6-Methoxy-1-tetralone

Base Information

• Chemical Name: 6-Methoxy-1-tetralone
• CAS No.: 1078-19-9
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• Hs Code.: 29145000
• European Community (EC) Number: 214-078-0
• NSC Number: 41700
• UNII: IA52U30635
• DSSTox Substance ID: DTXSID6057617
• Nikkaji Number: J7.239G
• Wikidata: Q27280629
• ChEMBL ID: CHEMBL1900603
• Mol file: 1078-19-9.mol

Synonyms:6-Methoxy-1-tetralone;1078-19-9;6-methoxy-3,4-dihydronaphthalen-1(2H)-one;6-Methoxytetralone;6-Methoxy-alpha-tetralone;6-methoxy-3,4-dihydro-2H-naphthalen-1-one;1(2H)-Naphthalenone, 3,4-dihydro-6-methoxy-;6-Methoxy-3,4-dihydro-1(2H)-naphthalenone;6-Methoxy-1,2,3,4-tetrahydronaphthalen-1-one;6-Methoxy-.alpha.-tetralone;6-methoxytetralin-1-one;3,4-Dihydro-6-methoxy-1(2H)-naphthalenone;MFCD00001695;6-METHOXY-A-TETRALONE;MLS002608330;DTXSID6057617;UNII-IA52U30635;EINECS 214-078-0;NSC 41700;NSC-41700;IA52U30635;EC 214-078-0;6-Methoxy-1,2,3,4-tetrahydro-1-naphthalenone;1,2,3,4-Tetrahydro-6-methoxy-1-naphthalenone;1-Oxo-1,2,3,4-tetrahydro-6-methoxynaphthalene;NSC41700;6-methoxy tetralone;6-methoxy-tetralone;6-methoxy-1tetralone;6-methoxy 1-tetralone;6-methoxy- 1-tetralone;SCHEMBL115638;6-MT;6-Methoxy-1-tetralone, 99%;CHEMBL1900603;DTXCID7031406;AMY6102;CHEBI:194913;HMS3085I19;CS-D1691;Tox21_113778;AC-575;STK801788;AKOS000120808;3,4-dihydro-6-methoxy-1-napthalenone;MB00111;PS-5771;3,4-dihydro-6-methoxy-1-naphthalenone;NCGC00253652-01;SMR001527079;SY001734;6-METHOXY-.ALPHA.-TETRALONE [MI];CAS-1078-19-9;1(2H)-Naphthalenone,4-dihydro-6-methoxy-;3,4-Dihydro-6-methoxynaphthalen-1(2H)-on;6-Methoxy-3,4-dihydro-2H-naphthalin-1-on;FT-0621180;M0787;6-methoxy-3,4-dihydronaphthalen-1 (2H)-one;EN300-20862;1-oxo-1,2,3,4-tetrahydro-6-methoxynaphthalene;6-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene;J-002018;J-518836;6-METHOXY-3,4-DIHYDRONAPHTHALENE-1(2H)-ONE;Q27280629;1,2,3,4-TETRAHYDRO-6-METHOXY-1-NAPHTHALENONE;F0001-0157

Chemical Property of 6-Methoxy-1-tetralone

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 0.000528mmHg at 25°C
• Melting Point: 77-79 ºC
• Refractive Index: 1.548
• Boiling Point: 312.5 ºC at 760 mmHg
• Flash Point: 153.4 ºC
• PSA: 26.30000
• Density: 1.124 g/cm³
• LogP: 2.21420
• Storage Temp.: 0-6°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

6-Methoxy-1-tetralone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: COC1=CC2=C(C=C1)C(=O)CCC2
• Uses: 6-Methoxy-1-tetralone is a reagent useful in the synthesis of (2-(furanyl)vinyl)-1-tetralone chalcones which possesses anticancer agents and inducers of apoptosis.

Technology Process of 6-Methoxy-1-tetralone

There total 100 articles about 6-Methoxy-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%

6-methoxy-3,4-dihydro-2H-spiro[naphthalene-1,2'-[1,3]dithiane] (180331-07-1) → 6-methoxy-3,4-dihydro-1(2H)-naphthalenone (1078-19-9)

Guidance literature:

With periodic acid; In tetrahydrofuran; diethyl ether; for 0.1h; Ambient temperature;

DOI:10.1016/0040-4039(96)00838-6

Reference yield: 95.0%

6-methoxy-3,4-dihydro-2H-naphthalen-1-one-(2,4-dinitro-phenylhydrazone) (79128-80-6) → benzene-1,2,4-triamine (615-71-4) + 6-methoxy-3,4-dihydro-1(2H)-naphthalenone (1078-19-9)

Guidance literature:

With vanadium(II) chloride; In tetrahydrofuran; for 1h; Heating;

DOI:10.1055/s-1981-29495

Reference yield: 95.0%

6-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol (16821-32-2) → 6-methoxy-3,4-dihydro-1(2H)-naphthalenone (1078-19-9)

Guidance literature:

With 1-hydroxy-1H-1,2,3-benziodoxathiole 1,3,3-trioxide; Oxone; cetyltrimethylammonim bromide; In water; at 20 ℃; for 2h; chemoselective reaction; Green chemistry;

DOI:10.3184/174751914X14031774189763

upstream raw materials:

5-ethyl-2-methyl-pyridine

6-methoxy-1,2,3,4-tetrahydronaphthalene

3-methoxytetralin

4-(m-methoxyphenyl)butanoic acid

Downstream raw materials:

(paramethoxybenzylidene)-2 methoxy-6 tetralone-1

6'-methoxy-1',2',3',4'-tetrahydro-1'-naphthylacetic acid

6-methoxy-2-((Z)-3-methoxy-benzylidene)-3,4-dihydro-2H-naphthalen-1-one

6-methoxy-2-((Z)-2-methoxy-benzylidene)-3,4-dihydro-2H-naphthalen-1-one

Refernces

Approaches to the Synthesis of Ring C Transposed Progesterone Analogues.rac-7β,15α-Ethano-11,12-seco-11,19-bisnor-17α-pregn-4-ene-3,20-dione and rac-4,4-dimethyl-7,7-(ethylenedioxy)-(4aα,4bβ,8aα,10aβ)-perhydro-3-phenanthrenone

10.1021/jo00387a029

The study, titled "Approaches to the Synthesis of Ring C Transposed Progesterone Analogues," focuses on synthesizing ring C transposed progesterone derivatives, specifically rac-4,4-dimethyl-7,7-(ethylenedioxy)-(4aα,4bβ,8aα,10aβ)-perhydro-3-phenanthrenone (30) and rac-7α,15α-ethano-11,12-seco-11,19-bisnor-17α-pregn-4-ene-3,20-dione (28), starting from 6-methoxytetralone. The goal is to understand how the C ring contributes to the biological activity of these compounds. The researchers used various chemical reactions and techniques, such as lithium-ammonia reduction, acid hydrolysis, acetylation, Robinson annelation, and X-ray crystallographic analysis, to synthesize and characterize the compounds. The structure of compound 28 was confirmed by X-ray crystallography, revealing a unique conformation with the D ring in a 15β-envelope form and the 17α-side chain oriented to minimize eclipsing and nonbonding interactions. The study also discusses the challenges faced in the synthesis process and the attempts to improve the yield and purity of the target compounds.