586-95-8

Basic information

• Product Name: 4-Pyridylcarbinol
• Synonyms: 4-(Hydroxymethyl)pyridone;4-pyridinecarbinol;gamma-Picolyl alcohol;gamma-picolylalcohol;Pyridine, 4-carbinol;PYRIDIN-4-YLMETHANOL;PYRIDINE-4-METHANOL;RARECHEM AL BD 0097
• CAS NO: 586-95-8
• Molecular Formula: C₆H₇NO
• Molecular Weight: 109.13
• EINECS: 209-590-6
• Product Categories: Pyridine;Pyridines;Pyridine series
• Mol File: 586-95-8.mol
• Article Data: 78

Chemical Properties

• Melting Point: 52-56 °C(lit.)
• Boiling Point: 107-110 °C1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: White to yellow/Crystals, Crystalline Powder or Crystalline Mass
• Density: 1.1143 (rough estimate)
• Vapor Pressure: 0.00134mmHg at 25°C
• Refractive Index: 1.5040 (estimate)
• Storage Temp.: 2-8°C
• PKA: 13.45±0.10(Predicted)
• Water Solubility: soluble
• Sensitive: Hygroscopic
• BRN: 107850
• CAS DataBase Reference: 4-Pyridylcarbinol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyridylcarbinol(586-95-8)
• EPA Substance Registry System: 4-Pyridylcarbinol(586-95-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• RTECS: UT4691000
• F: 10-21
• TSCA: T
• HazardClass: IRRITANT, HYGROSCOPIC, KEEP COLD
• Hazardous Substances Data: 586-95-8(Hazardous Substances Data)

Usage

Chemical Properties

white to yellow crystals, crystalline powder or

Uses

4-Pyridinemethanol was used in the preparation of 4-pyridine carboxaldehyde.

InChI:InChI=1/C6H7NO/c8-5-6-1-3-7-4-2-6/h1-4,8H,5H2

Upstream product

• 3731-53-1 4-(aminomethyl)pyridine 
• 101990-69-6 (2,6-dichloropyridin-4-yl)methanol 
• 1570-45-2 isonicotinic acid ethylester 
• 1007-48-3 4-acetoxymethylpyridine 
• 2459-09-8 4-pyridinecarboxylic acid, methyl ester 
• 1453-82-3 isonicotinamide 
• 64-17-5 ethanol 
• 77280-42-3 (1-Nitro-cyclohexyl)-[4]pyridyl-methanol 
• 77422-40-3 tert-butyloxycarbonylalanyl-4-pyridylmethylester 
• 108-89-4 picoline 
• 144223-31-4 1-(4-Pyridylcarbonyl)benzotriazole 
• 872-85-5 pyridine-4-carbaldehyde 
• 949115-52-0 [(hydroxy)(4-pyridyl)methyl]phosphinic acid 
• 125294-42-0 isopropyl pyridine-4-carboxylate 

Downstream Products

• 1007-48-3 4-acetoxymethylpyridine 
• 46721-93-1 pyridin-4-ylmethyl benzoate 
• 6457-74-5 4-pyridylmethyl N-phenylcarbamate 
• 6457-49-4 4-piperidinemethanol 
• 872-85-5 pyridine-4-carbaldehyde 
• 10445-91-7 4-(Chloromethyl)pyridine 
• 54751-01-8 4-(bromomethyl)pyridine 
• 22346-75-4 4-pyridylcarbinol-N-oxide 
• 81660-73-3 isonicotinate tert-butyl ester 
• 108-89-4 picoline 

Relevant articles and documents

New heterocyclic mono- and bis(α-hydroxymethyl)phosphinic acids: Synthesis and CuII binding abilities

A simple and efficient method for the synthesis of (α-hydroxymethyl) phosphinic acids in a pyridine and imidazole series from their corresponding aldehydes and aqueous hypophosphorous acid was developed. The same reaction carried out with an excess of aldehyde in the presence of a mineral acid led mainly to the corresponding bis(α-hydroxymethyl)phosphinic acids in moderate yields. The coordination properties of these compounds towards Cu II ions were determined. Additionally, it was found that [(hydroxy)-(2-pyridyl)- and (hydroxy)(4-pyridyl)methyl]phosphinic acids were easy to cleave in aqueous sulfuric acid solutions, to form phosphorus acid (H3PO3) and the corresponding pyridinemethanols. The kinetics of the cleavage reaction was studied. On the basis of the obtained results, a mechanism of the cleavage was formulated. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Iron-catalyzed chemoselective hydride transfer reactions

A Diaminocyclopentadienone iron tricarbonyl complex has been applied in chemoselective hydrogen transfer reductions. This bifunctional iron complex demonstrated a broad applicability in mild conditions in various reactions, such as reduction of aldehydes over ketones, reductive alkylation of various functionalized amines with functionalized aldehydes and reduction of α,β-unsaturated ketones into the corresponding saturated ketones. A broad range of functionalized substrates has been isolated in excellent yields with this practical procedure.

Metal-Free Deoxygenation of Amine N-Oxides: Synthetic and Mechanistic Studies

We report herein an unprecedented combination of light and P(III)/P(V) redox cycling for the efficient deoxygenation of aromatic amine N-oxides. Moreover, we discovered that a large variety of aliphatic amine N-oxides can easily be deoxygenated by using only phenylsilane. These practically simple approaches proceed well under metal-free conditions, tolerate many functionalities and are highly chemoselective. Combined experimental and computational studies enabled a deep understanding of factors controlling the reactivity of both aromatic and aliphatic amine N-oxides.