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Usage

Uses

Used in Fragrance Industry:
m-(diethylamino)phenyl acetate is used as a fragrance ingredient in perfumes and cosmetics for adding a sweet, powdery note to fragrances.
Used in Pharmaceutical Industry:
m-(diethylamino)phenyl acetate is used in the synthesis of pharmaceuticals and has potential applications in the development of analgesic and anti-inflammatory drugs due to its structural similarity to certain pain-relieving compounds. However, its specific pharmacological effects and potential therapeutic uses have not been extensively studied.

InChI:InChI=1/C12H17NO2/c1-4-13(5-2)11-7-6-8-12(9-11)15-10(3)14/h6-9H,4-5H2,1-3H3

Upstream product

• 108-24-7 acetic anhydride 
• 91-68-9 3-diethylaminophenol 

Downstream Products

• 333303-11-0 4-(dimethylamino)-1′,1′,1′-trifluoro-2-hydroxyacetophenone 
• 333303-14-3 7-diethylamino-4-trifluoromethylcoumarin-3-carboxylic acid 
• 342890-27-1 3-diethylamino-6-(trimethylsilyl)ethynylphenyl acetate. 
• 342890-10-2 3-diethylamino-6-ethynylphenyl acetate 
• 342890-09-9 2-iodo-5-diethyiaminophenyl acetate 

Relevant academic research and scientific papers

Deep-Red and Near-Infrared Xanthene Dyes for Rapid Live Cell Imaging

In this work, two xanthene dyes (H-hNR and TF-hNR) have been synthesized by a convenient and efficient method. These two dyes exhibited deep-red and near-infrared emissions, high fluorescence quantum yields, and good photostability. Their structure-optical properties were investigated by X-ray crystal structure analysis and density functional theory calculations. Live cell imaging data revealed that H-hNR and TF-hNR could rapidly stain both A549 and HeLa cells with low concentrations. The excellent photophysical and imaging properties render them as promising candidates for use in live cell imaging.

Aminobenzofuran-fused rhodamine dyes with deep-red to near-infrared emission for biological applications

Aminobenzofuran-fused rhodamine dyes (AFR dyes) containing an amino group were constructed by an efficient condensation based on 3-coumaranone derivatives. AFR dyes exhibited significantly improved properties, including deep-red and near-infrared emissions, a large Stokes shift, good photostability, and wide pH stability. 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium assay experiments show that these AFR dyes are biocompatible for their low cytotoxicity to both A549 and HeLa cells. Cell imaging data reveal that AFR1, AFR1E, and AFR2 are mainly located in the mitochondria, while AFR3 is a lysosome tracker. As far as we know, NIR AFR3 is the longest fluorescent rhodamine derivative containing the amino group. These amino group-containing AFR dyes hold great potential in fluorogenic detection, biomolecule labeling, and cell imaging.

Photochemically removable silyl protecting groups

Several o-phenol-containing alkoxyvinylsilanes were prepared and their photochemistry was investigated. These materials were prepared via hydrosilylation of the corresponding o-acetoxy arylacetylenes. Two major classes of photochemical processes were identified in these reactants: trans→cis isomerization, leading to an intramolecular nucleophilic substitution process at silicon, and 1,5-silyl shift, leading to an unsymmetrical dialkoxysilane. The major outcome of this work is a novel class of photochemically removable protecting groups. Two alkyl substitutions on silicon, the dimethyl and diisopropyl, were examined. The latter is more stable and is preferred for protecting groups that must tolerate multiple steps or reagents. Protection of alcohols is generally performed starting with the arylethynyl acetate, which can be subjected to hydrosilylation, alcohol substitution, and acetate deprotection without isolation of intermediates. Two groups were studied in detail, the phenol and 2-naphthol vinyl silane derivatives. A variety of primary and secondary alcohols were protected with these reagents. These groups can be deprotected cleanly and in high yield by irradiation from 250 to 350 nm.