2-Amino-4-bromo-5-methylphenol

Name: 2-Amino-4-bromo-5-methylphenol
Brand: ChemScene
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CAS No. 848358-81-6
Cat. No. CS-0096070
Purity≥96%
MDL No.MFCD11110463

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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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2-Amino-4-bromo-5-methylphenol|CS-0096070

Structure of 848358-81-6

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General Information

CAS No. 848358-81-6
Cat. No. CS-0096070
Purity ≥96%
MDL No. MFCD11110463
Storage -20°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BrNO
Molecular Weight 202.05
Synonym(s) phenol, 2-amino-4-bromo-5-methyl-
SMILES OC1=CC(C)=C(Br)C=C1N

Description

2-Amino-4-bromo-5-methylphenol features a strategically positioned amino group and bromine substituent on a phenolic scaffold, enabling direct functionalization in synthetic pathways. The methyl group enhances electron density at the aromatic ring, while the hydroxyl moiety provides a handle for derivatization. This compound serves as a key intermediate in the synthesis of bioactive molecules and specialty dyes.

Application

2-Amino-4-bromo-5-methylphenol serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds via cyclization reactions. Its ortho-halogenated phenolic framework facilitates palladium-catalyzed cross-couplings, while the amino and hydroxyl groups offer sites for derivatization. The compound exhibits good bench stability and is readily purified by recrystallization, making it suitable for scalable API intermediate development.

Synthesis

Route1
- In-stock
  
  182500-28-3
- ~%
- In-stock
  
  848358-81-6
References
- Journal of the American Chemical Society, , vol. 36, p. 1509
Route2
- In-stock
  
  700-38-9
- ~%
- In-stock
  
  848358-81-6
References
- Journal of the American Chemical Society, , vol. 36, p. 1509

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 2.04532
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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2-Amino-4-bromo-5-methylphenol

CAS No. 848358-81-6

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