3-Amino-5-methoxyphenol

Name: 3-Amino-5-methoxyphenol
Brand: ChemScene
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CAS No. 162155-27-3
Cat. No. CS-0186761
Purity≥95%
MDL No.None

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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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Structure of 162155-27-3

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General Information

CAS No. 162155-27-3
Cat. No. CS-0186761
Purity ≥95%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉NO₂
Molecular Weight 139.15
Synonym(s) None
SMILES OC1=CC(OC)=CC(N)=C1

Description

3-Amino-5-methoxyphenol delivers a bifunctional phenolic scaffold featuring an electron-rich aromatic ring, enabling efficient coupling in cross-coupling and condensation reactions. The amino and methoxy groups provide orthogonal reactivity for sequential functionalization, while the molecule exhibits enhanced solubility and stability under standard bench conditions.

Application

3-Amino-5-methoxyphenol serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds and bioactive intermediates. Its ortho-dihydroxyamine motif provides robust reactivity in coupling and cyclization processes, while the methoxy group enhances solubility and modulates electronic properties. Bench-stable and readily purified, it functions effectively in standard synthetic workflows involving amide formation, Suzuki coupling, and electrophilic substitution.

Synthesis

Route1
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  10272-07-8
- ~56%
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  162155-27-3
References
- Wendt, Michael D.; Rockway, Todd W.; Geyer, Andrew; McClellan, William; Weitzberg, Moshe; Zhao, Xumiao; Mantei, Robert; Nienaber, Vicki L.; Stewart, Kent; Klinghofer, Vered; Giranda, Vincent L. Journal of Medicinal Chemistry, 2004 , vol. 47, # 2 p. 303 - 324

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-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 55.48
LogP 0.983
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Amino-5-methoxyphenol

CAS No. 162155-27-3

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