17678-76-1

Basic information

• Product Name: 2,2,2',2'-Tetramethyl-6,6',7,7'-tetramethoxy-3',4'-dihydro-3,4'-bi[2H-1-benzopyran]
• Synonyms: 2,2,2',2'-Tetramethyl-6,6',7,7'-tetramethoxy-3',4'-dihydro-3,4'-bi[2H-1-benzopyran];3',4'-Dihydro-6,6',7,7'-tetramethoxy-2,2,2',2'-tetramethyl-3,4'-bi-(2H-1-benzopyran);3',4'-Dihydro-6,6',7,7'-tetramethoxy-2,2,2',2'-tetramethyl-3,4'-bi-2H-1-benzopyran;3-[3,4-Dihydro-6,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran-4-yl]-6,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran;Ageratochromen dimer;Ageratochromene low-melting dimer;Ageratochromene dimer
• CAS NO: 17678-76-1
• Molecular Formula: C26H32 O6
• Molecular Weight: 440.53
• Mol File: 17678-76-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,2,2',2'-Tetramethyl-6,6',7,7'-tetramethoxy-3',4'-dihydro-3,4'-bi[2H-1-benzopyran](CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2',2'-Tetramethyl-6,6',7,7'-tetramethoxy-3',4'-dihydro-3,4'-bi[2H-1-benzopyran](17678-76-1)
• EPA Substance Registry System: 2,2,2',2'-Tetramethyl-6,6',7,7'-tetramethoxy-3',4'-dihydro-3,4'-bi[2H-1-benzopyran](17678-76-1)

Safety Data

• Hazardous Substances Data: 17678-76-1(Hazardous Substances Data)

Usage

General Description

2,2,2',2'-Tetramethyl-6,6',7,7'-tetramethoxy-3',4'-dihydro-3,4'-bi[2H-1-benzopyran], also known as Dihydrocoumarin, is a chemical compound with the molecular formula C22H26O6. It is a synthetic fragrance ingredient with a sweet, coumarin-like odor and is commonly used in perfumes and other scented products. Dihydrocoumarin is often used to impart a sweet, hay-like aroma to fragrances and is considered to have good stability and longevity in formulations. It is also used as a flavoring agent in food products and is considered safe for use in these applications. However, it is important to note that coumarin and its derivatives have been shown to have potential anticoagulant effects when consumed in large quantities, so it is important to use this ingredient in moderation.

Upstream product

• 644-06-4 precocene II 

Relevant articles and documents

Structure of an unexpected trimer from the reaction of ageratochromene II with aluminum chloride

A new trimer from the reaction of ageratochromene [1] (6,7-dimethoxy-2,2-dimethyl-1-benzopyran) with anhydrous aluminum chloride was shown to be 3,4-dihydro-6,7-dimethoxy-2,2-dimethyl-3-(6′,7′ -dimethoxy-2′,2′-dimethyl-2H-1-benzopyran-4′-yl)-4-(3″, 4″-dih

Reaction of precocene II with silica gel bound ferric chloride

The reaction of precocene II, 6,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran (1) with silica gel bound ferric chloride affords the compounds (2-5), namely 1,2,10,11-tetramethoxy-5,5,7,7-tetramethyl-6,6a,6b,12b-tetrahydro-5H,7H-cyclopentabisbenzopyran (2), 6,7,6',7'-tetramethoxy-2,2,2',2'-tetramethyl-3',4'-dihydro-2H,2'Hbenzopyran> (3), 6,7,6',7'-tetramethoxy-2,2,2',2'-tetramethyl-2H,2'H--4'(3'H)-one (4) and 2,3,10,11-tetramethoxy-6,6,7,7-tetramethyl-6a,6b,12b,13a-tetrahydro-6H,7H-furo-bisbenzopyran (5).Theirstructures have been established by spectral data.The possible mode of their formation is also discussed.

The Dimerization of the Chromene, Precocene II

The dimerization of precocene II with different Lewis acids has been studied.Besides C22H32O6 dimeric products, two further dimers, containing a tetrahydrofuran ring, were isolated and their structures established by spectroscopic and X-ray analysis.Since the furans were formed in the presence of SiO2-AgNO3 or SiO2-FeCl3 and not with SiO2-ZnBr2, it is possible that they arise by one-electron-transfer oxidation.