4-Hydroxy-3-(2-methylpropyl)naphthalene-1,2-dione

Base Information

• Chemical Name: 4-Hydroxy-3-(2-methylpropyl)naphthalene-1,2-dione
• CAS No.: 62830-53-9
• Molecular Formula: C14H14O3
• Molecular Weight: 230.2592
• Hs Code.: 2914690090
• European Community (EC) Number: 661-370-2
• NSC Number: 26654
• DSSTox Substance ID: DTXSID00282581
• Nikkaji Number: J1.513.300G
• Wikidata: Q82016893
• ChEMBL ID: CHEMBL1652062
• Mol file: 62830-53-9.mol

Synonyms:62830-53-9;4-hydroxy-3-(2-methylpropyl)naphthalene-1,2-dione;NSC26654;SCHEMBL5806521;CHEMBL1652062;DTXSID00282581;UASBUFXONXNWEH-UHFFFAOYSA-N;NSC-26654;AKOS024341152;2-Hydroxy-3-isobutylnaphthalene-1,4-dione;[1,4]Naphthoquinone, 2-hydroxy-3-isobutyl-;Q 29 2-HYDROXY-3-ISOBUTYL-1,4-NAPHTHOQUINONE

Chemical Property of 4-Hydroxy-3-(2-methylpropyl)naphthalene-1,2-dione

Chemical Property:

• Vapor Pressure: 2.07E-06mmHg at 25°C
• Boiling Point: 378.7°Cat760mmHg
• Flash Point: 197°C
• PSA: 54.37000
• Density: 1.234g/cm³
• LogP: 2.92380
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 230.094294304
• Heavy Atom Count: 17
• Complexity: 379

Purity/Quality:

99% ^*data from raw suppliers

Q 29 2-HYDROXY-3-ISOBUTYL-1,4-NAPHTHOQUINONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=C(C2=CC=CC=C2C(=O)C1=O)O

Technology Process of 4-Hydroxy-3-(2-methylpropyl)naphthalene-1,2-dione

There total 7 articles about 4-Hydroxy-3-(2-methylpropyl)naphthalene-1,2-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: 95.0%

nor-lapachol (15297-99-1) → NSC 26654 (62830-53-9)

Guidance literature:

With 10% palladium on activated carbon; hydrogen; In ethanol; for 0.25h; under 1551.49 Torr;

DOI:10.1016/j.ejmech.2010.11.006

Reference yield: 78.0%

2-hydroxynaphtho-1,4-quinone (83-72-7) + isobutyraldehyde (78-84-2) → NSC 26654 (62830-53-9)

Guidance literature:

With formic acid; In ethanol; water; at 200 ℃; for 3h; under 155.149 - 155149 Torr; chemoselective reaction;

DOI:10.1055/s-0030-1260771

Reference yield:

→ NSC 26654 (62830-53-9)

Guidance literature:

With 1,4-dioxane; sodium carbonate; copper(II) sulfate; Reagens 4: wss.NaOH;

upstream raw materials:

2-hydroxynaphtho-1,4-quinone

di-3-methylbutanoyl peroxide

2-hydroxy-3-isopentylnaphthalene-1,4-dione

nor-lapachol

Downstream raw materials:

3-Hydroxy-4-[(2-iodo-4-methyl-phenyl)-hydrazono]-2-isobutyl-4H-naphthalen-1-one

3-Hydroxy-4-[(4-iodo-phenyl)-hydrazono]-2-isobutyl-4H-naphthalen-1-one

Refernces

• 1、 Da Silva Jr., Eufranio N.,Cavalcanti, Bruno C.,Guimar?es, Tiago T.,Pinto, Maria Do Carmo F.R.,Cabral, Igor O.,Pessoa, Cláudia,Costa-Lotufo, Letícia V.,De Moraes, Manoel O.,De Andrade, Carlos K.Z.,Dos Santos, Marcelo R.,De Simone, Carlos A.,Goulart, Marilia O.F.,Pinto, Antonio V.. "Synthesis and evaluation of quinonoid compounds against tumor cell lines". scheme or table. p. 399 - 410. Retrieved 2011/02/27.
• 2、 Ferreira, Sabrina Baptista,Rodriguesdarocha, David,Carneiro, José Walkimar M.,Santos, Wilson Costa,Ferreira, Vitor Francisco. "A new method to prepare 3-alkyl-2-hydroxy-1,4-naphthoquinones: Synthesis of lapachol and phthiocol". supporting information; experimental part. p. 1551 - 1554. Retrieved 2011/08/04.