Lot numbers can be found on the outside label of a product:
2-Bromo-1-(morpholin-4-yl)ethanone
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CAS No. 40299-87-4
- Cat. No. CS-0139505
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 40299-87-4
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General Information
- CAS No. 40299-87-4
- Cat. No. CS-0139505
- Purity ≥95%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₀BrNO₂
- Molecular Weight 208.05
- Synonym(s) 4-(Bromoacetyl)morpholine
- SMILES BrCC(N1CCOCC1)=O
Description
2-Bromo-1-(morpholin-4-yl)ethanone features a bromine-substituted acetyl group linked to a morpholine ring, delivering a potent electrophilic handle for nucleophilic substitution. This bench-stable ketone integrates readily into synthetic sequences requiring controlled C–C or C–heteroatom bond formation, particularly in medicinal chemistry and heterocycle synthesis.
Application
2-Bromo-1-(morpholin-4-yl)ethanone serves as a versatile acylating agent in synthetic organic chemistry, enabling the introduction of morpholine-containing acyl groups under mild conditions. Its bromo substituent facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions, while the morpholinyl moiety offers favorable solubility and functional group tolerance. This reagent functions effectively in the construction of heterocyclic scaffolds and peptide analogs, with bench-stable handling and straightforward purification by chromatography or crystallization.
Synthesis
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Route1
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110-91-8 -
598-21-0
- ~98%
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In-stock
40299-87-4
References
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Kong, Han Il; Crichton, Jennifer E.; Manthorpe, Jeffrey M. Tetrahedron Letters, 2011 , vol. 52, # 29 p. 3714 - 3717
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Route2
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110-91-8
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22118-09-8
- ~67%
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In-stock
40299-87-4
References
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Vloon; Kruk; Pandit; Hofs; McVie Journal of Medicinal Chemistry, 1987 , vol. 30, # 1 p. 20 - 24
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Route3
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110-91-8
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In-stock
13094-51-4 - ~%
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In-stock
40299-87-4
References
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Bekkali, Younes; Thomson, David S.; Betageri, Raj; Emmanuel, Michel J.; Hao, Ming-Hong; Hickey, Eugene; Liu, Weimin; Patel, Usha; Ward, Yancey D.; Young, Erick R.R.; Nelson, Richard; Kukulka, Alison; Brown, Maryanne L.; Crane, Kathy; White, Della; Freeman, Dorothy M.; Labadia, Mark E.; Wildeson, Jessi; Spero, Denice M. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 9 p. 2465 - 2469
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 29.54
- LogP 0.2401
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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