(S)-4-(1-Aminoethyl)benzonitrile

Name: (S)-4-(1-Aminoethyl)benzonitrile
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CAS No. 36244-70-9
Cat. No. CS-B0175
Molecule weightNone
Purity≥97%
MDL No.MFCD09829186

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(S)-4-(1-Aminoethyl)benzonitrile|CS-B0175

Structure of 36244-70-9

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General Information

CAS No. 36244-70-9
Cat. No. CS-B0175
Purity ≥97%
MDL No. MFCD09829186
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀N₂
Molecular Weight None
Synonym(s) (S)-(-)-1-(4-Cyanophenyl)ethylamine
SMILES N#CC1=CC=C(C=C1)[C@H](C)N

Description

(S)-4-(1-Aminoethyl)benzonitrile is a chiral building block featuring a pendant nitrile group and a stereogenic center. This bench-stable amine integrates readily into asymmetric synthesis, offering high enantioselectivity in transition-metal-catalyzed transformations. The para-nitrile moiety enables further functionalization through nucleophilic addition or reduction.

Application

(S)-4-(1-Aminoethyl)benzonitrile serves as a chiral building block for synthesizing pharmaceutical intermediates, enabling stereoselective transformations via its pendant amine and nitrile functionalities. The molecule exhibits good bench stability and facilitates efficient functional group interconversions, including reductive amination and amidation, making it valuable in the construction of bioactive heterocycles and API scaffolds.

Synthesis

Route1
- 199441-99-1
- ~50%
- In-stock
  
  36244-70-9
References
- Dickins, Rachel S.; Howard, Judith A.K.; Maupin, Christine L.; Moloney, Janet M.; Parker, David; Riehl, James P.; Siligardi, Giuliano; Williams, J.A. Gareth Chemistry - A European Journal, 1999 , vol. 5, # 3 p. 1095 - 1105
Route2
- In-stock
  
  27298-97-1
- ~%
- In-stock
  
  36244-70-9
References
- Chemistry - A European Journal, , vol. 5, # 3 p. 1095 - 1105
Route3
- 186296-23-1
- ~%
- In-stock
  
  36244-70-9
References
- Chemistry - A European Journal, , vol. 5, # 3 p. 1095 - 1105

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 49.81
LogP 1.57798
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-4-(1-Aminoethyl)benzonitrile

CAS No. 36244-70-9

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