2-Bromo-5-chlorophenol

Name: 2-Bromo-5-chlorophenol
Brand: ChemScene
Availability: InStock
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CAS No. 13659-23-9
Cat. No. CS-W002419
Purity≥98%
MDL No.MFCD00142870

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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 13659-23-9

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General Information

CAS No. 13659-23-9
Cat. No. CS-W002419
Purity ≥98%
MDL No. MFCD00142870
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrClO
Molecular Weight 207.45
Synonym(s) phenol, 2-bromo-5-chloro-
SMILES Clc1ccc(c(c1)O)Br

Description

2-Bromo-5-chlorophenol features a phenolic hydroxyl group flanked by bromo and chloro substituents at the 2- and 5-positions, respectively. This electron-deficient aromatic system enables direct functionalization in cross-coupling reactions. The molecule exhibits enhanced stability under standard conditions and serves as a key intermediate in the synthesis of bioactive compounds and specialty polymers.

Application

2-Bromo-5-chlorophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient functionalization via Suzuki-Miyaura and Stille coupling reactions. Its orthogonal halogenation pattern provides predictable reactivity for sequential transformations, while the phenolic hydroxyl group facilitates derivatization or protection. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for scalable synthetic workflows.

Synthesis

Route1
- In-stock
  
  174913-09-8
- ~32%
- In-stock
  
  13659-23-9
References
- Infinity Discovery, Inc. Patent: US2008/114167 A1, 2008 ; Location in patent: Page/Page column 208 ; US 20080114167 A1
Route2
- 108-43-0
- ~25%
- In-stock
  
  13659-23-9
References
- ELI LILLY AND COMPANY Patent: EP1204659 B1, 2003 ; Location in patent: Page/Page column 30 ;
Route3
- In-stock
  
  16817-43-9
- ~%
- In-stock
  
  13659-23-9
References
- US5985853 A1, ;

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 20.23
LogP 2.8081
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-5-chlorophenol

CAS No. 13659-23-9

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