106533-40-8

Basic information

• Product Name: (4Z)-4-butylidene-2,3,4,6b-tetrahydrooxireno[e][2]benzofuran-6(1aH)-one
• CAS NO: 106533-40-8
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.2378
• Mol File: 106533-40-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 394.6°C at 760 mmHg
• Flash Point: 166.6°C
• Density: 1.23g/cm³
• Vapor Pressure: 1.95E-06mmHg at 25°C
• Refractive Index: 1.559
• CAS DataBase Reference: (4Z)-4-butylidene-2,3,4,6b-tetrahydrooxireno[e][2]benzofuran-6(1aH)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4Z)-4-butylidene-2,3,4,6b-tetrahydrooxireno[e][2]benzofuran-6(1aH)-one(106533-40-8)
• EPA Substance Registry System: (4Z)-4-butylidene-2,3,4,6b-tetrahydrooxireno[e][2]benzofuran-6(1aH)-one(106533-40-8)

Safety Data

• Hazardous Substances Data: 106533-40-8(Hazardous Substances Data)

Upstream product

• 168288-20-8 3-hydroxybutyl-4,5-dihydrophthalide 
• 168288-19-5 3-hydroxybutyl phthalide 
• 87-41-2 2-benzofuran-1(3H)-one 
• 81944-09-4 Z-ligustilide 

Relevant articles and documents

Direct and Metal-Catalyzed Photochemical Dimerization of the Phthalide (Z)-Ligustilide Leading to Both [2 + 2] and [4 + 2] Cycloadducts: Application to Total Syntheses of Tokinolides A-C and Riligustilide

Synthetically derived (Z)-ligustilide (1) has been subjected to photochemically-promoted dimerization processes under a range of conditions. By such means, varying distributions of the dimeric natural products tokinolides A-C (4, 3, and 6, respectively) and riligustilide (5) as well certain related (isomeric) compounds have been obtained. The structures of three of them have been confirmed by single-crystal X-ray analysis. The biosynthetic implications of the outcomes of this study are discussed.