Lot numbers can be found on the outside label of a product:
4,4'-(1,2-Ethynediyl)dibenzoic Acid
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CAS No. 16819-43-5
- Cat. No. CS-W003905
- Purity≥98%
- MDL No.MFCD18711382
*For research and further manufacturing use only, not for direct human use.
Structure of 16819-43-5
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General Information
- CAS No. 16819-43-5
- Cat. No. CS-W003905
- Purity ≥98%
- MDL No. MFCD18711382
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₁₀O₄
- Molecular Weight 266.25
- Synonym(s) 4,4'-(Ethyne-1,2-diyl)dibenzoic acid
- SMILES O=C(O)C1=CC=C(C#CC2=CC=C(C=C2)C(=O)O)C=C1
Description
This ethynyl-linked dibenzoic acid features two carboxylic acid groups flanking a rigid, linear alkyne bridge, enabling efficient conjugation in polymer backbones and functional materials. The para-substituted aromatic rings enhance electronic delocalization, while the terminal alkynes facilitate click chemistry applications. Bench-stable and moisture-tolerant, this compound integrates readily into modular synthesis workflows for advanced organic architectures.
Application
4,4'-(1,2-Ethynediyl)dibenzoic Acid serves as a versatile building block for conjugated aromatic systems, enabling efficient Sonogashira coupling and click chemistry applications. Its dual carboxylic acid functionality provides high polarity and solubility, facilitating purification and functionalization. The rigid alkyne spacer enhances π-conjugation in extended molecular architectures, making it valuable for synthesizing optoelectronic materials and macrocyclic scaffolds with predictable geometry.
Synthesis
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Route1
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In-stock
![1,1′-Dimethyl 4,4′-(1,2-ethynediyl)bis[benzoate]|CS-0864917](https://file.chemscene.com/productPIC/CS-0864917.gif)
16882-08-9 - ~98%
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In-stock
16819-43-5
References
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Gadzikwa, Tendai; Zeng, Bi-Shun; Hupp, Joseph T.; Nguyen, SonBinh T. Chemical Communications, 2008 , # 31 p. 3672 - 3674
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Route2
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In-stock
619-44-3 - ~%
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In-stock
16819-43-5
References
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Fasina, Tolulope M.; Collings, Jonathan C.; Burke, Jacqueline M.; Batsanov, Andrei S.; Ward, Richard M.; Albesa-Jove, David; Porres, Laurent; Beeby, Andrew; Howard, Judith A. K.; Scott, Andrew J.; Clegg, William; Watt, Stephen W.; Viney, Christopher; Marder, Todd B. Journal of Materials Chemistry, 2005 , vol. 15, # 6 p. 690 - 697
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Route3
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In-stock
3034-86-4 - ~%
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In-stock
16819-43-5
References
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Fasina, Tolulope M.; Collings, Jonathan C.; Burke, Jacqueline M.; Batsanov, Andrei S.; Ward, Richard M.; Albesa-Jove, David; Porres, Laurent; Beeby, Andrew; Howard, Judith A. K.; Scott, Andrew J.; Clegg, William; Watt, Stephen W.; Viney, Christopher; Marder, Todd B. Journal of Materials Chemistry, 2005 , vol. 15, # 6 p. 690 - 697
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 74.6
- LogP 2.4828
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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