Lot numbers can be found on the outside label of a product:
Benzyl 2-bromoacetate
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CAS No. 5437-45-6
- Cat. No. CS-W010391
- Purity≥96%
- MDL No.MFCD00000190
*For research and further manufacturing use only, not for direct human use.
Structure of 5437-45-6
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General Information
- CAS No. 5437-45-6
- Cat. No. CS-W010391
- Purity ≥96%
- MDL No. MFCD00000190
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₉BrO₂
- Molecular Weight 229.07
- Synonym(s) Bromoacetic Acid Benzyl Ester
- SMILES O=C(OCC1=CC=CC=C1)CBr
Description
Benzyl bromoacetate was used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.
Application
Benzyl 2-bromoacetate serves as a versatile bifunctional building block in synthetic organic chemistry, enabling efficient synthesis of β-branched carboxylic acid derivatives and heterocyclic scaffolds. Its reactive bromomethyl group facilitates nucleophilic substitution under mild conditions, while the ester functionality supports hydrolysis or reduction to access key intermediates. The compound exhibits excellent bench stability and compatibility with diverse functional groups, making it ideal for iterative coupling strategies and modular synthesis workflows.
Synthesis
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Route1
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79-08-3 -
In-stock
100-51-6 - ~80%
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103-50-4 -
In-stock
5437-45-6
References
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Funabiki, Kazumasa; Komeda, Takuya; Sakaida, Yuta; Kubota, Yasuhiro; Matsui, Masaki Journal of Molecular Catalysis A: Chemical, 2013 , vol. 367, p. 116 - 120
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Route2
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79-08-3
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In-stock
100-51-6
- ~99%
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In-stock
5437-45-6
References
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Sumitomo Chemical Company, Limited; National University Corporation Tottori University Patent: EP2345651 A1, 2011 ; Location in patent: Page/Page column 11 ;
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Route3
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598-21-0
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In-stock
100-51-6
- ~96%
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In-stock
5437-45-6
References
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Ideue, Eiji; Toma, Tatsuya; Shimokawa, Jun; Fukuyama, Tohru Organic Syntheses, 2012 , vol. 89, p. 501 - 509
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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 : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 26.3
- LogP 2.1247
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 3
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