Orellanine II

Base Information

• Chemical Name: Orellanine II
• CAS No.: 72016-31-0
• Molecular Formula: C10H8N2O4
• Molecular Weight: 220.185
• Mol file: 72016-31-0.mol

Synonyms:(2,2'-Bipyridine)-3,3',4,4'-tetrol;3,3'-dihydroxy-1H,1'H-[2,2']bipyridinyl-4,4'-dione;

Chemical Property of Orellanine II

Chemical Property:

• Boiling Point: 257.4°Cat760mmHg
• Flash Point: 109.5°C
• PSA: 106.18000
• Density: 1.684g/cm³
• LogP: 0.14140

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Use Description: Orellanine II is a highly toxic compound primarily found in certain mushroom species. Unfortunately, this compound doesn't have any significant positive uses in various fields. Instead, it is known for its extreme toxicity and is responsible for causing severe kidney and liver damage when ingested. Orellanine II serves as a cautionary example in the field of mycology, highlighting the importance of proper mushroom identification to prevent accidental poisoning. Researchers and healthcare professionals study this compound to better understand its toxic effects and develop treatments for mushroom poisoning cases. In essence, its role is to underscore the dangers of consuming unidentified wild mushrooms rather than having constructive applications in different fields.

Technology Process of Orellanine II

There total 41 articles about Orellanine II 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: 77.0%

3,3',4,4'-tetramethoxy-2,2'-bipyridine (101664-55-5) → orelline (72016-31-0)

Guidance literature:

With hydrogen bromide; In acetic acid; for 5h; Heating;

DOI:10.1016/S0040-4020(01)01142-5

Reference yield: 75.0%

3,3'-Bis<<2-(trimethylsilyl)ethoxy>methoxy>-2,2'-bipyridin-4,4'-diol (119767-30-5) → orelline (72016-31-0)

Guidance literature:

With hydrogenchloride; In methanol; for 1h; Heating;

DOI:10.1002/hlca.19880710503

Reference yield: 71.0%

4,4'-dihydroxy-3,3'-dimethoxy-2,2'-bipyridine (405137-22-6) → orelline (72016-31-0)

Guidance literature:

With hydrogen bromide; In acetic acid; for 5h; Heating;

DOI:10.1016/S0040-4020(01)01142-5

upstream raw materials:

3,3',4,4'-tetramethoxy-2,2'-bipyridine

3,3'-Dihydroxy-2,2'-bipyridin-4,4'-dicarbaldehyd

3,3'-Bis<<2-(trimethylsilyl)ethoxy>methoxy>-2,2'-bipyridin-4,4'-diol

3,3',4,4'-tetrahydroxy-2,2'-bipyridine-1,1'-dioxide

Downstream raw materials:

3,3',4,4'-tetrahydroxy-2,2'-bipyridine-1,1'-dioxide

Refernces

• 1、 Hasseberg, Hans-Albrecht,Gerlach, Hans. "Synthesis of Orelline". . p. 957 - 963. Retrieved 2007/10/02.
• 2、 Tiecco,Tingoli,Testaferri,et al.. "Total synthesis of orellanine. The lethal toxin of Cortinarius orellanus Fries mushroom". . p. 1475 - 1485. Retrieved 2007/10/02.