6,7-Dimethoxy-1-tetralone

Base Information

• Chemical Name: 6,7-Dimethoxy-1-tetralone
• CAS No.: 13575-75-2
• Molecular Formula: C12H14 O3
• Molecular Weight: 206.241
• Hs Code.: 2914509090
• European Community (EC) Number: 810-714-1
• NSC Number: 105617
• UNII: K5A3S85SQP
• DSSTox Substance ID: DTXSID20295810
• Nikkaji Number: J337.952C
• Wikidata: Q72468603
• Metabolomics Workbench ID: 125260
• ChEMBL ID: CHEMBL1889024
• Mol file: 13575-75-2.mol

Synonyms:6,7-Dimethoxy-1-tetralone;13575-75-2;6,7-dimethoxy-3,4-dihydronaphthalen-1(2h)-one;6,7-dimethoxy-3,4-dihydro-2H-naphthalen-1-one;K5A3S85SQP;3,4-Dihydro-6,7-dimethoxy-1(2H)-naphthalenone;UNII-K5A3S85SQP;MLS002703841;3,4-Dihydro-6,7-dimethoxynaphthalen-1(2H)-one;6,7-dimethoxy-3,4-dihydro-1(2H)-naphthalenone;MFCD00134100;NSC 105617;NSC-105617;6,7-dimethoxy-1,2,3,4-tetrahydronaphthalen-1-one;1(2H)-Naphthalenone, 3,4-dihydro-6,7-dimethoxy-;6,7-dimethoxytetralin-1-one;NSC105617;6,7-dimethoxytetralone;6,7-dimethoxy tetralone;NCIOpen2_007158;SCHEMBL424613;CHEMBL1889024;DTXSID20295810;YNNJHKOXXBIJKK-UHFFFAOYSA-N;6,7-Dimethoxy-1-tetralone, 97%;AM9124;AKOS009157021;DS-16158;SMR001570555;CS-0128785;FT-0636924;F11185;EN300-5383373;6,7-dimethoxy-3,4-dihydro-2h-naphthalene-1-one;A806982;J-006770;Z1008430886;InChI=1/C12H14O3/c1-14-11-6-8-4-3-5-10(13)9(8)7-12(11)15-2/h6-7H,3-5H2,1-2H

Chemical Property of 6,7-Dimethoxy-1-tetralone

Chemical Property:

• Vapor Pressure: 0.0402mmHg at 25°C
• Melting Point: 98-100 ºC
• Boiling Point: 358.3°Cat760mmHg
• Flash Point: 161.8°C
• PSA: 35.53000
• Density: 1.14g/cm³
• LogP: 2.22280
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

98%,99%, ^*data from raw suppliers

6,7-Dimethoxy-1-tetralone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)CCCC2=O)OC
• Uses: 6,7-Dimethoxy-1-tetralone was used in the synthesis of 2-bromotetralones by undergoing bromination. It was also used as a precursor to quinolines with dopaminergic activity, naphthols with anti-inflammatory activity and benzophenanthridine alkaloids with antitumor activity.

Technology Process of 6,7-Dimethoxy-1-tetralone

There total 28 articles about 6,7-Dimethoxy-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: 97.0%

4-(3,4-dimethoxyphenyl)butanoic acid (13575-74-1) → 6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydronaphthalene (13575-75-2)

Guidance literature:

With trichloroacetic acid anhydride; at 70 ℃; for 0.1h; Neat (no solvent);

DOI:10.1080/00397910802663394

Reference yield: 97.0%

4-(3,4-dimethoxyphenyl)butanoic acid chloride (348143-75-9) → 6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydronaphthalene (13575-75-2)

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; at 20 ℃; for 2h; Reagent/catalyst; Solvent; Concentration; Mechanism; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02851

Reference yield: 96.0%

6,7-dimethoxy-1-hydroxytetraline (35491-95-3) → 6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydronaphthalene (13575-75-2)

Guidance literature:

With acetone; In toluene; at 80 ℃; for 0.2h; Flow reactor;

DOI:10.1021/ol4027107

upstream raw materials:

4-(3,4-dimethoxyphenyl)butanoic acid

1,1-(1,2-Benzenediyldithio)-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalene

1,2-dimethoxybenzene

3-(3,4-dimethoxybenzoyl)propionic acid

Downstream raw materials:

6,7-Dimethoxy-1-benzyl-3,4-dihydro-naphthalin

2-hydroxy-6,7-dimethoxynaphthalene-1,4-dione

norfagaronine

2,3,8,9-tetramethoxybenzophenanthridine

Refernces

• 1、 Vekariya, Rakesh H.,Horton, Matthew C.,Aubé, Jeffrey. "Hexafluoro-2-propanol-promoted intramolecular friedel-crafts acylation". . p. 486 - 498. Retrieved 2019/08/20.
• 2、 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". supporting information. p. 8757 - 8760. Retrieved 2016/07/15.