21008-39-9

Basic information

• Product Name: 6-methoxy-3-methyl-2-phenyl-2,3-dihydro-1-benzofuran-5-ol
• CAS NO: 21008-39-9
• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.2964
• Mol File: 21008-39-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 378°C at 760 mmHg
• Flash Point: 182.4°C
• Density: 1.185g/cm³
• Vapor Pressure: 2.98E-06mmHg at 25°C
• Refractive Index: 1.591
• CAS DataBase Reference: 6-methoxy-3-methyl-2-phenyl-2,3-dihydro-1-benzofuran-5-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methoxy-3-methyl-2-phenyl-2,3-dihydro-1-benzofuran-5-ol(21008-39-9)
• EPA Substance Registry System: 6-methoxy-3-methyl-2-phenyl-2,3-dihydro-1-benzofuran-5-ol(21008-39-9)

Safety Data

• Hazardous Substances Data: 21008-39-9(Hazardous Substances Data)

Upstream product

• 117471-21-3 (1S,6R,7R,8R)-3-Methoxy-7-methyl-8-phenyl-bicyclo[4.2.0]oct-3-ene-2,5-dione 
• 90-05-1 2-methoxy-phenol 
• 2880-58-2 2-methoxy-1,4-benzoquinone 
• 637-50-3 1-phenylpropene 
• 873-66-5 1-propenylbenzene 
• 6566-38-7 cis-1,2-dihydroxy-1,2-dimethyl-1,2-dihydroacenaphthalene 
• 1131-94-8 homoisovanillic acid 
• 1426659-74-6 C₂₅H₃₆O₃Si 
• 1426659-68-8 C₂₅H₃₇BrO₃Si 
• 1426659-63-3 C₂₅H₃₅BrO₃Si 
• 1426659-55-3 C₂₀H₃₄BrNO₄Si 
• 1426659-49-5 C₁₁H₁₄BrNO₄ 
• 81038-48-4 2-bromo-4-methoxy-5-hydroxylphenylacetic acid 

Downstream Products

• 21008-38-8 2-Methoxy-5-((S)-1-methyl-2-phenyl-ethyl)-[1,4]benzoquinone 

Relevant articles and documents

Synthesis of Functionalized Indolines and Dihydrobenzofurans by Iron and Copper Catalyzed Aryl C-N and C-O Bond Formation

A simple and effective one-pot, two-step intramolecular aryl C-N and C-O bond forming process for the preparation of a wide range of benzo-fused heterocyclic scaffolds using iron and copper catalysis is described. Activated aryl rings were subjected to a highly regioselective, iron(III) triflimide-catalyzed iodination, followed by a copper(I)-catalyzed intramolecular N-or O-arylation step leading to indolines, dihydrobenzofurans, and six-membered analogues. The general applicability and functional group tolerance of this method were exemplified by the total synthesis of the neolignan natural product, (+)-obtusafuran. DFT calculations using Fukui functions were also performed, providing a molecular orbital rationale for the highly regioselective arene iodination process.

Concise asymmetric synthesis of (+)-conocarpan and obtusafuran

The asymmetric synthesis of three natural products: (+)-conocarpan, both (+)- and (-)- obtusafuran is disclosed. The highlights of the synthesis are the enantioselective hydrogenation of prochiral ketones via dynamic kinetic resolution to afford chiral alcohols. Intramolecular ring closure via either Sr reaction or metal-catalyzed C-O bond formation led to the construction of the trans-dihydrobenzofuran core. Georg Thieme Verlag Stuttgart · New York.

Selective Control of the Various Cycloaddition Products from Reactions of Styrenes and 1,4-Benzoquinones: Optimization of the Formal 5 +2 Cycloadducts

7-Aryl-3-hydroxy-6-methylbicyclooct-3-ene-2,8-diones 4 and 8 are formed exclusively in Ti(IV)-catalyzed reactions of 2-((4-methoxybenzyl)oxy)-1,4-benzoquinones 5a/d with trans-β-methylstyrene and indene, resprectively.