2-Bromo-4-ethylaniline

Name: 2-Bromo-4-ethylaniline
Brand: ChemScene
Availability: InStock
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CAS No. 38678-86-3
Cat. No. CS-0190125
Purity≥95%
MDL No.None

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Structure of 38678-86-3

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General Information

CAS No. 38678-86-3
Cat. No. CS-0190125
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀BrN
Molecular Weight 200.08
Synonym(s) 2-broMo-4-ethylbenzenaMine
SMILES CCC1=CC(=C(C=C1)N)Br

Description

2-Bromo-4-ethylaniline features a bromine atom at the ortho position relative to the amino group, enhancing electrophilic reactivity in coupling reactions. The para-ethyl substituent imparts moderate electron-donating character and improves solubility in organic media. This arylamine derivative serves as a key intermediate in the synthesis of pharmaceuticals and functional dyes, offering stable handling under standard bench conditions.

Application

2-Bromo-4-ethylaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aniline nitrogen and ortho-position. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the ethyl group provides steric and electronic modulation. The compound exhibits good bench stability and compatibility with standard purification techniques, making it suitable for iterative synthetic workflows.

Synthesis

Route1
- In-stock
  
  589-16-2
- ~93%
- In-stock
  
  38678-86-3
References
- VERTEX PHARMACEUTICALS INCORPORATED Patent: US2010/168094 A1, 2010 ; Location in patent: Page/Page column 66 ; US 20100168094 A1
Route2
- 90868-93-2
- ~%
- In-stock
  
  38678-86-3
References
- Kondo; Uyeo Chemische Berichte, 1937 , vol. 70, p. 1087,1091 Full Text Show Details Uyeo Yakugaku Zasshi, 1937 , vol. 57, p. 839,846 Chem. Zentralbl., 1938 704
Route3
- In-stock
  
  3663-34-1
- ~%
- In-stock
  
  38678-86-3
References
- Chaudhuri, Narayan C. Synthetic Communications, 1996 , vol. 26, # 20 p. 3783 - 3790

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 26.02
LogP 2.5937
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2-Bromo-4-ethylaniline

CAS No. 38678-86-3

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