Chrysanthenone

Base Information

• Chemical Name: Chrysanthenone
• CAS No.: 473-06-3
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.221
• DSSTox Substance ID: DTXSID80894868
• Nikkaji Number: J5.954D
• Wikipedia: Chrysanthenone
• Wikidata: Q5114549
• Metabolomics Workbench ID: 69320
• Mol file: 473-06-3.mol

Synonyms:chrysanthenone

Chemical Property of Chrysanthenone

Chemical Property:

• Vapor Pressure: 0.204mmHg at 25°C
• Boiling Point: 209.3°C at 760 mmHg
• Flash Point: 76.3°C
• Density: 0.992g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CCC2C(=O)C1C2(C)C

Technology Process of Chrysanthenone

There total 2 articles about Chrysanthenone 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: 7.0%

(2E)-3,7-dimethyl-2,6-octadienoyl chloride (58558-13-7) → chrysanthenone (473-06-3,38301-80-3,58437-73-3,97169-74-9) + 6-(1-chloro-1-methylethyl)-3-methyl-2-cyclohexen-1-one (56001-54-8) + 7,7-dimethyl-2-methylenebicyclo<3.1.1>heptan-6-one (107514-23-8)

Guidance literature:

With triethylamine; In toluene; for 3h; Heating;

DOI:10.1021/jo00384a035

Reference yield:

(E)-geranic acid (4698-08-2) → chrysanthenone (473-06-3,38301-80-3,58437-73-3,97169-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / benzene / a) 25 deg C, 2 h, b) 45 deg C, 30 min

2: 2 percent / Et₃N / toluene / 3 h / Heating

With oxalyl dichloride; triethylamine; In toluene; benzene;

DOI:10.1021/jo00384a035

Reference yield:

(+)-chrysanthenone (473-06-3,58437-73-3,97169-74-9,38301-80-3) → 2,4-dimethyl-benzoic acid (611-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol. KOH

2: selenium / 290 °C

With potassium hydroxide; selenium;

upstream raw materials:

(2E)-3,7-dimethyl-2,6-octadienoyl chloride

(E)-geranic acid

Downstream raw materials:

trans-verbenol

trans-Verbenol

trans-chrysanthenol

(+)-trans-chrysanthenyl acetate