7-Methyl-1-tetralone

Base Information

• Chemical Name: 7-Methyl-1-tetralone
• CAS No.: 22009-37-6
• Molecular Formula: C11H12 O
• Molecular Weight: 160.216
• Hs Code.: 2914399090
• European Community (EC) Number: 244-717-9
• NSC Number: 115847
• UNII: M6W8PW7VP8
• DSSTox Substance ID: DTXSID0066747
• Nikkaji Number: J225.514F
• Wikidata: Q72491109
• Mol file: 22009-37-6.mol

Synonyms:7-Methyl-1-tetralone;22009-37-6;7-Methyl-3,4-dihydronaphthalen-1(2H)-one;7-Methyltetralone;1(2H)-Naphthalenone, 3,4-dihydro-7-methyl-;7-methyl-3,4-dihydro-2H-naphthalen-1-one;3,4-Dihydro-7-methylnaphthalen-1(2H)-one;7-methyl-1,2,3,4-tetrahydronaphthalen-1-one;7-Methyl-alpha-tetralone;M6W8PW7VP8;MFCD00087600;NSC-115847;7-methyltetralin-1-one;NSC115847;7-Methyl-a-tetralone;7-Methyl-1-tetralon;UNII-M6W8PW7VP8;7-Methyl-.alpha.-tetralone;SCHEMBL1274936;DTXSID0066747;BCP10451;EINECS 244-717-9;AM9240;AKOS012025011;CS-W005512;DS-5061;MB00615;NSC 115847;AC-31091;SY030270;1(2H)-Naphthalenone,4-dihydro-7-methyl-;7-methyl-3,4-dihydro-1(2h)-naphthalenone;3,4-Dihydro-7-methyl-1(2H)-naphthalenone;FT-0698027;M3255;EN300-102330;I10919;Acetoacetonitrile, 2-(p-chlorophenyl)-4-phenyl-;A851892;Z1008431156

Chemical Property of 7-Methyl-1-tetralone

Chemical Property:

• Vapor Pressure: 0.00253mmHg at 25°C
• Melting Point: 35-36 °C
• Boiling Point: 287.1°C at 760 mmHg
• Flash Point: 121.1°C
• PSA: 17.07000
• Density: 1.074g/cm³
• LogP: 2.51400
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Dichloromethane; Ethyl Acetate
• 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%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(CCCC2=O)C=C1
• Description: 7-Methyl-1-tetralone belongs to ketone derivatives and can be used as intermediates in organic synthesis.
• Uses: 7-Methyltetralone is an intermediate in the synthesis of (±)-cis-Calamenene (~7:1 ratio of cis/trans) (C124900), a sesquiterpene and a volatile metabolite from Salvia fruticosa plants. This compound may be a potential?antimicrobial, antifungal, and anti-inflammatory agent.

Technology Process of 7-Methyl-1-tetralone

There total 21 articles about 7-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: 86.0%

4-(4-methylphenyl)butyric acid (4521-22-6) → 7-methyl-3,4-dihydro-2H-naphthalen-1-one (22009-37-6)

Guidance literature:

Bi(NTf₂)₃; In para-xylene; at 180 ℃; for 7h; sealed tube;

DOI:10.1016/S0040-4039(03)00855-4

Reference yield: 81.0%

4-butanolide (96-48-0) + toluene (108-88-3,15644-74-3,16713-13-6) → 7-methyl-3,4-dihydro-2H-naphthalen-1-one (22009-37-6)

Guidance literature:

With aluminium trichloride; at 100 ℃; for 8h;

Reference yield: 80.0%

(7-Methyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-methanol (106336-28-1) → 7-methyl-3,4-dihydro-2H-naphthalen-1-one (22009-37-6)

Guidance literature:

With dipyridinium dichromate; Celite; In dichloromethane; at 25 ℃; for 25h;

DOI:10.1080/00397919308013800

upstream raw materials:

4-(4-methylphenyl)butanoyl chloride

2-bromo-7-methyl-1,2,3,4-tetrahydronapthalin-1-one

N,N-dimethyl-aniline

4-(4-methylphenyl)butyric acid

Downstream raw materials:

6-methyl-4-phenethyl-1,2-dihydro-naphthalene

(+/-)-1-Hydroxy-1.7-dimethyl-1.2.3.4-tetrahydro-naphthalin

7-methyl-naphthyl-1-acetic acid

7-methyl-1-phenylnaphthalene

Refernces

• 1、 Fieser,Dunn. "-". . p. 572,575. Retrieved 1936.
• 2、 Chen, Hui,Zhao, Sihan,Cheng, Shaobing,Dai, Xingjie,Xu, Xiaoying,Yuan, Weicheng,Zhang, Xiaomei. "Synthesis of Novel Pterocarpen Analogues via [3?+?2] Coupling-Elimination Cascade of α,α-Dicyanoolefins with Quinone Monoimines". . p. 1672 - 1683. Retrieved 2019/04/08.
• 3、 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.