350221-50-0

Basic information

• Product Name: Brosimacutin G
• Synonyms: Brosimacutin G;(2E)-1-[(2S,3S)-2,3-Dihydro-3,4-dihydroxy-2-(1-hydroxy-1-methylethyl)-5-benzofuranyl]-3-(4-hydroxyphenyl)-2-propen-1-one
• CAS NO: 350221-50-0
• Molecular Formula: C20H20O6
• Molecular Weight: 356.37
• Mol File: 350221-50-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Brosimacutin G(CAS DataBase Reference)
• NIST Chemistry Reference: Brosimacutin G(350221-50-0)
• EPA Substance Registry System: Brosimacutin G(350221-50-0)

Safety Data

• Hazardous Substances Data: 350221-50-0(Hazardous Substances Data)

Usage

General Description

Brosimacutin G is a chemical compound used primarily as a broad-spectrum herbicide. It is commonly used in agriculture to control a wide range of weeds and unwanted vegetation. Brosimacutin G works by inhibiting the growth of plant cells, ultimately leading to the death of the targeted plants. Its effectiveness and versatility make it a popular choice for weed control in various crops and landscapes. However, it is important to use Brosimacutin G with caution, as it has the potential to harm non-targeted plants and ecosystems if not applied properly.

Upstream product

• 556-82-1 3-methyl-2-buten-1-ol 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 961-29-5 isoliquirtigenin 
• 121571-31-1 (S)-3,3-dimethyloxirane-2-carboxaldehyde 
• 105453-22-3 (R)-3,3-dimethyloxirane-2-carboxaldehyde 

Relevant articles and documents

Synthesis of 2,3-dihydro-3-hydroxy-2-hydroxylalkylbenzofurans from epoxy aldehydes. One-step syntheses of brosimacutin G, vaginidiol, vaginol, smyrindiol, xanthoarnol, and avicenol A. Biomimetic syntheses of angelicin and psoralen

(Chemical Equation Presented) We have developed two practical one-step syntheses of 2,3-dihydro-3-hydroxy-2-hydroxyalkylbenzofurans from readily available optically pure α,β-epoxy aldehydes. Electron-deficient resorcinols react with epoxy aldehydes using either Cs2CO3 in DMF or KOH/CaCl2 in MeOH to give adducts 13, 16, 18, 20, 21, and brosimacutin G (6t). Grignard reagents prepared by low-temperature halogen-metal exchange of acetoxy iodocoumarins 35d and 40 and acetoxy bromonaphthalene 41 add to epoxy aldehyde (S)-26 to complete the first syntheses of vaginidiol (7c), vaginol (7t), smyrindiol (8c), xanthoarnol (8t), and avicenol A (9t). Acid-catalyzed fragmentation of vaginidiol or vaginol provides angelicin, while that of smyrindiol or xanthoarnol affords psoralen. In both cases, the trans isomers fragment only twice as fast as the cis isomers, possibly through the intermediacy of a common benzylic cation. This may have implications for the biosynthesis of angelicin and psoralen.