-2-methyl-;2-methyl-1,2,3,4-tetrahydronaphthalen-1-one;2-Methyltetralone;MFCD00001690;1,2,3,4-Tetrahydro-2-methylnaphthalen-1-one;EINECS 216-461-8;2-Methyl-1-oxo-1,2,3,4-tetrahydronaphthalene;1346601-79-3;(2S)-2-Methyltetralin-1-one;2-methyl-1-tetralon;2-methyl-alpha-tetralone;3,4-Dihydro-2-methyl-1(2H)-naphthalenone;SCHEMBL677613;2-Methyl-1-tetralone, 98%;SCHEMBL10000875;AMY5945;DTXSID00936032;CHEBI:156394;BBL103037;STL556846;AKOS009158848;CS-W004316;DS-5003;SY101951;2-Methyl-3,4-dihydro-1(2H)-naphthalenone;FT-0612910;M3159;2-Methyl-3,4-dihydro-1(2H)-naphthalenone #;EN300-124653;H10921;A809991;J-009556;Z854043700

Chemical Property of 2-Methyl-1-tetralone

Chemical Property:

• Appearance/Colour: clear yellow to orange liquid
• Vapor Pressure: 0.011mmHg at 25°C
• Melting Point: 15°C
• Refractive Index: n20/D 1.5535(lit.)
• Boiling Point: 262.3 °C at 760 mmHg
• Flash Point: 107 °C
• PSA: 17.07000
• Density: 1.048 g/cm³
• LogP: 2.45160
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Dichloromethane, Diethyl Ether, Ethyl Acetate
• Water Solubility.: Insoluble in water.
• XLogP3: 2.6
• 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

2-Methyl-1-tetralone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCC2=CC=CC=C2C1=O
• Uses: Methylation of 1-tetralone followed by the subsequent dehydrogenation of 2-methyl-1-tetralone in the presence of Pd/C catalyst also has been reported.

Technology Process of 2-Methyl-1-tetralone

There total 81 articles about 2-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: 94.0%

methanol (67-56-1) + 3,4-dihydronaphthalene-1(2H)-one (529-34-0) → 2-methyl-1-tetralone (1590-08-5)

Guidance literature:

With potassium hydroxide; at 120 ℃; for 10h;

DOI:10.1002/cctc.201700907

Reference yield: 94.0%

1-(1-methylethenyl)benzocyclobuten-1-ol (133565-98-7) → 2-methyl-1-tetralone (1590-08-5)

Guidance literature:

In toluene; at 110 ℃; for 2h;

DOI:10.1016/S0040-4039(00)74896-9

Reference yield: 93.5%

3-methyltetrahydro-2-furanone (1679-47-6) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 2-methyl-1-tetralone (1590-08-5)

Guidance literature:

With aluminum (III) chloride; at 40 - 82 ℃; for 17h; Reagent/catalyst; Temperature;

upstream raw materials:

2-methyl-4-phenylbutanoic acid

2-methyl-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid methyl ester

3,4-dihydronaphthalene-1(2H)-one

benzene

Downstream raw materials:

1-Aethyl-2-methyl-1-tetralol

2-methylnaphthalen-1-ol

menadione

(±)-2-methyl-2-phenyl-3,4-dihydronaphthalin-1(2H)-one

Refernces

• 1、 Riahi, Abdelkhalek,Muzart, Jacques,Abe, Manabu,Hoffmann, Norbert. "On the decarboxylation of 2-methyl-1-tetralone-2-carboxylic acid-oxidation of the enol intermediate by triplet oxygen". . p. 2245 - 2249. Retrieved 2013.
• 2、 Rubottom,G.M.,Lopez,M.I.. "-". . p. 2097 - 2099. Retrieved 1973.
• 3、 Cook, Michelle,Hares, Owen,Johns, Amanda,Murphy, John A.,Patterson Christopher W.. "Novel Synthesis of Vinyl Ethers induced by Carbon-Halogen Bond Homolysis". . p. 1419 - 1420. Retrieved 1986.
• 4、 Johnson, G.P.,Marples, B.A.. "PHOTOREARRANGEMENT OF SPIRO-OXAZIRIDINES - APPLICATIONS IN THE SYNTHESES OF HEXAHYDRO-5H-PYRROLO-BENZAZEPIN-5-ONES AND A TETRAHYDRO-1H,5H-PYRROLOISOQUINOLIN-5-ONE". . p. 4115 - 4118. Retrieved 1985.
• 5、 Franco, Delphine,Riahi, Abdelkhalek,Henin, Francoise,Muzart, Jacques,Dunach, Elisabet. "Electrochemical reduction of a racemic allyl β-keto ester catalyzed by nickel complexes: Asymmetric induction". . p. 2257 - 2259. Retrieved 2002.
• 6、 Coumbarides, Gregory S.,Eames, Jason,Suggate, Michael J.. "Investigations into the regioselective C-deuteriation of enolates derived from 2-methyl tetralone using piperidine-d11". . p. 359 - 371. Retrieved 2004.
• 7、 Hattersley,P.J. et al.. "-". . p. 217 - 222. Retrieved 1969.
• 8、 Sah,Bruell. "-". . p. 1430. Retrieved 1940.
• 9、 Henin,Muzart,Nedjma,Rau. "Enantioselective Catalysis XXIII [1]. Aminoalcohol Assisted Decarboxylation of 2-Carboxy-2-methyl-1-tetralone leading to Enantioenriched 2-Methyl-1-tetralone". . p. 1181 - 1188. Retrieved 1997.
• 10、 ?owicki, Daniel,Watral, Justyna,Jelecki, Maciej,Bohusz, Wiktor,Kwit, Marcin. "Stereoselective protonation of 2-methyl-1-tetralone lithium enolate catalyzed by salan-type diamines". . . Retrieved 2021/04/02.