(3-Amino-5-nitrophenyl)methanol

Name: (3-Amino-5-nitrophenyl)methanol
Brand: ChemScene
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CAS No. 90390-46-8
Cat. No. CS-0157672
Purity≥98%
MDL No.MFCD08236778

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(3-Amino-5-nitrophenyl)methanol|CS-0157672

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General Information

CAS No. 90390-46-8
Cat. No. CS-0157672
Purity ≥98%
MDL No. MFCD08236778
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈N₂O₃
Molecular Weight 168.15
Synonym(s) 3-Amino-5-nitrobenzenemethanol
SMILES C1=C(C=C(C=C1N)[N+](=O)[O-])CO

Description

(3-Amino-5-nitrophenyl)methanol features a para-nitro group flanking an ortho-amino substituent on the aromatic ring, delivering strong electron-withdrawing character paired with a reactive primary alcohol. This combination enables direct incorporation into multi-step synthetic sequences requiring both nucleophilic and electrophilic handles. The compound exhibits bench-stable behavior under standard conditions and facilitates efficient functionalization in medicinal chemistry and materials synthesis workflows.

Application

(3-Amino-5-nitrophenyl)methanol serves as a versatile building block for nitroarene and aminoaryl scaffolds, enabling direct functionalization in multi-step syntheses. Its dual functionality—amine and nitro groups—permits sequential transformations under standard conditions, including selective reduction, coupling reactions, and electrophilic substitution. The compound exhibits good bench stability and facilitates straightforward purification, making it suitable for applications in medicinal chemistry and agrochemical research.

Synthesis

Route1
- 71022-43-0
- ~85%
- In-stock
  
  90390-46-8
References
- Campbell, Robert F.; Fitzpatrick, Kevin; Inghardt, Tord; Karlsson, Olle; Nilsson, Kristina; Reilly, John E.; Yet, Larry Tetrahedron Letters, 2003 , vol. 44, # 29 p. 5477 - 5481
Route2
- 99-34-3
- ~%
- In-stock
  
  90390-46-8
References
- Tetrahedron Letters, , vol. 44, # 29 p. 5477 - 5481

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 89.39
LogP 0.6693
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(3-Amino-5-nitrophenyl)methanol

CAS No. 90390-46-8

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