4-Pyridineethanol
- Product Name
- 4-Pyridineethanol
- CAS No.
- 5344-27-4
- Chemical Name
- 4-Pyridineethanol
- Synonyms
- 2-(Pyridin-4-yl)ethan-1-ol;4-PYRIDINE ETHANOL;pyridine-4-ethanol;4-ethanolylpyridine;2-(4-pyridyl)ethanol;2-pyridin-4-ylethanol;Deferiprone Impurity 7;2-(gamma-pyridyl)ethanol;4-(2-HYDROXYETHYL)PYRIDINE;4-(β-Hydroxyethyl)pyridine
- CBNumber
- CB3395671
- Molecular Formula
- C7H9NO
- Formula Weight
- 123.15
- MOL File
- 5344-27-4.mol
4-Pyridineethanol Property
- Melting point:
- 8-10°C
- Boiling point:
- 121-122°C 2mm
- Density
- 1,093 g/cm3
- refractive index
- 1.5380
- Flash point:
- 92°C
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 14.51±0.10(Predicted)
- form
- liquid
- color
- Brown
- Water Solubility
- Miscible with water.
- Sensitive
- Hygroscopic
- BRN
- 111361
- CAS DataBase Reference
- 5344-27-4(CAS DataBase Reference)
- EPA Substance Registry System
- 4-Pyridineethanol (5344-27-4)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H227Combustible liquid
H303May be harmfulif swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- X4476
- Product name
- 4-Pyridineethanol
- Packaging
- 1g
- Price
- $97
- Updated
- 2021/12/16
- Product number
- 4H01-1-Z0
- Product name
- 4-(2-Hydroxyethyl)pyridine
- Purity
- 97%
- Packaging
- 5G
- Price
- $253
- Updated
- 2021/12/16
- Product number
- CHM0024360
- Product name
- 4-(2-HYDROXYETHYL)PYRIDINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $629.9
- Updated
- 2021/12/16
- Product number
- CHM0024360
- Product name
- 4-(2-HYDROXYETHYL)PYRIDINE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $916.65
- Updated
- 2021/12/16
- Product number
- A292233
- Product name
- 4-(2-Hydroxyethyl)pyridine
- Purity
- 95%
- Packaging
- 100mg
- Price
- $18
- Updated
- 2021/12/16
4-Pyridineethanol Chemical Properties,Usage,Production
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.
Synthesis
10445-91-7
50-00-0
5344-27-4
The general procedure for the synthesis of 4-(2-hydroxyethyl)pyridine from 4-(chloromethyl)pyridine and formaldehyde is as follows: in a two-necked Schlenk flask equipped with a magnetic stirring bar and a septum, the flask is first heated for 10 min under high vacuum using a hot air gun (ca. 400 °C). After the flask was cooled to room temperature, it was rinsed three times with argon gas. Subsequently, zinc powder (654 mg, 2.0 equivalents, 10.0 mmol) and THF (20 mL) were added to the flask. 1,2-dibromoethane (5 mol%) was added and the reaction mixture was heated to boiling. After cooling to room temperature, chlorotrimethylsilane (1 mol%) was added and the mixture was again heated to boiling. After cooling to room temperature again, a solution of 4-(chloromethyl)pyridine (633 mg, 5.0 mmol, 1 eq.) in THF (10 mL) was added and the mixture was heated at 70 °C for 2 hours and then cooled to room temperature. Paraformaldehyde (450 mg, 3.0 eq, 15.0 mmol) was slowly added at room temperature and the flask was heated at 70 °C for another 6 hours. After completion of the reaction, the solution was cooled to room temperature and saturated NH4Cl solution was added. The phases were separated and the aqueous layer was extracted with ethyl acetate (100 mL). The organic layers were combined and washed sequentially with water (20 mL) and brine (10 mL), then dried over Na2SO4. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography using cyclohexane or cyclohexane/ethyl acetate as eluent to afford 4-(2-hydroxyethyl)pyridine (510 mg, 83%) as a colorless liquid.
References
[1] Synthetic Communications, 2017, vol. 47, # 10, p. 968 - 974
4-Pyridineethanol Preparation Products And Raw materials
Raw materials
Preparation Products
4-Pyridineethanol Suppliers
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View Lastest Price from 4-Pyridineethanol manufacturers
- Product
- 4-Pyridineethanol 5344-27-4
- Price
- US $22.00-88.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20kg
- Release date
- 2025-06-25
- Product
- 4-Pyridineethanol 5344-27-4
- Price
- US $6.68/KG
- Min. Order
- 1KG
- Purity
- 97%-99%
- Supply Ability
- 1kg-1000kg
- Release date
- 2020-01-08