2-Allyl-3-hydroxy-naphthalene-1,4-dione

Base Information

• Chemical Name: 2-Allyl-3-hydroxy-naphthalene-1,4-dione
• CAS No.: 40815-76-7
• Molecular Formula: C13H10 O3
• Molecular Weight: 214.2167
• NSC Number: 92198
• DSSTox Substance ID: DTXSID40961227
• Nikkaji Number: J259.035B
• ChEMBL ID: CHEMBL1830435
• Mol file: 40815-76-7.mol

Synonyms:40815-76-7;NSC92198;2-allyl-3-hydroxy-naphthalene-1,4-dione;SCHEMBL939989;CHEMBL1830435;DTXSID40961227;PVIWVKMZXPXKCD-UHFFFAOYSA-N;hydroxy-3-allyl-1,4-naphthoquinone;NSC-92198;AKOS030489931;2-hydroxy-3-allyl-1,4-naphthoquinone;2-HYDROXY-3-(PROP-2-EN-1-YL)NAPHTHALENE-1,4-DIONE

Chemical Property of 2-Allyl-3-hydroxy-naphthalene-1,4-dione

Chemical Property:

• Vapor Pressure: 2.97E-06mmHg at 25°C
• Boiling Point: 373.9°C at 760 mmHg
• Flash Point: 194.1°C
• Density: 1.3g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 214.062994177
• Heavy Atom Count: 16
• Complexity: 379

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1=C(C2=CC=CC=C2C(=O)C1=O)O

Technology Process of 2-Allyl-3-hydroxy-naphthalene-1,4-dione

There total 22 articles about 2-Allyl-3-hydroxy-naphthalene-1,4-dione 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%

2-allyloxy-1,4-naphthoquinone (40815-72-3) → 3-allyl-2-hydroxy-1,4-naphthoquinone (40815-76-7)

Guidance literature:

In 1,4-dioxane; at 180 ℃; for 0.25h; Microwave irradiation;

DOI:10.1021/acschembio.8b00306

Reference yield: 81.0%

2-hydroxynaphtho-1,4-quinone (83-72-7) + allyl bromide (106-95-6) → 3-allyl-2-hydroxy-1,4-naphthoquinone (40815-76-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 3h; Heating;

DOI:10.1016/S0968-0896(03)00226-8

Reference yield: 60.0%

2-hydroxynaphtho-1,4-quinone (83-72-7) + methyl but-3-enoate (3724-55-8) → 3-allyl-2-hydroxy-1,4-naphthoquinone (40815-76-7)

Guidance literature:

With acetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 100 ℃; for 0.583333h;

DOI:10.1055/s-2007-967947

upstream raw materials:

allyl iodid

2-hydroxy-1,4-naphthoquinone silver salt

allyl bromide

2-acetyl-1,4-naphthoquinone

Downstream raw materials:

2-hydroxy-3-n-propyl-1,4-naphthoquinone

2-methylnaphtho<1,2-b>furan-4,5-dione