Fumigatin

Base Information

• Chemical Name: Fumigatin
• CAS No.: 484-89-9
• Molecular Formula: C8H8 O4
• Molecular Weight: 168.149
• UNII: D4Y1CD8EH8
• DSSTox Substance ID: DTXSID10197516
• Nikkaji Number: J12.554G
• Wikidata: Q27276098
• Mol file: 484-89-9.mol

Synonyms:fumigatin

Chemical Property of Fumigatin

Chemical Property:

• Vapor Pressure: 8.51E-05mmHg at 25°C
• Melting Point: 116°
• Refractive Index: 1.4611 (estimate)
• Boiling Point: 304.1°Cat760mmHg
• PKA: 3.48±0.50(Predicted)
• Flash Point: 126.1°C
• PSA: 63.60000
• Density: 1.32g/cm³
• LogP: 0.50050
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 309

Purity/Quality:

99% ^*data from raw suppliers

FUMIGATIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Fumigatin

There total 9 articles about Fumigatin 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: 88.0%

1,2-dihydroxy-3,4-dimethoxy-6-methylbenzene (54826-79-8) → 3-hydroxy-2-methoxy-5-methyl-1,4-benzoquinone (484-89-9)

Guidance literature:

With sodium chlorate; sulfuric acid; vanadia; In water; at 20 ℃; for 6h;

DOI:10.1002/1099-0690(200209)2002:17<3015::AID-EJOC3015>3.0.CO;2-G

Reference yield:

3,4,5-trimethoxytoluene (6443-69-2) → 3-hydroxy-2-methoxy-5-methyl-1,4-benzoquinone (484-89-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / AlCl₃ / diethyl ether / 3 h / 50 °C

2: 95 percent / sodium hydroxide; H₂O₂ / H₂O; methanol / 0.83 h / 25 - 50 °C / Heating

3: 88 percent / NaClO₃; sulfuric acid / V₂O₅ / H₂O / 6 h / 20 °C

With sodium chlorate; sodium hydroxide; aluminium trichloride; sulfuric acid; dihydrogen peroxide; vanadia; In methanol; diethyl ether; water;

DOI:10.1002/1099-0690(200209)2002:17<3015::AID-EJOC3015>3.0.CO;2-G

Reference yield:

2-acetyl-3-hydroxy-4,5-dimethoxytoluene → 3-hydroxy-2-methoxy-5-methyl-1,4-benzoquinone (484-89-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / sodium hydroxide; H₂O₂ / H₂O; methanol / 0.83 h / 25 - 50 °C / Heating

2: 88 percent / NaClO₃; sulfuric acid / V₂O₅ / H₂O / 6 h / 20 °C

With sodium chlorate; sodium hydroxide; sulfuric acid; dihydrogen peroxide; vanadia; In methanol; water;

DOI:10.1002/1099-0690(200209)2002:17<3015::AID-EJOC3015>3.0.CO;2-G

upstream raw materials:

1,2-dihydroxy-3,4-dimethoxy-6-methylbenzene

1,2,4-trihydroxy-3-methoxy-6-methylbenzene

2,3-Dimethoxy-5-methyl-1,4-benzoquinone

3,4,5-trimethoxytoluene

Downstream raw materials:

6-(10-acetoxydecyl)-3-hydroxy-2-methoxy-5-methyl-1,4-benzoquinone

1,2,4-trihydroxy-3-methoxy-6-methylbenzene

3-acetoxy-2-methoxy-5-methyl-1,4-benzoquinone

3-acetoxy-6-geranyl-2-methoxy-5-methyl-1,4-benzoquinone

Refernces

• 1、 Van Der Klei, Anita,De Jong, Robertus L. P.,Lugtenburg, Johan,Tielens, Aloysius G. M.. "Synthesis and spectroscopic characterization of [1′-14C]ubiquinone-2, [1′-14C]-5-demethoxy-5-hydroxyubiquinone-2, and [1′-14C]-5-demethoxyubiquinone-2". . p. 3015 - 3023. Retrieved 2007/10/03.
• 2、 -. "Method for dyeing keratinous fibres using a monohydroxyindole or dihydroxyindole and a non-oxidizing aromatic carbonyl derivative and dyeing agent". . . Retrieved 2008/06/13.