Methyl 3-hydroxy-4-nitrobenzoate

Name: Methyl 3-hydroxy-4-nitrobenzoate
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CAS No. 713-52-0
Cat. No. CS-W008108
Purity≥96%
MDL No.MFCD00016997

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 3-hydroxy-4-nitrobenzoate|CS-W008108

Structure of 713-52-0

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General Information

CAS No. 713-52-0
Cat. No. CS-W008108
Purity ≥96%
MDL No. MFCD00016997
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇NO₅
Molecular Weight None
Synonym(s) 5-(methoxycarbonyl)-2-nitrophenolate
SMILES COC(C1=CC(O)=C([N+]([O-])=O)C=C1)=O

Description

Methyl 3-hydroxy-4-nitrobenzoate features a strategically positioned hydroxyl group flanked by a nitro moiety and ester functionality, enabling direct participation in cross-coupling and derivatization workflows. The electron-deficient aromatic core enhances reactivity in nucleophilic substitution processes, while the bench-stable nature simplifies handling under standard conditions.

Application

Methyl 3-hydroxy-4-nitrobenzoate serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling access to substituted benzene scaffolds via selective functional group manipulation. The ortho-hydroxyl and para-nitro groups provide complementary reactivity for derivatization, including ester hydrolysis, nitro reduction, and electrophilic substitution. Its bench-stable nature and compatibility with standard purification methods facilitate integration into multi-step syntheses of heterocyclic intermediates and bioactive molecules.

Synthesis

Route1
- 67-56-1
- In-stock
  
  619-14-7
- ~99%
- In-stock
  
  713-52-0
References
- Yap, Jeremy L.; Cao, Xiaobo; Vanommeslaeghe, Kenno; Jung, Kwan-Young; Peddaboina, Chander; Wilder, Paul T.; Nan, Anjan; MacKerell, Alexander D.; Smythe, W. Roy; Fletcher, Steven Organic and Biomolecular Chemistry, 2012 , vol. 10, # 15 p. 2928 - 2933
Route2
- In-stock
  
  619-14-7
- ~84%
- In-stock
  
  713-52-0
References
- Yoshitomi Pharmaceuticals Industries, Ltd. Patent: US6080738 A1, 2000 ; US 6080738 A
Route3
- 326799-92-2
- ~95%
- In-stock
  
  713-52-0
References
- Vutukuri, Dharma Rao; Bharathi, Pandi; Yu, Zhouying; Rajasekaran, Karthik; Tran, My-Huyen; Thayumanavan Journal of Organic Chemistry, 2003 , vol. 68, # 3 p. 1146 - 1149

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 89.67
LogP 1.087
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 3-hydroxy-4-nitrobenzoate

CAS No. 713-52-0

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