1,2-Bis(4-bromophenyl)ethyne

Name: 1,2-Bis(4-bromophenyl)ethyne
Brand: ChemScene
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CAS No. 2789-89-1
Cat. No. CS-W004891
Purity≥95%
MDL No.MFCD00185147

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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 2789-89-1

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General Information

CAS No. 2789-89-1
Cat. No. CS-W004891
Purity ≥95%
MDL No. MFCD00185147
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₈Br₂
Molecular Weight 336.03
Synonym(s) Bis(4-bromophenyl)acetylene
SMILES BrC1=CC=C(C#CC2=CC=C(Br)C=C2)C=C1

Description

1,2-Bis(4-bromophenyl)ethyne features two brominated phenyl groups flanking a rigid alkyne linker, enabling efficient coupling in palladium-catalyzed cross-coupling reactions. This electron-deficient diyne serves as a key building block for conjugated polymers and functionalized aromatic architectures in materials science and synthetic organic chemistry.

Application

1,2-Bis(4-bromophenyl)ethyne serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling the construction of biaryl and polyaryl scaffolds. Its dual bromo substituents offer orthogonal reactivity for sequential functionalization, while the ethynylene linker provides rigidity and electronic conjugation. The compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07,GHS09
Signal Word : Danger	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H315-H318-H335-H400-H410
Precautionary Statements : P261-P264-P271-P273-P280-P302+P352-P362-P391-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 0
LogP 4.6114
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alkyne

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

Key Words

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1,2-Bis(4-bromophenyl)ethyne

CAS No. 2789-89-1

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