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

(S)-(-)-1-(4-PYRIDYL)ETHANOL

Reaction
Product Name
(S)-(-)-1-(4-PYRIDYL)ETHANOL
CAS No.
54656-96-1
Chemical Name
(S)-(-)-1-(4-PYRIDYL)ETHANOL
Synonyms
4-AMINOIMIDAZOLE 2HCL;Propanoicacid,5-methoxy-;(1S)-1-(4-pyridyl)ethanol;(S)-1-(pyridin-4-yl)ethanol;(S)-(-)-1-(4-PYRIDYL)ETHANOL;4-[(S)-1-Hydroxyethyl]pyridine;(S)-1-(pyridin-4-yl)ethan-1-ol;(S)-4-(1-HYDROXYETHYL) PYRIDINE;(S)-α-Methylpyridine-4-methanol;(αS)-α-Methylpyridine-4-methanol
CBNumber
CB8219787
Molecular Formula
C7H9NO
Formula Weight
123.15
MOL File
54656-96-1.mol
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(S)-(-)-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. 
Sealed in dry,2-8°C
solubility 
soluble in Methanol
pka
13.52±0.20(Predicted)
form 
Needles
color 
White
optical activity
[α]20/D 58°, c = 1 in chloroform
BRN 
1524527
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
3-10
HS Code 
29333990
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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
448540
Product name
(S)-(?)-α-Methyl-4-pyridinemethanol
Purity
99%
Packaging
1g
Price
$493
Updated
2023/01/07
TCI Chemical
Product number
H1734
Product name
(S)-4-(1-Hydroxyethyl)pyridine
Packaging
1G
Price
$94
Updated
2025/07/31
TCI Chemical
Product number
H1734
Product name
(S)-4-(1-Hydroxyethyl)pyridine
Packaging
5G
Price
$280
Updated
2025/07/31
Strem Chemicals
Product number
07-1161
Product name
(S)-(-)-α-Methyl-4-pyridinemethanol, min. 98%
Packaging
50mg
Price
$70
Updated
2024/03/01
Strem Chemicals
Product number
07-1161
Product name
(S)-(-)-α-Methyl-4-pyridinemethanol, min. 98%
Packaging
100mg
Price
$111
Updated
2024/03/01
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(S)-(-)-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

(S)?-?(-?)?-?1-?(4-?Pyridyl)?ethanol is a building block used in the synthesis of macrocycles which act as hydrogenation catalysts as well as other pharmaceutical agents

Synthesis

1122-54-9

54656-96-1

The general procedure for the synthesis of (S)-4-pyridine-1-ethanol from 4-acetylpyridine was as follows: first, the relative activities of the 26 substrates were assessed by a previously described assay protocol and the enzyme-to-substrate concentration ratio was adjusted. In this procedure, the activity of α-chloroacetophenone was used as a benchmark (set at 100%). Subsequently, the reduction reaction of aromatic ketones was determined enantioselectively using a NADH regeneration system consisting of KcDH purified from Bacillus subtilis CGMCC 1.1398 and glucose dehydrogenase (GDH). The specific reaction conditions were as follows: 0.5 mM NAD+, 10 mM ketone substrate, 1 U KcDH, 50 mg glucose, and 2 U GDH were added to 1 mL of 50 mM potassium phosphate buffer (pH 7.0). the reaction was carried out for 16 h. After the reaction was carried out, the reaction mixture was homogenized into two parts. One portion was terminated by adding an equal volume of methanol and subsequently analyzed by HPLC to determine the conversion; the other portion was extracted with ethyl acetate and further analyzed for enantiomeric excess (ee). The chiral products were analyzed by HPLC or GC methods, and the specific operating conditions are detailed in Supplementary Table S1.

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, 2000, vol. 2, # 12, p. 1749 - 1751
[2] Synthesis, 2009, # 14, p. 2413 - 2417
[3] Advanced Synthesis and Catalysis, 2014, vol. 356, # 10, p. 2293 - 2302
[4] Tetrahedron Asymmetry, 2002, vol. 13, # 20, p. 2201 - 2204
[5] Advanced Synthesis and Catalysis, 2016, vol. 358, # 24, p. 4006 - 4018

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

Raw materials

Preparation Products

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View Lastest Price from (S)-(-)-1-(4-PYRIDYL)ETHANOL manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
(s)-(-)-1-(4-pyridyl)ethanol 54656-96-1
Price
US $1.10-9.90/kg
Min. Order
1kg
Purity
99%min
Supply Ability
100kg
Release date
2025-08-18
Shaanxi Dideu Medichem Co. Ltd
Product
(S)-(-)-1-(4-PYRIDYL)ETHANOL 54656-96-1
Price
US $1.10/g
Min. Order
1g
Purity
99.0% min
Supply Ability
100 tons min
Release date
2021-04-30
Henan Aochuang Chemical Co.,Ltd.
Product
(S)-(-)-1-(4-PYRIDYL)ETHANOL 54656-96-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-27

54656-96-1, (S)-(-)-1-(4-PYRIDYL)ETHANOLRelated Search:


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