2079-53-0

Basic information

• Product Name: 1-[4-(ALLYLOXY)PHENYL]ETHANONE
• Synonyms: 1-[4-(ALLYLOXY)PHENYL]ETHANONE;1-(4-prop-2-enoxyphenyl)ethanone;1-[4-(allyloxy)phenyl]ethanone(SALTDATA: FREE);1-(4-(2-Propenyloxy)phenyl)ethanone;4-Allyloxyacetophenone;Acetophenone, 4'-(allyloxy)-;Ethanone, 1-(4-(2-propenyloxy)phenyl)- (9CI)
• CAS NO: 2079-53-0
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.22
• Mol File: 2079-53-0.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 287.6°Cat760mmHg
• Flash Point: 125.6°C
• Appearance: /
• Density: 1.018g/cm³
• Vapor Pressure: 0.00246mmHg at 25°C
• Refractive Index: 1.512
• CAS DataBase Reference: 1-[4-(ALLYLOXY)PHENYL]ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[4-(ALLYLOXY)PHENYL]ETHANONE(2079-53-0)
• EPA Substance Registry System: 1-[4-(ALLYLOXY)PHENYL]ETHANONE(2079-53-0)

Safety Data

• Hazardous Substances Data: 2079-53-0(Hazardous Substances Data)

Usage

General Description

1-[4-(Allyloxy)phenyl]ethanone is a chemical compound with the molecular formula C11H12O2. It is a ketone derivative with a benzene ring substituted with an allyloxy group at the para position. 1-[4-(ALLYLOXY)PHENYL]ETHANONE is commonly used in the synthesis of various organic compounds and pharmaceutical intermediates. It is also used as a fragrance ingredient in perfumes and other consumer products. 1-[4-(Allyloxy)phenyl]ethanone has potential applications in the fields of medicine, cosmetics, and the chemical industry due to its unique chemical properties and reactivity.

InChI:InChI=1/C11H12O2/c1-3-8-13-11-6-4-10(5-7-11)9(2)12/h3-7H,1,8H2,2H3

Upstream product

• 106-95-6 allyl bromide 
• 99-93-4 4-Hydroxyacetophenone 
• 222713-67-9 (RS)-1-(4-allyloxyphenyl)ethan-1-ol 
• 56074-71-6 1-(4-((3-methylbut-2-en-1-yl)oxy)phenyl)ethan-1-one 
• 107-05-1 3-chloroprop-1-ene 
• 34264-14-7 4-(2-propynyloxy)acetophenone 
• 63905-16-8 1-[4-(2,3-dihydroxypropoxy)phenyl]-1-ethanone 
• 75-52-5 nitromethane 
• 1746-13-0 allyl phenyl ether 
• 75-36-5 acetyl chloride 
• 107-18-6 allyl alcohol 
• 220820-79-1 5-[2-(4-hydroxy-phenyl)-2-methyl-[1,3]dithian-4-yl]-pentanoic acid 
• 114011-74-4 p-Allyloxyacetophenone semicarbazone 
• 108-24-7 acetic anhydride 

Downstream Products

• 170089-56-2 2-methyl-3,5-dimethoxy-4'-(2-propenyloxy)chalcone 
• 142499-46-5 1-(3-allyl-4-methoxyphenyl)ethanone 
• 61270-28-8 4-hydroxy-3-propylacetophenone 
• 1393358-34-3 C₁₉H₁₇BF₂O₄ 
• 1393358-36-5 C₄₂H₄₈B₂F₄O₉Si₂ 
• 1393358-33-2 C₂₁H₁₉BF₂O₄ 
• 1262142-69-7 di(4-allyloxy)benzoylmethane 
• 1609628-13-8 (2E)-3-[3-methoxy-4-(prop-2-en-1-yloxy)phenyl]-1-[4-(prop-2-en-1-yloxy)phenyl]prop-2-en-1-one 
• 222713-67-9 (RS)-1-(4-allyloxyphenyl)ethan-1-ol 

Relevant articles and documents

Safe, convenient ortho-Claisen thermal rearrangement using a flow reactor

The [3,3] Claisen rearrangement is a well-known reaction that has been very useful for the synthesis of o-allyl phenols. The thermally induced rearrangement could present safety and operational issues at large batch scale. Herein, we report a process that

Total Synthesis and Anti-inflammatory Evaluation of Penchinone A and Its Structural Analogues

The first total synthesis and biological evaluation of penchinone A and its structural analogues are described. The key steps for the preparation of penchinone A derivatives involve the oxime-directed palladium(II)-catalyzed oxidative acylation, Claisen r

Synthesis, molecular modelling studies of indolyl chalcone derivatives and their antimalarial activity evaluation

Twenty one chalcone derivatives were synthesized using Claisen-Schmidt condensation, their antimalarial activity against Plasmodium falciparum was determined and quantitative structure–activity relationship (QSAR) was developed. Condensation of substituted acetophenones with various aromatic aldehydes at room temperature gave chalcones in 75–96% yield. Chalcones are secondary metabolites of terrestrial plants, precursors for the biosynthesis of flavonoids and exhibit various biological activities. Antiplasmodial IC50 (half-maximal inhibitory concentration) activity of a compound against malaria parasites in?vitro provides a good first screen for identifying the antimalarial potential of the compound. The most active compound was Trans-3-(1H-indol-3-yl)-1-(2’-hydroxyphenyl)-2-propen-1-one(1b) with IC50 of 2.1 μM/L. Molecular mechanism was explored through in silico docking & ADMET studies for the active compounds.

Design, synthesis, biological evaluation and inhibition mechanism of 3-/4-alkoxy phenylethylidenethiosemicarbazides as new, potent and safe tyrosinase inhibitors

Tyrosinase plays important roles in many different disease related processes, and the development of its inhibitors is particularly important in biotechnology. In this study, thirty-nine 3-/4-alkoxyphenylethyli-denethiosemicarbazides were synthesized as novel tyrosinase inhibitors based on structure-based molecular design. Our experimental results demonstrated that thirty-one of them possess remarkable tyrosinase inhibitory activities with IC50 value below 1μM, and 5a, 6e, 6g and 6t did not display any toxicity to 293T cell line at the concentration of 1000μmol/L. According to the inhibitory activities, several compounds were selected for detail investigation on the structure–activity relationships (SARs), mechanisms of enzyme inhibition, inhibitory kinetics and cytotoxicity. In particular, the interaction between the selected inhibitors and the active center of tyrosinase was considered and discussed in detail based on their structural characteristics. Taken together, the results presented here demonstrated that the newly designed compounds are promising candidates for the treatment of tyrosinase-related disorders and further development of them may have significant contribution in biomedical science.