Methyl 4-hydroxy-3-nitrobenzoate

Name: Methyl 4-hydroxy-3-nitrobenzoate
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CAS No. 99-42-3
Cat. No. CS-W010572
Purity≥98%
MDL No.MFCD00014695

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 4-hydroxy-3-nitrobenzoate|CS-W010572

Structure of 99-42-3

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General Information

CAS No. 99-42-3
Cat. No. CS-W010572
Purity ≥98%
MDL No. MFCD00014695
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇NO₅
Molecular Weight 197.14
Synonym(s) Methyl 3-nitro-4-hydroxybenzoate
SMILES O=C(OC)C1=CC=C(O)C([N+]([O-])=O)=C1

Description

Methyl 4-hydroxy-3-nitrobenzoate features a strategically positioned hydroxyl group and electron-withdrawing nitro moiety on the aromatic ring, enabling precise tuning of reactivity in synthetic transformations. This bench-stable compound integrates readily into complex molecular architectures, particularly in medicinal chemistry scaffolds requiring balanced polarity and metabolic stability.

Application

Methyl 4-hydroxy-3-nitrobenzoate serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling the construction of bioactive heterocycles and functionalized aromatic scaffolds. The ortho-directed nitro and hydroxyl groups facilitate selective transformations, while the ester functionality supports derivatization via hydrolysis or nucleophilic substitution. Bench-stable and readily purified by recrystallization, it functions reliably in standard coupling and reduction protocols.

Synthesis

Route1
- 67-56-1
- In-stock
  
  616-82-0
- ~99%
- In-stock
  
  99-42-3
References
- Nakamura, Hiroyuki; Yasui, Yuka; Ban, Hyun Seung Journal of Organometallic Chemistry, 2013 , vol. 747, p. 189 - 194
Route2
- In-stock
  
  616-82-0
- In-stock
  
  144-55-8
- ~65%
- In-stock
  
  99-42-3
References
- Yoshitomi Pharmaceuticals Industries, Ltd. Patent: US6080738 A1, 2000 ; US 6080738 A
Route3
- In-stock
  
  616-82-0
- ~%
- In-stock
  
  99-42-3
References
- US2008/305169 A1, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P280-P304+P340

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

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Methyl 4-hydroxy-3-nitrobenzoate

CAS No. 99-42-3

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