Lomatiol

Base Information

• Chemical Name: Lomatiol
• CAS No.: 523-34-2
• Molecular Formula: C15H14O4
• Molecular Weight: 258.274
• Hs Code.: 2914690090
• Nikkaji Number: J156.570B,J3.275.524K
• Mol file: 523-34-2.mol

Synonyms:lomatiol

Chemical Property of Lomatiol

Chemical Property:

• Vapor Pressure: 1.53E-09mmHg at 25°C
• Boiling Point: 467.5°Cat760mmHg
• Flash Point: 250.6°C
• PSA: 74.60000
• Density: 1.334g/cm³
• LogP: 2.20640
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 258.08920892
• Heavy Atom Count: 19
• Complexity: 459

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C2=CC=CC=C2C(=O)C1=O)O)CO
• Isomeric SMILES: C/C(=C\CC1=C(C2=CC=CC=C2C(=O)C1=O)O)/CO

Technology Process of Lomatiol

There total 4 articles about Lomatiol 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: 90.0%

Lapachol (84-79-7) → (E)-2-hydroxy-3-(4-hydroxy-3-methylbut-2-enyl)-naphthalene-1,4-dione (523-34-2)

Guidance literature:

With tert.-butylhydroperoxide; selenium(IV) oxide; salicylic acid; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1039/c5nj01484k

Reference yield: 50.0%

(E)-4-(1,4-dihydro-2-hydroxy-1,4-dioxonaphthalen-3-yl)-2-methylbut-2-enal → (E)-2-hydroxy-3-(4-hydroxy-3-methylbut-2-enyl)-naphthalene-1,4-dione (523-34-2)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In methanol; at 0 - 20 ℃; for 1h;

DOI:10.1039/c5nj01484k

Reference yield: 10.0%

Lapachol (84-79-7) → (E)-2-hydroxy-3-(4-hydroxy-3-methylbut-2-enyl)-naphthalene-1,4-dione (523-34-2) + lomatic acid + lomatiol acetate

Guidance literature:

at 27 ℃; for 72h; production by Beauveria sulfurescens;

upstream raw materials:

Lapachol

1,2,4-triacetoxy-3-(3-methyl-but-2-enyl)-naphthalene

Downstream raw materials:

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

2,2-dimethyl-2H-benzo[g]chromene-5,10-dione

iso-α-Lapachone

Refernces

• 1、 David, Lucien,Gayet, Jean-Charles,Veschambre, Henri. "Microbiological Conversion of Lapachol by Various Microorganisms". . p. 2693 - 2698. Retrieved 2007/10/02.