4-Bromo-3-aminophenol

Name: 4-Bromo-3-aminophenol
Brand: ChemScene
Availability: InStock
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CAS No. 100367-37-1
Cat. No. CS-B0717
Purity≥98%
MDL No.MFCD09260886

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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 100367-37-1

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General Information

CAS No. 100367-37-1
Cat. No. CS-B0717
Purity ≥98%
MDL No. MFCD09260886
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆BrNO
Molecular Weight 188.02
Synonym(s) 3-Amino-4-bromophenol
SMILES NC1=CC(O)=CC=C1Br

Description

4-Bromo-3-aminophenol features a bromine substituent at the para position relative to a hydroxyl group, combined with an amino group ortho to the hydroxyl. This arrangement enables selective coupling reactions in pharmaceutical and agrochemical synthesis. The molecule exhibits enhanced solubility in polar solvents and stability under standard bench conditions, facilitating its use in multi-step transformations.

Application

4-Bromo-3-aminophenol serves as a versatile building block in medicinal chemistry and materials science, enabling direct access to substituted anilines and heterocyclic scaffolds. Its ortho-directed reactivity facilitates efficient coupling reactions, while the amine and phenolic functionalities offer orthogonal handles for sequential derivatization. Bench-stable and readily purified by recrystallization, it functions reliably in standard cross-coupling, cyclization, and protection-deprotection sequences.

Synthesis

Route1
- 591-27-5
- ~25%
- In-stock
  
  100367-37-1
- In-stock
  
  55120-56-4
References
- Polyhedron, , vol. 52, p. 246 - 254

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

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Computational Chemistry Data

TPSA 46.25
LogP 1.7369
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-3-aminophenol

CAS No. 100367-37-1

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