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Naphthalene-2,6-dicarbaldehyde
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CAS No. 5060-65-1
- Cat. No. CS-0110871
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 5060-65-1
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General Information
- CAS No. 5060-65-1
- Cat. No. CS-0110871
- Purity ≥95%
- MDL No. None
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₈O₂
- Molecular Weight 184.19
- Synonym(s) 2,6-NAPHTHALENEDICARBALDEHYDE
- SMILES O=CC1=CC=C2C=C(C=CC2=C1)C=O
Description
Naphthalene-2,6-dicarbaldehyde features two aldehyde groups positioned at the 2 and 6 ring positions of a naphthalene core, enabling dual functionalization in synthetic transformations. This electron-deficient scaffold integrates readily into complex architectures, offering high reactivity under standard conditions. The rigid, planar structure enhances conjugation in downstream products.
Application
Naphthalene-2,6-dicarbaldehyde serves as a versatile bifunctional building block in synthetic organic chemistry, enabling the construction of complex heterocyclic scaffolds and functionalized aromatic systems. Its two aldehyde groups exhibit high reactivity in condensation reactions, including imine formation and Knoevenagel-type couplings, with excellent compatibility in multistep syntheses. The molecule demonstrates robust bench stability and facilitates straightforward purification, making it well-suited for applications in medicinal chemistry and materials science.
Synthesis
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Route1
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In-stock
1141-38-4 - ~%
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In-stock
5060-65-1
References
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Hwang, Gil Tae; Son, Hyung Su; Ku, Ja Kang; Kim, Byeang Hyean Journal of the American Chemical Society, 2003 , vol. 125, # 37 p. 11241 - 11248
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Route2
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In-stock
840-65-3 - ~%
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In-stock
5060-65-1
References
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Xie, Gao-Yi; Jiang, Long; Lu, Tong-Bu Dalton Transactions, 2013 , vol. 42, # 39 p. 14092 - 14099
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References
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Hagiya, Kazutake; Mitsui, Sunao; Taguchi, Hiroaki Synthesis, 2003 , # 6 p. 823 - 828
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Safety Information
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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 34.14
- LogP 2.4648
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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