86470-99-7

Usage

Uses

Used in Antioxidant Applications:
1-(2-PYRENYL)ETHANOL is used as an antioxidant for its potential to protect cells and tissues from oxidative stress and damage, which can contribute to various diseases and aging.
Used in Cancer Research:
1-(2-PYRENYL)ETHANOL is used as an inhibitor for the growth of certain types of cancer cells, making it a promising candidate for further research and development in the field of oncology.
Used in Biochemical and Biological Research:
1-(2-PYRENYL)ETHANOL is used as a fluorescent probe for its ability to emit fluorescence when exposed to ultraviolet light, which aids in the study of various biological processes and interactions.
Used in Environmental and Occupational Health:
1-(2-PYRENYL)ETHANOL is used in the investigation of its role as a byproduct of certain industrial processes and combustion reactions, contributing to a better understanding of its potential impact on environmental and occupational health.
Used in Pharmaceutical Industry:
1-(2-PYRENYL)ETHANOL is used as a compound with potential applications in the development of new drugs and therapies, particularly in the areas of antioxidant and cancer research.
Used in Chemical and Material Science:
1-(2-PYRENYL)ETHANOL is used in the study and development of new materials and chemical compounds, taking advantage of its unique properties and potential applications in various scientific fields.

InChI:InChI=1/C18H14O/c1-11(19)16-9-14-7-5-12-3-2-4-13-6-8-15(10-16)18(14)17(12)13/h2-11,19H,1H3

Upstream product

• 789-06-0 1-(pyren-2-yl)ethan-1-one 
• 6628-98-4 4,5-dihydropyrene 
• 781-17-9 4,5,9,10-tetrahydropyrene 
• 82799-67-5 2-acetyl-4,5,9,10-tetrahydropyrene 
• 36428-96-3 pyrene-1-carboxylic acid 
• 83244-76-2 1,2-phthaloyl pyrene 
• 58926-23-1 1-(o-carboxybenzoyl)pyrene 
• 129-00-0 pyrene 

Downstream Products

• 86471-00-3 2-vinylpyrene 

Relevant academic research and scientific papers

Size-Driven Inversion of Selectivity in Esterification Reactions: Secondary Beat Primary Alcohols

Relative rates for the Lewis base-mediated acylation of secondary and primary alcohols carrying large aromatic side chains with anhydrides differing in size and electronic structure have been measured. While primary alcohols react faster than secondary ones in transformations with monosubstituted benzoic anhydride derivatives, relative reactivities are inverted in reactions with sterically biased 1-naphthyl anhydrides. Further analysis of reaction rates shows that increasing substrate size leads to an actual acceleration of the acylation process, the effect being larger for secondary as compared to primary alcohols. Computational results indicate that acylation rates are guided by noncovalent interactions (NCIs) between the catalyst ring system and the DED substituents in the alcohol and anhydride reactants. Thereby stronger NCIs are formed for secondary alcohols than for primary alcohols.

The Size-Accelerated Kinetic Resolution of Secondary Alcohols

The factors responsible for the kinetic resolution of alcohols by chiral pyridine derivatives have been elucidated by measurements of relative rates for a set of substrates with systematically growing aromatic side chains using accurate competitive linear regression analysis. Increasing the side chain size from phenyl to pyrenyl results in a rate acceleration of more than 40 for the major enantiomer. Based on this observation a new catalyst with increased steric bulk has been designed that gives enantioselectivity values of up to s=250. Extensive conformational analysis of the relevant transition states indicates that alcohol attack to the more crowded side of the acyl-catalyst intermediate is favoured due to stabilizing CH-π-stacking interactions. Experimental and theoretical results imply that enantioselectivity enhancements result from accelerating the transformation of the major enantiomer through attractive non-covalent interactions (NCIs) rather than retarding the transformation of the minor isomer through repulsive steric forces.