1007-48-3

Basic information

• Product Name: 4-ACETOXYMETHYLPYRIDINE
• Synonyms: 4-ACETOXYMETHYLPYRIDINE;pyridine-4-methyl acetate;4-Picolyl acetate;4-Pyridinemethanol acetate;Acetic acid 4-pyridinylmethyl ester;acetic acid 4-pyridylmethyl ester;pyridin-4-ylmethyl acetate;pyridin-4-ylmethyl ethanoate
• CAS NO: 1007-48-3
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16
• EINECS: 213-755-8
• Product Categories: Pyridine;Pyridines
• Mol File: 1007-48-3.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 231.648 °C at 760 mmHg
• Flash Point: 93.898 °C
• Appearance: /
• Density: 1.116 g/cm³
• Vapor Pressure: 0.0616mmHg at 25°C
• Refractive Index: 1.506
• PKA: 4.99±0.26(Predicted)
• CAS DataBase Reference: 4-ACETOXYMETHYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ACETOXYMETHYLPYRIDINE(1007-48-3)
• EPA Substance Registry System: 4-ACETOXYMETHYLPYRIDINE(1007-48-3)

Safety Data

• Hazardous Substances Data: 1007-48-3(Hazardous Substances Data)

Usage

General Description

4-ACETOXYMETHYLPYRIDINE is a chemical compound with the molecular formula C8H9NO2. It is a derivative of pyridine and contains an acetoxy group attached to the methyl group of the pyridine ring. 4-ACETOXYMETHYLPYRIDINE is commonly used as a reagent in organic chemistry for the synthesis of various pharmaceuticals and agrochemicals. 4-ACETOXYMETHYLPYRIDINE has also shown potential as a building block for the development of new biologically active compounds with potential applications in medicine and agriculture. It is important to handle this chemical with caution due to its potential health hazards and flammability.

InChI:InChI=1/C8H9NO2/c1-7(10)11-6-8-2-4-9-5-3-8/h2-5H,6H2,1H3

Upstream product

• 108-89-4 picoline 
• 586-95-8 pyridine-4-methanol 
• 2466-76-4 N-Acetylimidazole 
• 217192-22-8 4-[pyridin-4-yl]-benzyl alcohol 
• 1122-61-8 4-nitropyridine 
• 108-24-7 acetic anhydride 
• 123-54-6 acetylacetone 
• 75-36-5 acetyl chloride 
• 6844-47-9 4-[(trimethylsilanyl)methyl]-pyridine 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 127-09-3 sodium acetate 
• 1003-67-4 4-methylpyridine-1-oxide 

Downstream Products

• 108-89-4 picoline 
• 154367-62-1 7-(Hydroxymethyl)-3H-pyrrolizin-3-one 
• 14061-11-1 N-methyl picolinium acetate iodide 
• 70199-60-9 4-(methoxymethyl)pyridine 
• 107622-88-8 4-benzyloxymethylpyridine 
• 586-95-8 pyridine-4-methanol 

Relevant articles and documents

Catalytic acyl transfer by a cyclic porphyrin trimer: Efficient turnover without product inhibition

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Spin-Center Shift-Enabled Direct Enantioselective α-Benzylation of Aldehydes with Alcohols

Nature routinely engages alcohols as leaving groups, as DNA biosynthesis relies on the removal of water from ribonucleoside diphosphates by a radical-mediated "spin-center shift" (SCS) mechanism. Alcohols, however, remain underused as alkylating agents in synthetic chemistry due to their low reactivity in two-electron pathways. We report herein an enantioselective α-benzylation of aldehydes using alcohols as alkylating agents based on the mechanistic principle of spin-center shift. This strategy harnesses the dual activation modes of photoredox and organocatalysis, engaging the alcohol by SCS and capturing the resulting benzylic radical with a catalytically generated enamine. Mechanistic studies provide evidence for SCS as a key elementary step, identify the origins of competing reactions, and enable improvements in chemoselectivity by rational photocatalyst design.

Signal amplification and detection via a supramolecular allosteric catalyst

The design of a supramolecular allosteric catalyst system for catalytic signal amplification and detection is presented. The catalyst was switched on by the introduction of an analyte that also behaves as an allosteric activator. Concentrations of Cl- ions as low as 800 nM were catalytically amplified and detected. The signal was transduced via a pH-sensitive fluorescent probe and observed visually using a laboratory, handheld UV lamp and by spectrophotometry. Furthermore, the allosteric effect was quantified using gas chromatography for a range of Cl- concentrations. This three-part detection scheme involving analyte binding, allosteric catalyst activation, and signal transduction represents a new approach to small-molecule detection. Copyright

Photorelease of Pyridines Using a Metal-Free Photoremovable Protecting Group

The photorelease of bioactive molecules has emerged as a valuable tool in biochemistry. Nevertheless, many important bioactive molecules, such as pyridine derivatives, cannot benefit from currently available organic photoremovable protecting groups (PPGs). We found that the inefficient photorelease of pyridines is attributed to intramolecular photoinduced electron transfer (PET) from PPGs to pyridinium ions. To alleviate PET, we rationally designed a strategy to drive the excited state of PPG from S1 to T1 with a heavy atom, and synthesized a new PPG by substitution of the H atom at the 3-position of 7-dietheylamino-coumarin-4-methyl (DEACM) with Br or I. This resulted in an improved photolytic efficiency of the pyridinium ion by hundreds-fold in aqueous solution. The PPG can be applied to various pyridine derivatives. The successful photorelease of a microtubule inhibitor, indibulin, in living cells was demonstrated for the potential application of this strategy in biochemical research.