2-Chloro-6-fluorobenzo[d]oxazole

Name: 2-Chloro-6-fluorobenzo[d]oxazole
Brand: ChemScene
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CAS No. 153403-53-3
Cat. No. CS-0040099
Purity≥98%
MDL No.MFCD16250625

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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-Chloro-6-fluorobenzo[d]oxazole|CS-0040099

Structure of 153403-53-3

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General Information

CAS No. 153403-53-3
Cat. No. CS-0040099
Purity ≥98%
MDL No. MFCD16250625
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃ClFNO
Molecular Weight 171.56
Synonym(s) 2-chloro-6-fluoro-1,3-benzoxazole
SMILES FC1=CC=C2N=C(Cl)OC2=C1

Description

2-Chloro-6-fluorobenzo[d]oxazole is a heterocyclic scaffold featuring orthogonal halogen substituents enabling selective cross-coupling and bioisosteric replacement in medicinal chemistry. This electron-deficient system integrates readily into pharmaceutical intermediates, offering enhanced metabolic stability and tunable polarity for lead optimization.

Application

2-Chloro-6-fluorobenzo[d]oxazole serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its orthogonal reactivity enables palladium-catalyzed cross-coupling transformations, while the electron-withdrawing halogens facilitate nucleophilic substitution under mild conditions. The scaffold exhibits excellent bench stability and compatibility with diverse functional groups, simplifying purification and integration into complex molecular architectures.

Synthesis

Route1
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  145096-57-7
- ~%
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  153403-53-3
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 16, # 7 p. 1975 - 1980
Route2
- In-stock
  
  53981-24-1
- ~%
- In-stock
  
  153403-53-3
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 16 p. 4689 - 4693

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 26.03
LogP 2.6203
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Benzooxazole compounds

Key Words

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2-Chloro-6-fluorobenzo[d]oxazole

CAS No. 153403-53-3

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