2-Bromobenzo[d]oxazole

Name: 2-Bromobenzo[d]oxazole
Brand: ChemScene
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CAS No. 68005-30-1
Cat. No. CS-0375664
Purity≥95%
MDL No.MFCD12780021

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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 68005-30-1

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General Information

CAS No. 68005-30-1
Cat. No. CS-0375664
Purity ≥95%
MDL No. MFCD12780021
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrNO
Molecular Weight 198.02
Synonym(s) 2-broMobenzoxazole
SMILES BrC1=NC2=CC=CC=C2O1

Description

2-Bromobenzo[d]oxazole delivers a brominated heterocyclic scaffold with enhanced reactivity in palladium-catalyzed cross-coupling processes. This bench-stable, moisture-tolerant compound integrates readily into complex molecular architectures, serving as a key building block for pharmaceutical intermediates and functional materials.

Application

2-Bromobenzo[d]oxazole serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl architectures. Its bromine substituent facilitates efficient functionalization under standard Suzuki, Stille, and Negishi conditions, while the benzo[d]oxazole core provides metabolic stability and structural rigidity relevant to medicinal chemistry applications. The compound exhibits excellent bench stability and is readily purified by flash chromatography, making it well-suited for scalable synthetic workflows.

Synthesis

Route1
- In-stock
  
  273-53-0
- ~%
- In-stock
  
  68005-30-1
References
- Yotphan, Sirilata; Beukeaw, Danupat; Reutrakul, Vichai Synthesis (Germany), 2013 , vol. 45, # 7 art. no. SS-2013-F0068-OP, p. 936 - 942
Route2
- In-stock
  
  2382-96-9
- ~%
- In-stock
  
  68005-30-1
References
- McCoy American Chemical Journal, 1899 , vol. 21, p. 123

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 26.03
LogP 2.5903
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzooxazole compounds

Key Words

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2-Bromobenzo[d]oxazole

CAS No. 68005-30-1

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