4-Ethynyl-1,2-dimethylbenzene

Name: 4-Ethynyl-1,2-dimethylbenzene
Brand: ChemScene
Availability: InStock
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CAS No. 860178-73-0
Cat. No. CS-0266217
Purity≥98%
MDL No.None

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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+
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4-Ethynyl-1,2-dimethylbenzene|CS-0266217

Structure of 860178-73-0

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General Information

CAS No. 860178-73-0
Cat. No. CS-0266217
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀
Molecular Weight 130.19
Synonym(s) 4-Ethynyl-1,2-diMethyl benzene
SMILES C#CC1=CC=C(C)C(C)=C1

Description

4-Ethynyl-1,2-dimethylbenzene features a terminal alkyne group ortho to a dimethyl-substituted aromatic ring, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions. The electron-rich arene stabilizes the alkyne functionality under standard conditions, while the methyl groups enhance solubility and reduce aggregation in organic media. This scaffold serves as a robust building block for conjugate materials, functionalized polymers, and bioconjugation applications.

Application

4-Ethynyl-1,2-dimethylbenzene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted biaryls and extended conjugated systems. The terminal alkyne functionality exhibits excellent stability under standard bench conditions and tolerates a range of functional groups, facilitating straightforward purification and integration into complex molecular architectures.

Synthesis

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References
- Vasil'ev; Rudenko; Grinenko Russian Journal of Organic Chemistry, 2000 , vol. 36, # 8 p. 1157 - 1162
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  3637-01-2
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- In-stock
  
  860178-73-0
References
- Tirpak,M.R. et al. Journal of Organic Chemistry, 1960 , vol. 25, p. 687 - 690

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

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Computational Chemistry Data

TPSA 0
LogP 2.28474
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alkyne

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

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

Key Words

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4-Ethynyl-1,2-dimethylbenzene

CAS No. 860178-73-0

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