(S)-1-(4-Bromopheny)ethylamine

Name: (S)-1-(4-Bromopheny)ethylamine
Brand: ChemScene
Availability: InStock
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CAS No. 27298-97-1
Cat. No. CS-B0690
Purity≥98%
MDL No.MFCD00066026

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Structure of 27298-97-1

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General Information

CAS No. 27298-97-1
Cat. No. CS-B0690
Purity ≥98%
MDL No. MFCD00066026
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀BrN
Molecular Weight 200.08
Synonym(s) S-(-)-4-Bromo-α-phenylethylamine
SMILES N[C@@H](C)C1=CC=C(Br)C=C1

Description

(S)-1-(4-Bromophenyl)ethylamine is a chiral building block featuring a stereodefined amine center and a para-brominated phenyl group. This bench-stable, moisture-tolerant compound integrates readily into asymmetric synthesis workflows, serving as a key scaffold for bioactive molecule development. The bromo substituent enables downstream functionalization via cross-coupling reactions.

Application

(S)-1-(4-Bromophenyl)ethylamine serves as a valuable chiral building block for the synthesis of pharmaceutically relevant heterocycles and bioactive molecules. Its well-defined stereochemistry enables asymmetric synthesis in medicinal chemistry applications, while the bromo substituent facilitates downstream cross-coupling reactions. The compound exhibits good bench stability and is readily purified by standard techniques, making it suitable for scale-up and routine laboratory use.

Synthesis

Route1
- In-stock
  
  24358-62-1
- ~81%
- In-stock
  
  24358-62-1
- In-stock
  
  27298-97-1
References
- Mereyala, Hari Babu; Fatima, Liyakat; Pola, Pallavi Tetrahedron Asymmetry, 2004 , vol. 15, # 4 p. 585 - 587
Route2
- In-stock
  
  99-90-1
- ~%
- In-stock
  
  24358-62-1
- In-stock
  
  27298-97-1
References
- Kinbara, Kazushi; Harada, Yoshiko; Saigo, Kazuhiko Journal of the Chemical Society. Perkin Transactions 2, 2000 , # 7 p. 1339 - 1347
Route3
- 182141-70-4
- ~%
- In-stock
  
  27298-97-1
References
- McCombie, Stuart W.; Lin, Sue-Ing; Tagat, Jayaram R.; Nazareno, Dennis; Vice, Susan; Ford, Jennifer; Asberom, Theodros; Leone, Daria; Kozlowski, Joseph A.; Zhou, Guowei; Ruperto, Vilma B.; Duffy, Ruth A.; Lachowicz, Jean E. Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 5 p. 795 - 798

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS09,GHS07
Signal Word : Danger	UN#: 2735
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H314-H332-H411-H317
Precautionary Statements : P260-P261-P264-P270-P271-P273-P280-P301+P310-P301+P330+P331-P303+P361+P353-P304+P340-P304+P341-P305+P351+P338-P310-P312-P330-P363-P391-P405-P261-P272-P280-P302+P352-P333+P317-P362+P364-P501

Quality Control

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Computational Chemistry Data

TPSA 26.02
LogP 2.4688
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Chiral compounds Chiral Resolution Reagent

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(S)-1-(4-Bromopheny)ethylamine

CAS No. 27298-97-1

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