17771-33-4

Basic information

• Product Name: 7-HYDROXY-2,2-DIMETHYL-CHROMAN-4-ONE
• Synonyms: 7-HYDROXY-2,2-DIMETHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE;7-HYDROXY-2,2-DIMETHYL-CHROMAN-4-ONE;2,2-Dimethyl-7-hydroxy-2,3-dihydro-4H-1-benzopyran-4-one;2,2-Dimethyl-7-hydroxychroman-4-one;2,3-Dihydro-7-hydroxy-2,2-dimethyl-4H-1-benzopyran-4-one;4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2,2-dimethyl-;7-hydroxy-2,2-dimethyl-4-chromanone
• CAS NO: 17771-33-4
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21
• Mol File: 17771-33-4.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 354.3°C at 760 mmHg
• Flash Point: 141.7°C
• Appearance: /
• Density: 1.196g/cm³
• Vapor Pressure: 1.65E-05mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: 7-HYDROXY-2,2-DIMETHYL-CHROMAN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-HYDROXY-2,2-DIMETHYL-CHROMAN-4-ONE(17771-33-4)
• EPA Substance Registry System: 7-HYDROXY-2,2-DIMETHYL-CHROMAN-4-ONE(17771-33-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 17771-33-4(Hazardous Substances Data)

Usage

General Description

7-HYDROXY-2,2-DIMETHYL-CHROMAN-4-ONE, also known as Trolox, is a synthetic derivative of vitamin E with antioxidant properties. It is a water-soluble compound that scavenges free radicals and protects cells from oxidative damage. Trolox has been studied for its potential use in preventing and treating various diseases, including cancer, cardiovascular diseases, and neurodegenerative disorders. Its ability to protect against oxidative stress and inflammation makes it a valuable compound in the field of pharmaceuticals and nutraceuticals. Trolox is also used as a reference compound in antioxidant research and as a food additive to prolong the shelf life of products.

InChI:InChI=1/C11H12O3/c1-11(2)6-9(13)8-4-3-7(12)5-10(8)14-11/h3-5,12H,6H2,1-2H3

Upstream product

• 107054-41-1 7-hydroxy-2,2-dimethyl-4-oxo-chroman-6-carboxylic acid 
• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 108-46-3 recorcinol 
• 541-47-9 3-Methylbutenoic acid 
• 67716-21-6 3-bromo-3-methyl-butyryl chloride 
• 99323-00-9 1-(2',4'-dihydroxyphenyl)-3-methyl-but-2-en-1-one 
• 37637-88-0 N-formamido-3-methyl-2-butenamide 
• 62113-84-2 7-methanesulfonyloxy-2,2-dimethyl-chroman-4-one 
• 100942-29-8 2,2-dimethyl-4-keto-7-tosyloxy-benzopyran 
• 10025-91-9 antimony(III) chloride 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 67-64-1 acetone 
• 2150-47-2 methyl 2,4-dihydroxybenzoate 
• 107625-53-6 7-hydroxy-2,2-dimethyl-4-oxo-chroman-6-carboxylic acid methyl ester 

Downstream Products

• 59257-86-2 7-(benzyloxy)-2,2-dimethylchroman-4-one 
• 102026-85-7 7-hydroxy-2,2-dimethyl-chroman-4-one-(2,4-dinitro-phenylhydrazone) 
• 115613-80-4 2,2-Dimethyl-7-propoxy-chroman-4-one 
• 120046-19-7 7-Cyclohexyloxy-2,2-dimethyl-chroman-4-one 
• 133035-34-4 N-(2,6-Diethyl-phenyl)-2-(2,2-dimethyl-4-oxo-chroman-7-yloxy)-acetamide 
• 128890-27-7 N-(3-Chloro-phenyl)-2-(2,2-dimethyl-4-oxo-chroman-7-yloxy)-acetamide 
• 128890-30-2 N-(3-Bromo-phenyl)-2-(2,2-dimethyl-4-oxo-chroman-7-yloxy)-acetamide 
• 128890-29-9 N-(2-Bromo-phenyl)-2-(2,2-dimethyl-4-oxo-chroman-7-yloxy)-acetamide 
• 133035-33-3 2-(2,2-Dimethyl-4-oxo-chroman-7-yloxy)-N-(2-ethyl-6-methyl-phenyl)-acetamide 
• 131859-59-1 2-(2,2-Dimethyl-4-oxo-chroman-7-yloxy)-N-phenyl-propionamide 
• 131859-60-4 2-(2,2-Dimethyl-4-oxo-chroman-7-yloxy)-N-phenyl-butyramide 
• 120046-23-3 7-((4-chlorobenzyl) oxy)-2,2-dimethylchroman-4-one 
• 120046-22-2 7-(2-Chloro-benzyloxy)-2,2-dimethyl-chroman-4-one 
• 144537-17-7 7-cyanomethoxy-2,2-dimethyl-4-chromanone 

Relevant articles and documents

Aluminium Chloride/Phosphoryl Chloride as an Efficient Acylating Agent

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Modified coumarins. 13. Synthesis of cyclopentane-annelated pyranocoumarins

Modified pyranocoumarins containing a condensed cyclopentane fragment were synthesized by adjoining a 2,2-dimethyltetrahydropyran ring to a 2,3-dihydrocyclopenta[c]chromen-4-one system and annelation of a pyrone ring to a 2,2-dimethylchromane.

Synthesis and biological evaluation of substituted amide derivatives of C4-ageratochromene dimer analog

Substituted amide derivatives of C4-ageratochromene dimer analog (19) were synthesized through structural modification of precocene-I (4a), isolated from the essential oil of Ageratum conyzoides L. The target compounds (18–20, 23I-VI, 24I-VI, and 25I-VI) were evaluated for their bone-forming effect using osteoblast differentiation assay. Seven compounds (23I, 23II, 23IV, 23VI, 24III, 24VI, and 25VI) presented good activity within 1 pM–1 nM concentration. At 1 pM concentration, the most active compound i.e. 23II showed effective mineralization of osteoblast cells along with expression of osteogenic marker genes viz RUNX 2, BMP-2, and type 1 collagen (Type-1 col) without any toxicity towards osteoblast cells. Single crystal X-ray analysis of 18 and 20 revealed that the core nucleus of these molecules bear phenyl rings in a Trans-stilbenoid system and had a good structural correlation with 17β-estradiol (1) and diethylstilbestrol (DES, 3). In-silico study about 23II showed its structural complementarities with the LBD of estrogen receptor (ER) which indicated possible ER-mediated activity of compounds.

Synthesis of 3,5-Disubstituted isoxazoles containing privileged substructures with a diverse display of polar surface area

We designed and synthesized the molecular framework of 3,5-disubstituted isoxazoles containing privileged substructures with various substituents which uniquely display polar surface area in a diverse manner. A library of 3,5-disubstituted isoxazoles were systematically prepared via 1,3-dipolar cycloaddition of alkynes with nitrile oxides prepared by two complementary synthetic routes; method A utilized a halogenating agent with a base and method B utilized a hypervalent iodine reagent. Through the biological evaluation of corresponding isoxazoles via three independent phenotypic assays, the different pattern of biological activities was shown according to the type of privileged substructure and substituent. These results demonstrated the significance of molecular design via introducing privileged substructures and various substituents to make a diverse arrangement of polar surface area within a similar 3-dimensional molecular framework.