5,8-Dimethoxy-1,2-dihydronaphthalene

Base Information

• Chemical Name: 5,8-Dimethoxy-1,2-dihydronaphthalene
• CAS No.: 55077-80-0
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• NSC Number: 107188
• DSSTox Substance ID: DTXSID50296032
• Nikkaji Number: J1.165.648J
• Wikidata: Q82036340
• Mol file: 55077-80-0.mol

Synonyms:5,8-dimethoxy-1,2-dihydronaphthalene;55077-80-0;5,8-dimethoxy-3,4-dihydronaphthalene;NSC 107188;NSC107188;SCHEMBL8670294;DTXSID50296032;1,2-Dihydro-5,8-dimethoxynaphthalene;NSC-107188

Chemical Property of 5,8-Dimethoxy-1,2-dihydronaphthalene

Chemical Property:

• Vapor Pressure: 0.000312mmHg at 25°C
• Boiling Point: 330.8°C at 760 mmHg
• Flash Point: 140.7°C
• Density: 1.071g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2CCC=CC2=C(C=C1)OC

Technology Process of 5,8-Dimethoxy-1,2-dihydronaphthalene

There total 8 articles about 5,8-Dimethoxy-1,2-dihydronaphthalene 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: 100.0%

5,8-dimethoxy-1,4-dihydronaphthalene (55077-79-7) → 1,4-Dimethoxy-5,6-dihydronaphthalene (55077-80-0)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; Ambient temperature;

DOI:10.1039/c39840000453

Reference yield: 78.0%

5,8-dimethoxy-1,2,3,4-tetrahydro-2H-1-naphthalenol (4676-60-2) → 1,4-Dimethoxy-5,6-dihydronaphthalene (55077-80-0)

Guidance literature:

With toluene-4-sulfonic acid; In chloroform; for 4h;

DOI:10.1080/00397910701319189

Reference yield:

cis-5,8,9,10-tetrahydronaphtho-1,4-quinone (35043-92-6) → 1,4-Dimethoxy-5,6-dihydronaphthalene (55077-80-0)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / acetone / 4 h / Heating

2: 100 percent / tBuOK / dimethylsulfoxide / Ambient temperature

With potassium tert-butylate; potassium carbonate; In dimethyl sulfoxide; acetone;

DOI:10.1039/c39840000453

upstream raw materials:

methanol

5,8-dimethoxy-1,4-dihydronaphthalene

sodium methylate

5,8-dimethoxy-1,2,3,4-tetrahydro-2H-1-naphthalenol

Downstream raw materials:

1,2,3,4-tetrahydro-5,8-dimethoxynaphthalene

2-acetyl-5,8-dimethoxy-3,4-dihydronaphthalene

1,4-dimethoxynaphthalene

(+/-)-2-acetyl-2-hydroxy-1,2,3,4-tetrahydro-5,8-dimethoxynaphthalene

Refernces

• 1、 Perez,Rosell,Mauleon,Carganico. "Synthesis and adrenergic properties of new duplicated analogs of methoxamine". . p. 1155 - 1166. Retrieved 2007/10/02.
• 2、 Braun, Manfred,Bernhard, Carlo. "Simple Preparation of β-Tetralones and β-Indanones by a 1,2-Carbonyl Group Transposition". . p. 435 - 437. Retrieved 2007/10/02.