2-Chloro-5-fluorophenol

Name: 2-Chloro-5-fluorophenol
Brand: ChemScene
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CAS No. 3827-49-4
Cat. No. CS-W004781
Purity≥98%
MDL No.MFCD00042524

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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 3827-49-4

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General Information

CAS No. 3827-49-4
Cat. No. CS-W004781
Purity ≥98%
MDL No. MFCD00042524
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄ClFO
Molecular Weight 146.55
Synonym(s) methyl 2-(trifluoromethyl)prop-2-enoate
SMILES C1=C(F)C=CC(=C1O)Cl

Description

2-Chloro-5-fluorophenol features a fluorinated aromatic ring with orthogonal halogen substituents, enabling selective coupling reactions in pharmaceutical synthesis. The electron-withdrawing chlorine and fluorine atoms enhance reactivity at the phenolic hydroxyl site while maintaining stability under standard conditions. This compound serves as a key intermediate in agrochemical and medicinal chemistry applications.

Application

2-Chloro-5-fluorophenol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the phenolic position while maintaining orthogonality with common protecting groups. Its halogenated aromatic core facilitates palladium-catalyzed cross-coupling reactions, and the hydroxyl group allows for derivatization via etherification or esterification. Bench-stable and readily purified by recrystallization, it supports scalable synthesis of fluorinated heterocycles and API intermediates.

Synthesis

Route1
- In-stock
  
  372-20-3
- ~%
- In-stock
  
  3827-49-4
References
- Finger et al. Journal of the American Chemical Society, 1959 , vol. 81, p. 94,95, 97
Route2
- 372-19-0
- ~%
- In-stock
  
  3827-49-4
References
- Finger et al. Journal of the American Chemical Society, 1959 , vol. 81, p. 94,95, 97

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 20.23
LogP 2.1847
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-5-fluorophenol

CAS No. 3827-49-4

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