2-Amino-5-bromophenol

Name: 2-Amino-5-bromophenol
Brand: ChemScene
Availability: InStock
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CAS No. 38191-34-3
Cat. No. CS-W003015
Purity≥97%
MDL No.MFCD03095028

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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 38191-34-3

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General Information

CAS No. 38191-34-3
Cat. No. CS-W003015
Purity ≥97%
MDL No. MFCD03095028
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆BrNO
Molecular Weight 188.02
Synonym(s) Phenol, 2-amino-5-bromo-
SMILES Brc1ccc(c(c1)O)N

Description

2-Amino-5-bromophenol features a phenolic hydroxyl group flanked by an amino substituent and a bromine atom, creating a uniquely reactive scaffold. This arrangement enables direct incorporation into heterocyclic systems and facilitates metal-catalyzed coupling reactions under standard conditions. The compound exhibits enhanced solubility in polar solvents and maintains stability during routine handling.

Application

2-Amino-5-bromophenol serves as a versatile building block in medicinal chemistry and materials synthesis, enabling direct access to substituted anilines and heterocyclic scaffolds. Its ortho-difunctionalized structure facilitates efficient coupling reactions and cyclizations under standard conditions. The compound exhibits good bench stability and can be readily purified by recrystallization or column chromatography, making it well-suited for reproducible, scalable synthetic workflows.

Synthesis

Route1
- In-stock
  
  27684-84-0
- ~98%
- In-stock
  
  38191-34-3
References
- Hanzlik, Robert P.; Weller, Paul E.; Desai, Jayant; Zheng, Jiang; Hall, Larry R.; Slaughter, Donald E. Journal of Organic Chemistry, 1990 , vol. 55, # 9 p. 2736 - 2742
Route2
- 16394-40-4
- ~91%
- In-stock
  
  38191-34-3
References
- INOVACIA AB Patent: WO2009/150144 A1, 2009 ; Location in patent: Page/Page column 138 ; WO 2009/150144 A1
Route3
- 95-55-6
- ~97%
- In-stock
  
  38191-34-3
References
- Boruah, Jeena Jyoti; Das, Siva Prasad; Borah, Rupam; Gogoi, Sandhya Rani; Islam, Nashreen S. Polyhedron, 2013 , 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

Quality Control

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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

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2-Amino-5-bromophenol

CAS No. 38191-34-3

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