18513-75-2

Basic information

• Product Name: 1-(3,6-dihydropyridin-1(2H)-yl)ethanone
• CAS NO: 18513-75-2
• Molecular Formula: C₇H₁₁NO
• Molecular Weight: 125.1683
• Mol File: 18513-75-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 233.2°C at 760 mmHg
• Flash Point: 99°C
• Density: 1.025g/cm³
• Vapor Pressure: 0.0565mmHg at 25°C
• Refractive Index: 1.492
• CAS DataBase Reference: 1-(3,6-dihydropyridin-1(2H)-yl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,6-dihydropyridin-1(2H)-yl)ethanone(18513-75-2)
• EPA Substance Registry System: 1-(3,6-dihydropyridin-1(2H)-yl)ethanone(18513-75-2)

Safety Data

• Hazardous Substances Data: 18513-75-2(Hazardous Substances Data)

Usage

Molecular Weight

137.18 g/mol

Physical State

White solid

Solubility

Soluble in water

Uses

a. Intermediate in the synthesis of pharmaceuticals and fine chemicals
b. Potential antitumor and antimicrobial activities (derivatives)
c. Organic synthesis to produce diverse chemical compounds

Safety Precautions

a. May cause skin irritation
b. May cause eye irritation
c. May cause respiratory system irritation
d. Handle with care to avoid exposure

Upstream product

• 694-05-3 1,2,3,6-tetrahydropyridine 
• 108-24-7 acetic anhydride 
• 25503-90-6 1-acetyl-piperidine-4-carboxylic acid 
• 75-36-5 acetyl chloride 

Downstream Products

• 19615-27-1 1-(3,4-dihydro-2H-pyridin-1-yl)ethanone 

Relevant articles and documents

Activity-Directed Synthesis with Intermolecular Reactions: Development of a Fragment into a Range of Androgen Receptor Agonists

Activity-directed synthesis (ADS), a novel discovery approach in which bioactive molecules emerge in parallel with associated syntheses, was exploited to develop a weakly binding fragment into novel androgen receptor agonists. Harnessing promiscuous intermolecular reactions of carbenoid compounds enabled highly efficient exploration of chemical space. Four substrates were prepared, yet exploited in 326 reactions to explore diverse chemical space; guided by bioactivity alone, the products of just nine of the reactions were purified to reveal diverse novel agonists with up to 125-fold improved activity. Remarkably, one agonist stemmed from a novel enantioselective transformation; this is the first time that an asymmetric reaction has been discovered solely on the basis of the biological activity of the product. It was shown that ADS is a significant addition to the lead generation toolkit, enabling the efficient and rapid discovery of novel, yet synthetically accessible, bioactive chemotypes.

Alkene synthesis by photocatalytic chemoenzymatically compatible dehydrodecarboxylation of carboxylic acids and biomass

Direct conversion of renewable biomass and bioderived chemicals to valuable synthetic intermediates for organic synthesis and materials science applications by means of mild and chemoselective catalytic methods has largely remained elusive. Development of artificial catalytic systems that are compatible with enzymatic reactions provides a synergistic solution to this enduring challenge by leveraging previously unachievable reactivity and selectivity modes. We report herein a dual catalytic dehydrodecarboxylation reaction that is enabled by a crossover of the photoinduced acridine-catalyzed O-H hydrogen atom transfer (HAT) and cobaloxime-catalyzed C-H-HAT processes. The reaction produces a variety of alkenes from readily available carboxylic acids. The reaction can be embedded in a scalable triple-catalytic cooperative chemoenzymatic lipase-acridine-cobaloxime process that allows for direct conversion of plant oils and biomass to long-chain terminal alkenes, precursors to bioderived polymers.