2-Bromo-n-ethylacetamide

Name: 2-Bromo-n-ethylacetamide
Brand: ChemScene
Availability: InStock
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CAS No. 5327-00-4
Cat. No. CS-0239382
Purity≥97%
MDL No.MFCD06800147

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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General Information

CAS No. 5327-00-4
Cat. No. CS-0239382
Purity ≥97%
MDL No. MFCD06800147
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₈BrNO
Molecular Weight 166.02
Synonym(s) N-(Bromoacetyl)ethylamine, 2-Bromo-N-ethylethanamide
SMILES CCNC(CBr)=O

Description

2-Bromo-N-ethylacetamide is a reactive acylating agent featuring a bromine substituent at the alpha position and an ethyl group on the amide nitrogen. This combination enables selective functionalization in synthetic transformations, particularly in nucleophilic substitution reactions. The molecule exhibits enhanced stability under standard conditions while maintaining high reactivity toward soft nucleophiles.

Application

2-Bromo-N-ethylacetamide serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted amides and heterocyclic scaffolds. Its bromine atom facilitates nucleophilic substitution reactions under mild conditions, while the N-ethyl acetamide moiety provides compatibility with diverse functional groups. The compound exhibits good bench stability and is readily purified by distillation or chromatography, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

Route1
- 75-04-7
- 598-21-0
- ~%
- In-stock
  
  5327-00-4
References
- Weaver; Whaley Journal of the American Chemical Society, 1947 , vol. 69, p. 516
Route2
- 557-66-4
- 598-21-0
- ~%
- In-stock
  
  5327-00-4
References
- Maeda, Hatsuo; Wu, Hong-Yan; Yamauchi, Yuji; Ohmori, Hidenobu Journal of Organic Chemistry, 2005 , vol. 70, # 21 p. 8338 - 8343

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 29.1
LogP 0.5174
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromine

Building Blocks Functional Group Amide

Key Words

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2-Bromo-n-ethylacetamide

CAS No. 5327-00-4

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