Lot numbers can be found on the outside label of a product:
Methyl 4-(2-bromoethyl)benzoate
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CAS No. 136333-97-6
- Cat. No. CS-W022837
- Purity≥95%
- MDL No.MFCD14708225
*For research and further manufacturing use only, not for direct human use.
Structure of 136333-97-6
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General Information
- CAS No. 136333-97-6
- Cat. No. CS-W022837
- Purity ≥95%
- MDL No. MFCD14708225
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₁BrO₂
- Molecular Weight 243.10
- Synonym(s) Benzoic acid, 4-(2-bromoethyl)-, methyl ester
- SMILES COC(=O)C1=CC=C(CCBr)C=C1
Description
Methyl 4-(2-bromoethyl)benzoate features a bromoethyl chain appended to the para position of a methyl benzoate scaffold. This electrophilic handle enables efficient coupling in nucleophilic substitution reactions, particularly in bioconjugation and polymer functionalization workflows. The compound exhibits stability under standard bench conditions and facilitates site-specific modification in complex molecular architectures.
Application
Methyl 4-(2-bromoethyl)benzoate serves as a versatile building block for C–C and C–heteroatom bond formation, enabling efficient functionalization of aromatic systems. The bromoethyl side chain facilitates nucleophilic substitution reactions with amines, thiols, and azide derivatives, while the ester group remains stable under standard reaction conditions. Its bench-stable nature and compatibility with diverse coupling protocols make it ideal for constructing complex scaffolds in medicinal chemistry and materials synthesis.
Synthesis
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Route1
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67-56-1 -
In-stock
52062-92-7 - ~99%
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In-stock
136333-97-6
References
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Applied Research Systems ARS Holding N.V. Patent: WO2005/12232 A2, 2005 ; Location in patent: Page/Page column 28-29 ; WO 2005/012232 A2
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Route2
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In-stock
52062-92-7
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18107-18-1
- ~97%
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In-stock
136333-97-6
References
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ASTRAZENECA AB Patent: US2008/153812 A1, 2008 ; Location in patent: Page/Page column 106 ; US 20080153812 A1
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Route3
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In-stock
52062-92-7
- ~96%
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In-stock
136333-97-6
References
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Agouron Pharmaceuticals, Inc. Patent: US5739141 A1, 1998 ;
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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 26.3
- LogP 2.4106
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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