(S)-4-Chloro-3-hydroxybutanenitrile

Name: (S)-4-Chloro-3-hydroxybutanenitrile
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CAS No. 127913-44-4
Cat. No. CS-0096879
Purity≥97%
MDL No.None
AREC Toxic Substance

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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(S)-4-Chloro-3-hydroxybutanenitrile|CS-0096879

Structure of 127913-44-4

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General Information

CAS No. 127913-44-4
Cat. No. CS-0096879
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₆ClNO
Molecular Weight 119.55
Synonym(s) S-(-)-4-Chloro-3-hydroxybutyronitrile
SMILES N#CC[C@H](O)CCl

Description

(S)-4-Chloro-3-hydroxybutanenitrile is a chiral building block featuring a hydroxyl group flanked by a chlorine atom and a nitrile moiety. This configuration enables stereoselective transformations in asymmetric synthesis, particularly in the construction of bioactive heterocycles and functionalized aliphatic chains under mild reaction conditions.

Application

(S)-4-Chloro-3-hydroxybutanenitrile serves as a versatile chiral building block in synthetic organic chemistry, enabling stereoselective synthesis of β-hydroxy nitriles and related heterocyclic scaffolds. Its well-defined stereochemistry and functional group tolerance facilitate downstream transformations such as cyclization, nucleophilic substitution, and reduction, making it valuable for medicinal chemistry and process development. The compound exhibits good bench stability and is amenable to standard purification techniques.

Synthesis

Route1
- 67843-74-7
- 143-33-9
- ~88%
- In-stock
  
  127913-44-4
References
- Synthesis, , # 16 p. 2629 - 2632
Route2
- 773837-37-9
- 146864-19-9
- ~86%
- In-stock
  
  127913-44-4
References
- Letters in Organic Chemistry, , vol. 9, # 7 p. 520 - 521
Route3
- 67843-74-7
- 7677-24-9
- ~%
- In-stock
  
  127913-44-4
References
- Synthesis, , # 14 p. 2161 - 2164

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 44.02
LogP 0.49978
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Chloride

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-4-Chloro-3-hydroxybutanenitrile

CAS No. 127913-44-4

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