5-Methyl-1-tetralone

Base Information

• Chemical Name: 5-Methyl-1-tetralone
• CAS No.: 6939-35-1
• Molecular Formula: C11H12O2
• Molecular Weight: 160.216
• Hs Code.: 2914399090
• European Community (EC) Number: 230-073-6
• NSC Number: 57011
• UNII: A481GK7DJQ
• DSSTox Substance ID: DTXSID3052438
• Nikkaji Number: J112.665B
• Wikidata: Q27894418
• ChEMBL ID: CHEMBL1879817
• Mol file: 6939-35-1.mol

Synonyms:5-Methyl-1-tetralone;6939-35-1;5-methyl-3,4-dihydronaphthalen-1(2H)-one;1(2H)-Naphthalenone, 3,4-dihydro-5-methyl-;5-methyl-3,4-dihydro-2H-naphthalen-1-one;3,4-dihydro-5-methyl-1(2h)-naphthalenon;A481GK7DJQ;5-METHYL-1,2,3,4-TETRAHYDRONAPHTHALEN-1-ONE;MLS002667863;3,4-Dihydro-5-methylnaphthalen-1(2H)-one;EINECS 230-073-6;NSC 57011;NSC-57011;5-methyltetralin-1-one;NSC57011;UNII-A481GK7DJQ;SCHEMBL1151194;CHEMBL1879817;DTXSID3052438;HMS3079P04;AM9419;MFCD08234370;AKOS006284743;MB05378;BS-17424;SMR001557620;1(2H)-Naphthalenone,4-dihydro-5-methyl-;5-Methyl-3,4-dihydro-1(2H)-naphthalenone;CS-0061215;FT-0705350;methyl 5-oxo-5,6,7,8-tetrahydronapthalene;1(2H)-Naphthalenone,3,4-dihydro-5-methyl-;EN300-128052;N10511;A846875;3,4-DIHYDRO-5-METHYL-1(2H)-NAPHTHALENONE;Q27894418;3,4 - dihydro - 5 - methylnaphthalen - 1(2H) - one;Z1198176374

Chemical Property of 5-Methyl-1-tetralone

Chemical Property:

• Vapor Pressure: 0.00214mmHg at 25°C
• Melting Point: 87-91 °C(lit.)
• Refractive Index: 1.557
• Boiling Point: 289.9 °C at 760 mmHg
• Flash Point: 122.7 °C
• PSA: 17.07000
• Density: 1.074 g/cm³
• LogP: 2.51400
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2CCCC(=O)C2=CC=C1

Technology Process of 5-Methyl-1-tetralone

There total 55 articles about 5-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: 96.0%

tetramethylstannane (594-27-4) + 5-oxo-5,6,7,8-tetrahydronaphthalen-1-yl trifluoromethanesulfonate (144464-63-1) → 5-methyl-1-tetralone (6939-35-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; 2,6-di-tert-butyl-4-methyl-phenol; lithium chloride; In N,N-dimethyl-formamide; at 90 ℃; for 18h; Inert atmosphere;

DOI:10.1002/anie.201303527

Reference yield: 96.0%

tetramethylstannane (594-27-4) + 5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate (144464-64-2) → 5-methyl-1-tetralone (6939-35-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; 2,6-di-tert-butyl-4-methyl-phenol; lithium chloride; In N,N-dimethyl-formamide; at 90 ℃; for 18h; Inert atmosphere;

DOI:10.1002/anie.201303527

Reference yield: 74.0%

4-(2-methylphenyl)butanoic acid (6943-79-9) → 5-methyl-1-tetralone (6939-35-1)

Guidance literature:

With PPA;

DOI:10.1021/ja00350a042

upstream raw materials:

4-(2-methylphenyl)butanoic acid

4-o-tolyl-butyryl chloride

4-(2-carboxy-6-methyl-phenyl)-butyric acid

acetic anhydride

Downstream raw materials:

1,5-dimethylnaphthalene

(2Z,4E)-4-[5'-methyl-3′,4′-dihydro-1′(2′H)-naphthalen-1′-ylidene]-3-methyl-2-butenoic acid

4-[1-(1-hydroxy-5-methyl-1,2,3,4-tetrahydronaphthyl)]-N-(triphenylmethyl)imidazole

1-Oxo-5-methyl-2-(2-isobutyryl-cyclohexyl)-tetralin

Refernces

• 1、 Zhang, Minmin,Yu, Shuowen,Hu, Fangzhi,Liao, Yijun,Liao, Lihua,Xu, Xiaoying,Yuan, Weicheng,Zhang, Xiaomei. "Highly enantioselective [3+2] coupling of cyclic enamides with quinone monoimines promoted by a chiral phosphoric acid". . p. 8757 - 8760. Retrieved 2016/07/15.
• 2、 Romanov-Michailidis, Fedor,Guénée, Laure,Alexakis, Alexandre. "Enantioselective organocatalytic fluorination-induced Wagner-Meerwein rearrangement". . p. 9266 - 9270. Retrieved 2013/09/12.