6685-67-2

Basic information

• Product Name: 2,6-bis(1-methylethyl)phenyl cyanate
• CAS NO: 6685-67-2
• Molecular Formula: C₂₅H₂₂O₁₂
• Molecular Weight: 203.2802
• Mol File: 6685-67-2.mol

Chemical Properties

• Boiling Point: 265.4°C at 760 mmHg
• Flash Point: 96°C
• Density: 0.982g/cm³
• Vapor Pressure: 0.00916mmHg at 25°C
• Refractive Index: 1.503
• CAS DataBase Reference: 2,6-bis(1-methylethyl)phenyl cyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-bis(1-methylethyl)phenyl cyanate(6685-67-2)
• EPA Substance Registry System: 2,6-bis(1-methylethyl)phenyl cyanate(6685-67-2)

Safety Data

• Hazardous Substances Data: 6685-67-2(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 64191-31-7 trans-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3-acetoxy-5,7-dihydroxy-4H-1-benzopyran-4-one 
• 480-18-2 taxifolin 
• 480-18-2 (+/-)-taxifolin 
• 17654-26-1 dihydroquercetin 
• 3162-26-3 (2R,3R)-3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-2,3-dihydro-5-hydroxy-4H-1-benzopyran-4-one 

Downstream Products

• 64191-31-7 trans-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3-acetoxy-5,7-dihydroxy-4H-1-benzopyran-4-one 
• 132400-78-3 (+/-)-2,3-trans-3,4-cis-4-methoxy-3,5,7,3',4'-pentaacetoxyflavan 
• 132400-75-0 (+/-)-catechin 5-methyl ether tetraacetate 
• 16198-01-9 (+/-)-pentaacetylcatechin 
• 65052-92-8 (+/-)-2,3-trans-3,4-trans-4-hydroxy-3,5,7,3',4'-pentaacetoxyflavan 
• 132400-73-8 (+/-)-catechin 3,7,3',4'-tetraacetate 
• 15885-46-8 (+/-)-2,3-cis-3,4-cis-3,4,5,7,3',4'-hexaacetoxyflavan 
• 16198-01-9 (+/-)-epicatechol pentaacetate 

Relevant articles and documents

TAXIFOLIN DERIVATIVE WITH SUPERIOR ANTIOXIDANT EFFECT AND COSMETIC COMPOSITION CONTAINING THE SAME

Disclosed are taxifolin derivative with superior antioxidant effect, a method of synthesizing the same and a cosmetic composition containing the same. In accordance with the method, taxifolin derivatives having higher antioxidant activity than taxifolin can be synthesized using lipoic acid. As such, a novel taxifolin derivative synthesized according to the present invention can exhibit anti-aging effects when used for cosmetics and the like.

Taxifolin derivative with high anti-oxidant effect and cosmetic composition therefrom

The present invention relates to a taxifolin derivative with an excellent anti-oxidant effect, a synthesizing method thereof, and a cosmetic composition comprising the same. In the present invention, the taxifolin derivative showing higher anti-oxidant activity than that of taxifolin is synthesized by using lipoic acid. The taxifolin derivative newly synthesized in the present invention is used by being added in cosmetics, thereby exhibiting an anti-aging effect, etc. The taxifolin-7-lipoate has a structure represented by chemical formula 8, and is referred to as (7-(5-(1,2-dithiolan-3-yl)pentyloxy)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxychroman-4-one).COPYRIGHT KIPO 2016

Epimerization, transacylation and bromination of dihydroquercetin acetates; Synthesis of 8-bromodihydroquercetin

Dihydroquercetin (dhq) and its 3-acetate react with acetic anhydride in the absence of a base catalyst to yield mixtures of partially acetylated products. Three new esters were characterized by NMR spectroscopy as dhq 3,7,3'-triacetate, 3,7,4'-triacetate and 5,7,3',4'- tetraacetate. At its melting point neat dhq 3,7,3',4'-tetraacetate is partially converted to dhq 3,3',4'-triacetate and dhq pentaacetate by intermolecular acetyl transfer. Dhq 7,3',4'-triacetate yields exclusively dhq 3',4'-di- and 3,7,3',4'-tetraacetate under these conditions. The acetylation/deacetylation reactions are accompanied by partial epimerization: 3 new acetates with 2,3-cis stereochemistry (dhq 3-, 3,7,3',4'-tetra- and penta-) were identified. Dhq and its 3,7,3',4'-tetraacetate undergo regiospecific dibromination at C-6 and C-8 with excess N-bromosuccinimide in polar solvents, and 6,8-dibromo-dhq can be regioselectively debrominated to 8-bromo-dhq with sodium sulfite. Versita Sp. z o.o.

Antinociceptive and anti-oedematogenic properties of astilbin, taxifolin and some related compounds

Astilbin (3-0-α-1-rhamnosyl-(2R,3R)-dihydroquercetin), the major constituent isolated from Hymeneae martiana and some derivatives obtained by structural modification, such as taxifolin and two related compounds, were evaluated as analgesics by using both writhing test and formalin test in mice. Their anti-oedematogenic actions were also analysed against paw oedema caused by carrageenan, dextran and bradykinin in rat. The results indicated that some compounds, such as taxifolin (2) and its tetramethylated derivative (4) exhibited potent and dose-dependent antinociceptive action against acetic acid-induced abdominal constriction when administered intraperitoneally or orally. They were more potent than acetylsalicylic acid and paracetamol (acetaminophen), two standard drugs used for comparison. Compounds 2 and 4 were also more potent than these drugs in attenuating to the second phase of the formalin-induced licking. Moreover, both compounds showed significant anti-oedematogenic effect, inhibiting the paw oedema formation induced by dextran. In contrast pentaacetylated taxifolin (3) was capable of inhibiting the paw oedema induced by bradykinin.

Crystal structures of dihydroquercetin 3-acetate and dihydroquercetin 3,3',4',7-tetraacetate: Hydrogen bonding in 5-hydroxyflavanones

The molecular structures of dihydroquercetin 3-acetate 3 and dihydroquercetin 3,3'.4',7-tetraacetate 4 were determined by single crystal X-ray analysis. Comparison of their crystal data with those, of 16 known 5-hydroxyflavanones shows intramolecular O(5)

Heterocycles. XXVI. A Total Synthesis of Optically Pure (+)-Catechin Pentaacetate

A total synthesis of optically pure (+)-catechin pentaacetate has been established using the (-)-chalcon epoxide (100percent ee) derived from 3,4,2',4',6'-pentakis(methoxymethoxy)chalcon as the starting material.The optical purity of the product is confirmed by 1H nmr analysis in the presence of shift reagent.

Heterocycles. XXV. Sodium Borohydride Reduction of Flavanonols

Solvent effects on the stereochemistry in the sodium borohydride reduction of (+/-)-flavanonols have been examined.The effects observed for the (+/-)-flavanonols with 5-OMe in 2-propanol, dioxane and methanol are explainable by the differences between the steric interactions inherent in the product-like transition states A and B.It has been also found that 5-OAc peculiarly affects the stereochemistry in the reduction to produce the (+/-)-catechin-type compounds in a one-pot process.The solvent and temperature effects are examined using a model analogous to the above.

An Intensely Sweet Dihydroflavonol Derivative Based on a Natural Product Lead Compound

The dihydroflavonol dihydroquercetin 3-acetate (1) was isolated as a sweet constituent of the young shoots of Tessaria dodoneifolia (Hook & Arn.) Cabrera (Compositae).Compound 1 and dihydroquercetin 3-acetate 4'-(methyl ether) (2), a novel synthetic analogue of this natural product lead compound, were rated by a taste panel as being 80 and 400 times sweeter than a 2percent w/v sucrose solution, respectively.Synthetic dihydroquercetin 4'-(methyl ether) (3) showed a reduced sweetness intensity when compared to 2, while (+)-dihydroquercetin (4) was devoid of sweetness.Dihydroflavonol derivatives 1-3 represent a new class of potentially noncaloric and noncariogenic intense sweeteners.