5344-27-4

Basic information

• Product Name: 4-Pyridineethanol
• Synonyms: 4-(2-Hydroxyethyl)pyridine ,98%;4-(β-Hydroxyethyl)pyridine;2-(Pyridin-4-yl)ethan-1-ol, 1-Hydroxy-2-(pyridin-4-yl)ethane;4-PYRIDINE ETHANOL;4-(2-HYDROXYETHYL)PYRIDINE;2-(4-pyridyl)ethanol;2-(gamma-pyridyl)ethanol;4-(beta-hydroxyethyl)pyridine
• CAS NO: 5344-27-4
• Molecular Formula: C₇H₉NO
• Molecular Weight: 123.15
• EINECS: 226-286-9
• Product Categories: OLED materials,pharm chemical,electronic
• Mol File: 5344-27-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 8-10°C
• Boiling Point: 121-122°C 2mm
• Flash Point: 92°C
• Appearance: /
• Density: 1,093 g/cm3
• Vapor Pressure: 0.0165mmHg at 25°C
• Refractive Index: 1.5380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 14.51±0.10(Predicted)
• Water Solubility: Miscible with water.
• Sensitive: Hygroscopic
• BRN: 111361
• CAS DataBase Reference: 4-Pyridineethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyridineethanol(5344-27-4)
• EPA Substance Registry System: 4-Pyridineethanol(5344-27-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RTECS: UT2971000
• TSCA: Yes
• Hazardous Substances Data: 5344-27-4(Hazardous Substances Data)

Usage

Uses

4-(2-Hydroxyethyl)pyridine acts as a reagent for the protection of carboxyl groups as their 2-(4-pyridyl)ethyl esters in organic synthesis. Further, it is used as an active pharmaceutical ingredient intermediate.

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx.

InChI:InChI=1/C7H9NO/c9-6-3-7-1-4-8-5-2-7/h1-2,4-5,9H,3,6H2

Upstream product

• 108-89-4 picoline 
• 50-00-0 formaldehyd 
• 29800-89-3 methyl 4-pyridineacetate 
• 54401-85-3 pyridin-4-yl-acetic acid ethyl ester 
• 10445-91-7 4-(Chloromethyl)pyridine 
• 98996-09-9 2-(pyridin-4-yl)ethyl acetate 
• 19524-06-2 4-bromopyridine hydrochloride 
• 13121-99-8 pyridin-4-ylacetonitrile 

Downstream Products

• 90158-93-3 benzoic acid-(2-[4]pyridyl-ethyl ester) 
• 109262-12-6 4-(2-hydroxy-ethyl)-1-phenacyl-pyridinium; bromide 
• 622-26-4 4-(2-Hydroxyethyl)piperidine 
• 100-43-6 4-vinylpyridine 
• 91841-67-7 (S)-2-Benzyloxycarbonylamino-3-phenyl-propionic acid 2-pyridin-4-yl-ethyl ester 
• 92812-96-9 2-(4-Pyridyl)ethyl-p-nitrophenyl-carbonat 
• 90158-94-4 Phenyl-acetic acid 2-pyridin-4-yl-ethyl ester 
• 39232-05-8 4-(2-bromoethyl)pyridine 
• 675103-30-7 2-(4-pyridinyl)ethyl 4-(4-cyanophenyl)-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate 
• 322732-70-7 5'-O-(monomethoxytrityl)thymidine 3'-[2,5-dichlorophenyl 2-(pyridin-4-yl)ethyl phosphate] 
• 497914-04-2 4-(2-fluoroethyl)pyridine 
• 28148-48-3 2-(pyridin-4-yl)ethyl chloride 
• 255863-81-1 (2S)-2-[5-[2-(2-azabicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxoethyl]-2-(3,5-dimethylphenyl)-1H-indol-3-yl]-N-(2-pyridin-4-ylethyl)propan-1-amine 
• 84200-06-6 3-(pyridin-4-yl)propanenitrile 

Relevant articles and documents

Radical Hydroarylation of Functionalized Olefins and Mechanistic Investigation of Photocatalytic Pyridyl Radical Reactions

We report the photoredox alkylation of halopyridines using functionalized alkene and alkyne building blocks. Selective single-electron reduction of the halogenated pyridines provides the corresponding heteroaryl radicals, which undergo anti-Markovnikov addition to the alkene substrates. The system is shown to be mild and tolerant of a variety of alkene and alkyne subtypes. A combination of computational and experimental studies support a mechanism involving proton-coupled electron transfer followed by medium-dependent alkene addition and rapid hydrogen atom transfer mediated by a polarity-reversal catalyst.

Nucleophilic addition of arylmethylzinc reagents (ArCH2ZnCl) to formaldehyde: An easy access to 2-(hetro)arylethyl alcohols

The selective addition of arylmethylmagnesium halides with formaldehyde giving arylethyl alcohols is extremely challenging. To circumvent the difficulties, in the current communication, we have reported on the nucleophilic addition of benzyl zinc reagents derived from inexpensive and abundant benzyl chlorides to paraformaldehyde. The reaction investigated herein is hitherto unknown and was found to be selective, operationally simple, atom- and step-economical and high yielding to deliver phenethyl alcohols utilized as key perfumery ingredients in 60–83% yields. After successful establishment of the reaction condition, the reaction was also scaled up successfully to deliver a large-scale preparation of the phenethyl alcohol.

Tetrazole excitatory amino acid receptor antagonists

The present invention provides novel tetrazole derivatives useful as excitatory amino acid receptor antagonists and in treating a variety of associated nervous system disorders.