5-Bromo-2-chloro-1,3-benzoxazole

Name: 5-Bromo-2-chloro-1,3-benzoxazole
Brand: ChemScene
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CAS No. 1030377-54-8
Cat. No. CS-W003776
Purity≥96%
MDL No.MFCD11111724

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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5-Bromo-2-chloro-1,3-benzoxazole|CS-W003776

Structure of 1030377-54-8

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General Information

CAS No. 1030377-54-8
Cat. No. CS-W003776
Purity ≥96%
MDL No. MFCD11111724
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrClNO
Molecular Weight 232.46
Synonym(s) 5-Bromo-2-chlorobenzo[d]oxazole
SMILES BrC1=CC(N=C2Cl)=C(O2)C=C1

Description

5-Bromo-2-chloro-1,3-benzoxazole integrates a bromine atom at the 5-position and a chlorine substituent at the 2-position within a stable benzoxazole core. This electron-deficient heterocycle serves as a key building block in medicinal chemistry, enabling direct coupling reactions via palladium-catalyzed cross-coupling protocols. The orthogonal reactivity of the halogens facilitates sequential functionalization, streamlining access to complex aromatic scaffolds.

Application

5-Bromo-2-chloro-1,3-benzoxazole serves as a versatile heterocyclic building block for late-stage functionalization in medicinal chemistry and materials science. The ortho-halogenated scaffold enables palladium-catalyzed cross-coupling reactions with high regioselectivity, while the benzoxazole core offers enhanced metabolic stability and favorable pharmacophore properties. Bench-stable and readily purified by recrystallization, it facilitates efficient synthesis of complex aromatic systems and API intermediates.

Safety Information

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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 26.03
LogP 3.2437
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Benzooxazole compounds

Key Words

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5-Bromo-2-chloro-1,3-benzoxazole

CAS No. 1030377-54-8

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