1-Methoxy-4-methylnaphthalene

Base Information

• Chemical Name: 1-Methoxy-4-methylnaphthalene
• CAS No.: 24821-54-3
• Molecular Formula: C12H12O
• Molecular Weight: 172.227
• European Community (EC) Number: 684-188-5
• DSSTox Substance ID: DTXSID70402658
• Nikkaji Number: J455.035H
• Mol file: 24821-54-3.mol

Synonyms:1-methoxy-4-methylnaphthalene;24821-54-3;4-Methoxy-1-methylnaphthalene;1-methoxy-4-methyl-naphthalene;4-Methyl-1-methoxynaphthalene;SCHEMBL637626;DTXSID70402658;ZAA82154;MFCD00021472;methyl 4-methylnaphthalen-1-yl ether;AKOS024324100;FT-0711528;M2930;T72156;InChI=1/C12H12O/c1-9-7-8-12(13-2)11-6-4-3-5-10(9)11/h3-8H,1-2H

Chemical Property of 1-Methoxy-4-methylnaphthalene

Chemical Property:

• Refractive Index: 1.6160 to 1.6200
• Boiling Point: 155°C/15mmHg(lit.)
• PSA: 9.23000
• LogP: 3.15680
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 172.088815002
• Heavy Atom Count: 13
• Complexity: 167

Purity/Quality:

97% ^*data from raw suppliers

1-Methoxy-4-methylnaphthalene >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C2=CC=CC=C12)OC

Technology Process of 1-Methoxy-4-methylnaphthalene

There total 3 articles about 1-Methoxy-4-methylnaphthalene 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: 80.0%

methanol (67-56-1) + Benzoic acid 4-methoxy-naphthalen-1-ylmethyl ester → 1-methoxy-4-methylnaphthalene (24821-54-3) + 1,2-Bis(4-methoxynaphthalen-1-yl)ethane (114508-44-0) + 4-methoxy-1-(methoxymethyl)naphthalene (112929-92-7) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

Irradiation;

Reference yield: 44.0%

1-(4-methoxynaphthalen-1-yl)-N,N,N-trimethylmethanaminium trifluoromethanesulfonate → 4-methoxy-1-naphthaldehyde (15971-29-6) + 1-methoxy-4-methylnaphthalene (24821-54-3)

Guidance literature:

With manganese; dibromo(2,2'-dimethoxyethylether)nickel(II); bathophenanthroline; oxygen; sodium acetate; In N,N-dimethyl-formamide; at 80 ℃; for 24h; Glovebox;

DOI:10.1021/jacs.9b05224

Reference yield:

(4-methoxy-[1]naphthylmethyl)-dimethyl-amine (54877-68-8) → 4-methoxy-1-naphthaldehyde (15971-29-6) + 1-methoxy-4-methylnaphthalene (24821-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 2.25 h / 0 - 20 °C

2: dibromo(2,2'-dimethoxyethylether)nickel(II); bathophenanthroline; manganese; sodium acetate; oxygen / N,N-dimethyl-formamide / 24 h / 80 °C / Glovebox

With manganese; dibromo(2,2'-dimethoxyethylether)nickel(II); bathophenanthroline; oxygen; sodium acetate; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jacs.9b05224

upstream raw materials:

methanol

(4-methoxy-[1]naphthylmethyl)-dimethyl-amine

Downstream raw materials:

4-methyl-1-naphthol

1-methoxy-4-phenylnaphthalene

(+/-)-4-methyl-4-phenyl-3,4-dihydronaphthalen-1(2H)-one

4-methoxy-1-naphthalenecarbonitrile