Irisquinone

Base Information

• Chemical Name: Irisquinone
• CAS No.: 56495-82-0
• Molecular Formula: C24H38 O3
• Molecular Weight: 374.564
• NSC Number: 614642
• UNII: GW0P1VS52W
• DSSTox Substance ID: DTXSID401318175
• Nikkaji Number: J11.836B
• Wikidata: Q27279311
• Metabolomics Workbench ID: 135962
• ChEMBL ID: CHEMBL461167
• Mol file: 56495-82-0.mol

Synonyms:6-methoxy-2-(10-heptadecenyl)-1,4-benzoquinone;irisquinone

Chemical Property of Irisquinone

Chemical Property:

• Vapor Pressure: 1.68E-09mmHg at 25°C
• Melting Point: 40-43 °C
• Boiling Point: 483.4°Cat760mmHg
• Flash Point: 205.1°C
• PSA: 43.37000
• Density: 0.97g/cm³
• LogP: 6.63240
• XLogP3: 8.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 16
• Exact Mass: 374.28209507
• Heavy Atom Count: 27
• Complexity: 526

Purity/Quality:

99% ^*data from raw suppliers

IRISQUINONE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CCCCCCCCCCC1=CC(=O)C=C(C1=O)OC
• Isomeric SMILES: CCCCCC/C=C\CCCCCCCCCC1=CC(=O)C=C(C1=O)OC

Technology Process of Irisquinone

There total 31 articles about Irisquinone 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: 94.0%

(Z)-2-(heptadec-10-en-1-yl)-6-methoxybenzene-1,4-diol (77285-25-7) → (Z)-2-(heptadec-10-en-1-yl)-6-methoxycyclohexa-2,5-diene-1,4-dione (56495-82-0)

Guidance literature:

With silver carbonate; In benzene; for 2h;

DOI:10.1021/jo00037a052

Reference yield: 87.0%

6-<(Z)-10-Heptadecenyl>-2-methoxyphenol (126357-88-8) → (Z)-2-(heptadec-10-en-1-yl)-6-methoxycyclohexa-2,5-diene-1,4-dione (56495-82-0)

Guidance literature:

With sodium dihydrogenphosphate; potassium nitrososulfonate; Aliquat 336; In dichloromethane; water;

DOI:10.3390/50100082

Reference yield: 42.0%

3-Methoxy-5-<(Z)-heptadec-10'-enyl>phenol (144078-13-7) → (Z)-2-(heptadec-10-en-1-yl)-6-methoxycyclohexa-2,5-diene-1,4-dione (56495-82-0)

Guidance literature:

With salcomine; oxygen; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1021/jm501846y

upstream raw materials:

(Z)-2-(heptadec-10-en-1-yl)-6-methoxybenzene-1,4-diol

6-<(Z)-10-Heptadecenyl>-2-methoxyphenol

9-decyn-1-ol

1-iodo-3-methoxy-2-(methoxymethoxy)benzene

Downstream raw materials:

(Z)-2-(heptadec-10-en-1-yl)-6-methoxybenzene-1,4-diol

Refernces

• 1、 Wu, Li-Qiang,Yang, Chun-Guang,Yang, Li-Ming,Yang, Li-Juan. "Ultrasound-assisted Wittig reaction: A short, efficient synthesis of 2-methoxy-6-alkyl-1,4-benzoquinones". experimental part. p. 47 - 50. Retrieved 2010/04/05.
• 2、 Pfeifer, Jochen,Gerlach, Hans. "Synthesis of Natural Compounds with Alkyl-methoxy-1,4-benzoquinone Structure". . p. 131 - 138. Retrieved 2007/10/02.