CYCLOPENTADIENE-QUINONE (2:1)ADDUCT

Base Information

• Chemical Name: CYCLOPENTADIENE-QUINONE (2:1)ADDUCT
• CAS No.: 5439-22-5
• Molecular Formula: C16H16 O2
• Molecular Weight: 240.3
• Hs Code.: 2914690090
• Mol file: 5439-22-5.mol

Synonyms:1,4,4a,5,8,8a,9a,10a-Octahydro-1,4:5,8-dimethano-9,10-anthraquinone;1,4,4a,5,8,8a,9a,10a-Octahydro-1:4,5:8-dimethanoanthracene-9,10-dione;1,4:5,8-Dimethano-1,4,4a,5,8a,9a,10a-octahydroanthraquinone; NSC 15076; NSC25350

Chemical Property of CYCLOPENTADIENE-QUINONE (2:1)ADDUCT

Chemical Property:

• Vapor Pressure: 4.79E-07mmHg at 25°C
• Boiling Point: 413.5°C at 760 mmHg
• Flash Point: 154.7°C
• PSA: 34.14000
• Density: 1.281g/cm³
• LogP: 2.01480

Purity/Quality:

98% ^*data from raw suppliers

1,4,4A,4B,5,8,8A,8B,9,10-DECAHYDRO-1,4:5,8-DIMETHANOANTHRACENE-9,10-DIONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CYCLOPENTADIENE-QUINONE (2:1)ADDUCT

There total 5 articles about CYCLOPENTADIENE-QUINONE (2:1)ADDUCT 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: 96.8%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + 1,4-Cyclohexanedione (637-88-7) → Cyclopentadiene-p-benzoquinone Diels-Alder adduct (5439-22-5)

Guidance literature:

In ethanol; at -10 - 0 ℃; for 1h; Inert atmosphere;

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + p-benzoquinone (106-51-4) → Cyclopentadiene-p-benzoquinone Diels-Alder adduct (5439-22-5)

Guidance literature:

In ethanol; for 0.5h; Yield given;

DOI:10.1021/jo00119a017

Reference yield:

ane-cis-1.4;5.8-dimethylen-1.4.5.8.11.12.13.14-octahydro-anthraquinone (5439-22-5,78548-82-0,99437-04-4,110848-97-0,130855-42-4,130855-43-5,130855-44-6) → ane-trans-1.4;5.8-dimethylen-1.4.5.8.11.12.13.14-octahydro-anthraquinone (5439-22-5,78548-82-0,99437-04-4,110848-97-0,130855-42-4,130855-43-5,130855-44-6)

Guidance literature:

With potassium hydroxide;

upstream raw materials:

cyclopenta-1,3-diene

p-benzoquinone

1,4-Cyclohexanedione

ane-cis-1.4;5.8-dimethylen-1.4.5.8.11.12.13.14-octahydro-anthraquinone

Downstream raw materials:

ane-trans-1.4;5.8-dimethylen-1.4.5.8.11.12.13.14-octahydro-anthraquinone

cyclopenta-1,3-diene

p-benzoquinone

Dodecahydro-1,4:5,8-dimethano-9,10-anthraquinone

Refernces

• 1、 Dharmaraja, Allimuthu T.,Alvala, Mallika,Sriram, Dharmarajan,Yogeeswari, Perumal,Chakrapani, Harinath. "Design, synthesis and evaluation of small molecule reactive oxygen species generators as selective Mycobacterium tuberculosis inhibitors". supporting information. p. 10325 - 10327. Retrieved 2012/11/13.