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ChemicalBook > CAS DataBase List > (R)-(+)-1-(4-PYRIDYL)ETHANOL

(R)-(+)-1-(4-PYRIDYL)ETHANOL

Reaction
Product Name
(R)-(+)-1-(4-PYRIDYL)ETHANOL
CAS No.
27854-88-2
Chemical Name
(R)-(+)-1-(4-PYRIDYL)ETHANOL
Synonyms
(1R)-1-(4-Pyridyl)ethanol;(R)-1-(pyridin-4-yl)ethanol;(R)-(+)-1-(4-PYRIDYL)ETHANOL;4-[(R)-1-Hydroxyethyl]pyridine;(R)-1-(pyridin-4-yl)ethan-1-ol;(1R)-1-(pyridin-4-yl)ethan-1-ol;(R)-4-(1-HYDROXYETHYL) PYRIDINE;(R)-α-Methylpyridine-4-methanol;(aR)-a-Methyl-4-PyridineMethanol;(αR)-α-Methylpyridine-4-methanol
CBNumber
CB4444367
Molecular Formula
C7H9NO
Formula Weight
123.15
MOL File
27854-88-2.mol
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(R)-(+)-1-(4-PYRIDYL)ETHANOL Property

Melting point:
67-69 °C(lit.)
Boiling point:
239.7±15.0 °C(Predicted)
Density 
1.082±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
solubility 
soluble in Methanol
pka
13.52±0.20(Predicted)
form 
Crystalline Powder or Needles
color 
White
optical activity
[α]20/D +55°, c = 1 in chloroform
BRN 
4306037
InChIKey
HVOAMIOKNARIMR-ZCFIWIBFSA-N
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
F 
3-10
HS Code 
29333999
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
448532
Product name
(R)-(+)-α-Methyl-4-pyridinemethanol
Purity
99%
Packaging
1g
Price
$160
Updated
2023/01/07
TCI Chemical
Product number
H1733
Product name
(R)-4-(1-Hydroxyethyl)pyridine
Packaging
1G
Price
$103
Updated
2025/07/31
TCI Chemical
Product number
H1733
Product name
(R)-4-(1-Hydroxyethyl)pyridine
Packaging
5G
Price
$355
Updated
2025/07/31
Strem Chemicals
Product number
07-1160
Product name
(R)-(+)-α-Methyl-4-pyridinemethanol, min. 98%
Packaging
50mg
Price
$70
Updated
2024/03/01
Strem Chemicals
Product number
07-1160
Product name
(R)-(+)-α-Methyl-4-pyridinemethanol, min. 98%
Packaging
100mg
Price
$111
Updated
2024/03/01
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(R)-(+)-1-(4-PYRIDYL)ETHANOL Chemical Properties,Usage,Production

Reaction

  1. Used for the synthesis of chiral 1-(4-pyridinyl)ethylamines
  2. Precursor for intermediates of highly stable chiral (A)6-B Supramolecular Copolymers

Chemical Properties

White needles

Uses

(1R)-1-(4-Pyridyl)ethanol is a building block reagent used in the synthesis of potent GPR119 receptor agonists used in the treatment of diabetes.

Synthesis

1122-54-9

27854-88-2

GENERAL PROCEDURE: BH3-SMe2 (2.0 M toluene solution, 250 μL, 500 μmol) was added to a pre-prepared toluene (1 mL) solution of B-alkoxyoxazaborolidine 8 (7.43 mg, 25.0 μmol) (refer to Procedure 1.2.6 for preparation). The reaction mixture was kept at 50°C for 15 min and then cooled to 20°C. Subsequently, a solution of acetophenone (1a, 60.1 mg, 58.3 μL, 500 μmol) in toluene (1 mL) was slowly added dropwise over 60 min using a syringe pump. After the dropwise addition, the reaction was continued with stirring for 10 min, and then the reaction was quenched by the addition of H2SO4 (1.1 M, 500 μL). The mixture was stirred for another 15 min and then directly separated by column chromatography (silica gel, pentane/Et2O 2:1) to afford the target product (R)-1-(pyridin-4-yl)ethanol ((R)-2a, 58.3 mg, 477 μmol, 95% yield, 97% ee) as a colorless oil.

Purification Methods

Purify it by recrystallisation from pet ether. The m recorded after sublimation was 59.9-60.2o, and 55o after crystallisation from *C6H6/pet ether or pet ether/*C6H6. The (-)-di-O-benzoyl tartrate salt has m 146-148o (from EtOH). [UV, ORD: Harelli & Samori J Chem Soc Perkin Trans 2 1462 1974.] The racemate recrystallises from Et2O with m 74-76o,b 90-94o/1mm. The picrate has m 125-126o (from *C6H6). [Ferles & Attia Collect Czech Chem Commun 38 611 1973, UV, NMR: Nielson et al. J Org Chem 29 2898 1964, Beilstein 21 III/IV 522, 21/2 V 217.]

References

[1] Organic Letters, 2017, vol. 19, # 3, p. 690 - 693
[2] Advanced Synthesis and Catalysis, 2014, vol. 356, # 10, p. 2293 - 2302
[3] Tetrahedron Letters, 2016, vol. 57, # 23, p. 2492 - 2495
[4] Synlett, 1997, vol. 1997, # 3, p. 273 - 274
[5] Synthesis, 2009, # 14, p. 2413 - 2417

(R)-(+)-1-(4-PYRIDYL)ETHANOL Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-(+)-1-(4-PYRIDYL)ETHANOL Suppliers

Americas 1 Belgium 1 China 102 Europe 1 Germany 1 India 2 Japan 1 Switzerland 1 United Kingdom 1 United States 9 Global 120
Julich Chiral Solutions
Tel
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Fax
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Email
info@julich.com
Country
Germany
ProdList
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Advantage
64
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View Lastest Price from (R)-(+)-1-(4-PYRIDYL)ETHANOL manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
(R)-(+)-1-(4-Pyridyl)ethanol 27854-88-2
Price
US $1.10-9.90/kg
Min. Order
1kg
Purity
99%min
Supply Ability
100kg
Release date
2025-08-18
Henan Aochuang Chemical Co.,Ltd.
Product
(R)-(+)-1-(4-PYRIDYL)ETHANOL 27854-88-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-27
Dideu Industries Group Limited
Product
(R)-(+)-1-(4-PYRIDYL)ETHANOL 27854-88-2
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons Min
Release date
2021-10-11

27854-88-2, (R)-(+)-1-(4-PYRIDYL)ETHANOLRelated Search:

Diphenyl(4-pyridyl)methanol MESO-ALPHA,BETA-DI(4-PYRIDYL) GLYCOL N-BENZYLCINCHONINIUM CHLORIDE N-(4-Trifloromethybenzyl)cinchoninum bromide CINCHONINE SULFATE Cinchonine QUINIDINE SULFATE (R)-(+)-1-(4-PYRIDYL)ETHANOL QUINIDINE GLUCONATE Quinidine HYDROQUINIDINE HYDROCHLORIDE Quinidine sulfate dihydrate CINCHONINE HYDROCHLORIDE HYDROQUINIDINE HYDROQUINIDINE 4-CHLOROBENZOATE (S)-(-)-1-(4-PYRIDYL)ETHANOL (1S)-1-(3-Pyridyl)ethanol,(S)-1-(3-PYRIDYL)ETHANOL 1-METHYL-1-(4-PYRIDYL)ETHANOL

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  • Chiral Resolution Reagents
  • Chiral Resolving Reagents
  • Asymmetric Synthesis
  • Alcohols, Hydroxy Esters and Derivatives
  • Chiral Compounds