2-Bromo-N,N-dimethylacetamide

Name: 2-Bromo-N,N-dimethylacetamide
Brand: ChemScene
Availability: InStock
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CAS No. 5468-77-9
Cat. No. CS-W017882
Purity≥97%
MDL No.MFCD12026683

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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+

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2-Bromo-N,N-dimethylacetamide|CS-W017882

Structure of 5468-77-9

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General Information

CAS No. 5468-77-9
Cat. No. CS-W017882
Purity ≥97%
MDL No. MFCD12026683
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₈BrNO
Molecular Weight 166.02
Synonym(s) None
SMILES O=C(N(C)C)CBr

Description

2-Bromo-N,N-dimethylacetamide serves as a versatile acylating agent in synthetic organic chemistry, featuring a reactive bromo group adjacent to a carbonyl that enables efficient coupling reactions. The dimethylamino moiety enhances nucleophilicity while maintaining stability under standard conditions, facilitating its use in amide bond formation and heterocycle synthesis.

Application

2-Bromo-N,N-dimethylacetamide serves as a versatile acylating agent and bromoalkylation reagent in synthetic organic chemistry. Its well-established reactivity enables efficient formation of amides, imidazoles, and heterocyclic scaffolds under mild conditions. The molecule exhibits excellent bench stability and compatibility with diverse functional groups, facilitating straightforward purification and scalability in medicinal chemistry and process synthesis workflows.

Synthesis

Route1
- 506-59-2
- 598-21-0
- ~90%
- In-stock
  
  5468-77-9
References
- Cai, Lisheng; Han, Ying; Ren, Sumei; Huang, Liangfu Tetrahedron, 2000 , vol. 56, # 42 p. 8253 - 8262
Route2
- 124-40-3
- 598-21-0
- ~78%
- In-stock
  
  5468-77-9
References
- Jian, Zhigang; Filer, Crist; Kelly, Terence P. Journal of Labelled Compounds and Radiopharmaceuticals, 1998 , vol. 41, # 8 p. 781 - 783
Route3
- 79-08-3
- 124-40-3
- ~70%
- In-stock
  
  5468-77-9
References
- CANCER RESEARCH TECHNOLOGY LIMITED; Bavetsias, Vassilios; Atrash, Butrus; Naud, Sébastien Gaston André; Sheldrake, Peter William; Blagg, Julian Patent: US2013/345181 A1, 2013 ; Location in patent: Paragraph 0707 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 3265
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302+H312-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P302+P352-P304+P340-P330-P362+P364-P363-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 20.31
LogP 0.4695
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Bromide

Key Words

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2-Bromo-N,N-dimethylacetamide

CAS No. 5468-77-9

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