(2-Amino-3-nitrophenyl)methanol

Name: (2-Amino-3-nitrophenyl)methanol
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CAS No. 139743-08-1
Cat. No. CS-0157252
Purity≥98%
MDL No.MFCD09880172

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(2-Amino-3-nitrophenyl)methanol|CS-0157252

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General Information

CAS No. 139743-08-1
Cat. No. CS-0157252
Purity ≥98%
MDL No. MFCD09880172
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈N₂O₃
Molecular Weight 168.15
Synonym(s) 2-Amino-3-nitrobenzyl Alcohol
SMILES C1=CC(=C(C(=C1)[N+](=O)[O-])N)CO

Description

This amino-nitrobenzyl alcohol integrates a reactive hydroxymethyl group with an electron-deficient aromatic core, enabling straightforward functionalization in synthetic routes. The ortho-amino and nitro substituents provide complementary handles for cross-coupling or derivatization, while the benzylic alcohol supports protection or oxidation to aldehyde intermediates.

Application

(2-Amino-3-nitrophenyl)methanol serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted quinoline and isoquinoline scaffolds via cyclization protocols. Its ortho-diamino-nitro substitution pattern facilitates selective functionalization and offers compatibility with standard protecting group strategies. The compound exhibits good bench stability and can be readily purified by recrystallization or column chromatography, making it suitable for use in multi-step synthetic sequences targeting complex molecular architectures.

Safety Information

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GHS Pictogram :	GHS No : GHS08,GHS09
Signal Word : Danger	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H302-H372-H411
Precautionary Statements : P264-P270-P273-P330-P391-P501

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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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(2-Amino-3-nitrophenyl)methanol

CAS No. 139743-08-1

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