4,4-Dimethylnaphthalen-1(4h)-one

Base Information

• Chemical Name: 4,4-Dimethylnaphthalen-1(4h)-one
• CAS No.: 16020-16-9
• Molecular Formula: C12H12 O
• Molecular Weight: 172.227
• NSC Number: 69193
• DSSTox Substance ID: DTXSID10290536
• Nikkaji Number: J1.625.535A
• Wikidata: Q82028257
• Mol file: 16020-16-9.mol

Synonyms:16020-16-9;4,4-dimethylnaphthalen-1(4h)-one;NSC69193;DTXSID10290536;NSC-69193

Chemical Property of 4,4-Dimethylnaphthalen-1(4h)-one

Chemical Property:

• Vapor Pressure: 0.00478mmHg at 25°C
• Boiling Point: 276.5°Cat760mmHg
• Flash Point: 114.2°C
• Density: 1.047g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 172.088815002
• Heavy Atom Count: 13
• Complexity: 250

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C=CC(=O)C2=CC=CC=C21)C

Technology Process of 4,4-Dimethylnaphthalen-1(4h)-one

There total 8 articles about 4,4-Dimethylnaphthalen-1(4h)-one 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: 40.0%

4,4-Dimethyl-1-oxo-1,4-dihydro-naphthalene-2-carboxylic acid ethyl ester (88296-16-6) → 1-oxo-4,4-dimethyl-1,4-dihydronaphthalene (16020-16-9) + 1,2-dihydro-4,4-dimethyl-1-oxo-2-naphthalenecarboxylic acid (88296-21-3)

Guidance literature:

With sodium hydroxide; for 2h; Heating;

DOI:10.1021/jm00369a013

Reference yield:

3,4-dihydro-4,4-dimethyl-1(2H)-naphthalenone (2979-69-3) → 1-oxo-4,4-dimethyl-1,4-dihydronaphthalene (16020-16-9)

Guidance literature:

With selenium(IV) oxide;

Reference yield:

1-Hydroxy-4,4-dimethyl-3,4-dihydro-naphthalene-2-carboxylic acid ethyl ester (88296-11-1) → 1-oxo-4,4-dimethyl-1,4-dihydronaphthalene (16020-16-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / 2,3-dichloro-5,6-dicyanobenzoquinone, AcOH / tetrahydrofuran / 16 h / Ambient temperature

2: 40 percent / aq. NaOH / 2 h / Heating

With sodium hydroxide; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran;

DOI:10.1021/jm00369a013

upstream raw materials:

3,4-dihydro-4,4-dimethyl-1(2H)-naphthalenone

2-bromo-4,4-dimethyl-3,4-dihydro-2H-naphthalen-1-one

4,4-Dimethyl-1-oxo-1,4-dihydro-naphthalene-2-carboxylic acid ethyl ester

methanol

Downstream raw materials:

1,2-dimethyl-4-phenylnaphthalene

C₁₉H₂₀N₂O₂S

4-cyclohex-1-enyl-1,2-dimethyl-naphthalene

1,2,3-trimethylnaphtalene