Carabrone

Base Information

• Chemical Name: Carabrone
• CAS No.: 1748-81-8
• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.322
• Mol file: 1748-81-8.mol

Synonyms:2H-Cyclopropa[f]benzofuran-2-one,octahydro-5a-methyl-3-methylene-5-(3-oxobutyl)- (8CI);2H-Cyclopropa[f]benzofuran-2-one,octahydro-5a-methyl-3-methylene-5-(3-oxobutyl)-, [3aR-(3aa,4aa,5a,5aa,6aa)]-; 3-Norcaraneacetic acid, 4-hydroxy-6-methyl-a-methylene-7-(3-oxobutyl)-, g-lactone (7CI); Carabron;Carabrone; Caropesia lactone

Chemical Property of Carabrone

Chemical Property:

• Vapor Pressure: 1.6E-06mmHg at 25°C
• Melting Point: 89 - 90 °C
• Boiling Point: 397.4oC at 760 mmHg
• Flash Point: 176.5oC
• PSA: 43.37000
• Density: 1.13g/cm3
• LogP: 2.49950

Purity/Quality:

95%-98% ^*data from raw suppliers

Carabron 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Carabron is a botanical bicyclic sesquiterpenic lactone with broad-spectrum antifungal activity against the devastating phytopathogen Gaeumannomyces graminis var. tritici. A potential antifungal agent.

Technology Process of Carabrone

There total 1 articles about Carabrone 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:

4H-carabrone (68776-20-5) → carabrone (19956-59-3,1748-81-8)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0031-9422(00)97693-3

Reference yield: 86.0%

carabrone (19956-59-3,1748-81-8) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → (3aR,4aS,5S,5aR,6aR)-5-(3-keto-2,4-dinitrophenylhydrazone-butyl)-5a-methyl-3-methylene-3a,4,4a,5,6,6a-hexahydrocyclopropa[f]benzofuran-2-one (1245771-00-9)

Guidance literature:

With hydrogenchloride; In methanol; at 60 ℃;

DOI:10.3390/molecules15096485

Reference yield: 60.0%

carabrone (19956-59-3,1748-81-8) + benzoic acid hydrazide (613-94-5) → (3aR,4aS,5S,5aR,6aR)-5-(3-keto-benzoylhydrazone-butyl)-5a-methyl-3-methylene-3a,4,4a,5,6,6a-hexahydrocyclopropa[f]benzofuran-2-one (1245771-01-0)

Guidance literature:

With acetic acid; In ethanol; at 80 ℃; for 3h;

DOI:10.3390/molecules15096485

upstream raw materials:

4H-carabrone

Downstream raw materials:

(3aR,4aS,5S,5aR,6aR)-5-(3-keto-benzoylhydrazone-butyl)-5a-methyl-3-methylene-3a,4,4a,5,6,6a-hexahydrocyclopropa[f]benzofuran-2-one

(3aR,4aS,5S,5aR,6aR)-5-(3-keto-2,4-dinitrophenylhydrazone-butyl)-5a-methyl-3-methylene-3a,4,4a,5,6,6a-hexahydrocyclopropa[f]benzofuran-2-one

Refernces