Lot numbers can be found on the outside label of a product:
methyl 2-hydroxy-4-nitrobenzoate
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CAS No. 13684-28-1
- Cat. No. CS-0036685
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 13684-28-1
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General Information
- CAS No. 13684-28-1
- Cat. No. CS-0036685
- Purity ≥98%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇NO₅
- Molecular Weight 197.15
- Synonym(s) NSC 165605
- SMILES COC(=O)C1=CC=C(C=C1O)[N+](=O)[O-]
Description
Methyl 2-hydroxy-4-nitrobenzoate features a strategically positioned hydroxyl group and electron-deficient nitro moiety, enabling selective conjugation in synthetic pathways. This bench-stable ester integrates readily into complex molecular architectures under standard conditions.
Application
Methyl 2-hydroxy-4-nitrobenzoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted benzoic acid derivatives and heterocyclic scaffolds. The ortho-hydroxyl and para-nitro groups provide complementary reactivity for sequential functionalization, including palladium-catalyzed coupling reactions and electrophilic substitution. Its bench-stable nature and straightforward purification support reliable use in medicinal chemistry campaigns and process development workflows.
Synthesis
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Route1
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67-56-1 -
In-stock
619-19-2 - ~95%
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In-stock
13684-28-1
References
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Prabhakaran, Panchami; Azzarito, Valeria; Jacobs, Tia; Hardie, Michaele J.; Kilner, Colin A.; Edwards, Thomas A.; Warriner, Stuart L.; Wilson, Andrew J. Tetrahedron, 2012 , vol. 68, # 23 p. 4485 - 4491
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Route2
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In-stock
619-19-2
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74-88-4
- ~83%
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In-stock
13684-28-1
References
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IRM LLC; NOVARTIS, AG Patent: WO2007/38669 A2, 2007 ; Location in patent: Page/Page column 171 ;
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Route3
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In-stock
619-19-2
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18107-18-1
- ~99%
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In-stock
13684-28-1
References
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SCHERING AG Patent: WO2005/89815 A2, 2005 ; Location in patent: Page/Page column 27 ;
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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 89.67
- LogP 1.087
- H_Acceptors 5
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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