1,2-Dichloro-4-ethynylbenzene

Name: 1,2-Dichloro-4-ethynylbenzene
Brand: ChemScene
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CAS No. 556112-20-0
Cat. No. CS-0158572
Purity≥98%
MDL No.MFCD07783046

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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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1,2-Dichloro-4-ethynylbenzene|CS-0158572

Structure of 556112-20-0

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General Information

CAS No. 556112-20-0
Cat. No. CS-0158572
Purity ≥98%
MDL No. MFCD07783046
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄Cl₂
Molecular Weight 171.02
Synonym(s) 3,4-Dichlorophenylacetylene
SMILES C#CC1=CC(=C(C=C1)Cl)Cl

Description

1,2-Dichloro-4-ethynylbenzene features a rigid aromatic core bearing two ortho-chlorine substituents and a para-ethynyl group. This configuration enables efficient coupling in cross-coupling reactions, particularly in the construction of conjugated molecular architectures. The molecule exhibits enhanced stability under standard reaction conditions and facilitates precise spatial control in synthetic sequences.

Application

1,2-Dichloro-4-ethynylbenzene serves as a versatile building block in cross-coupling and Sonogashira reactions, enabling efficient access to substituted arylacetylenes. The dichloro substitution pattern provides orthogonal reactivity for sequential functionalization, while the terminal alkyne facilitates coupling with palladium catalysts under mild conditions. Its bench-stable nature and compatibility with diverse reaction partners make it ideal for constructing complex scaffolds in medicinal chemistry and materials science applications.

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 : H315-H319-H335-H413
Precautionary Statements : P261-P264-P271-P273-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 0
LogP 2.9747
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1,2-Dichloro-4-ethynylbenzene

CAS No. 556112-20-0

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