69618-96-8

Basic information

• Product Name: 2,2',3,3'-Tetrahydro-5,5',7,7'-tetrahydroxy-2,2'-bis(4-hydroxyphenyl)-3,3'-bi[4H-1-benzopyran]-4,4'-dione
• Synonyms: 2,2',3,3'-Tetrahydro-5,5',7,7'-tetrahydroxy-2,2'-bis(4-hydroxyphenyl)-3,3'-bi[4H-1-benzopyran]-4,4'-dione;Chamaejasmin;Chamaejasmine
• CAS NO: 69618-96-8
• Molecular Formula: C₃₀H₂₂O₁₀
• Molecular Weight: 542.48968
• Mol File: 69618-96-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,2',3,3'-Tetrahydro-5,5',7,7'-tetrahydroxy-2,2'-bis(4-hydroxyphenyl)-3,3'-bi[4H-1-benzopyran]-4,4'-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2',3,3'-Tetrahydro-5,5',7,7'-tetrahydroxy-2,2'-bis(4-hydroxyphenyl)-3,3'-bi[4H-1-benzopyran]-4,4'-dione(69618-96-8)
• EPA Substance Registry System: 2,2',3,3'-Tetrahydro-5,5',7,7'-tetrahydroxy-2,2'-bis(4-hydroxyphenyl)-3,3'-bi[4H-1-benzopyran]-4,4'-dione(69618-96-8)

Safety Data

• Hazardous Substances Data: 69618-96-8(Hazardous Substances Data)

Usage

Molecular structure

The compound consists of a bisphenol A (BPA) backbone, with two 4-hydroxyphenyl groups attached to it, and a tetrahydro-1-benzopyran ring on each end.

Physical properties

TBBPA is a white solid with a melting point of approximately 300°C.

Use

TBBPA is commonly used as a flame retardant in electronic equipment, printed circuit boards, and plastic enclosures.

Environmental persistence

TBBPA has been found to be persistent in the environment, meaning it does not break down easily and can accumulate over time.

Bioaccumulation potential

TBBPA has the potential to bioaccumulate in living organisms, meaning it can build up in the tissues of organisms and cause harm over time.

Toxicity to aquatic organisms

TBBPA is toxic to aquatic organisms, meaning it can cause harm to aquatic life if released into the environment.

Endocrine disruption

Studies have linked TBBPA exposure to endocrine disruption, which can lead to adverse effects on human health.

Regulation and reduction efforts

As a result of the potential risks associated with TBBPA, efforts are being made to regulate and reduce its use in consumer products.

Upstream product

• 129502-54-1 ormocarpin 
• 93859-63-3 isochamaejasmin 
• 69618-96-8 (trans,trans,trans)-2,2',3,3'-tetrahydro-5,5',7,7'-tetrahydroxy-2,2'-bis(4-hydroxyphenyl)-[3,3'-bi-4H-1-benzopyran]-4,4'-dione 

Downstream Products

• 129502-56-3 hexamethylchamaejasmin 
• 93859-63-3 isochamaejasmin 
• 69618-96-8 (+)-chamaejasmine 
• 69618-96-8 (-)-chamaejasmine 

Relevant articles and documents

A simple biomimetic synthesis of dl-chamaejasmine, a unique 3,3′-biflavanone

(Chemical Equation Presented) The first chemical synthesis of dl-chamaejasmine (1), a structurally unique 3,3′-biflavanone natural product, was achieved as shown above, by a two-step sequence starting from trimethyl ether derivatives of 3-iodonaringenin (cis + trans) involving (i) metallic lanthanum-mediated reductive dimerization in refluxing THF and (ii) global demethylation with BBr3 in CH2Cl2. This synthesis represents a generally applicable biomimetic (reductive) radical dimerization approach to the 3,3′-biflavonoids.

Stereostructures of two biflavanones from Stellera chamaejasme L.

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