Lot numbers can be found on the outside label of a product:
2,3-Diaminonaphthalene-1,4-dione
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CAS No. 13755-95-8
- Cat. No. CS-0170445
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 13755-95-8
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General Information
- CAS No. 13755-95-8
- Cat. No. CS-0170445
- Purity ≥95%
- MDL No. None
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₈N₂O₂
- Molecular Weight 188.18
- Synonym(s) diaminonaphthoquinone
- SMILES C1(=C(C(C2=CC=CC=C2C1=O)=O)N)N
Description
2,3-Diaminonaphthalene-1,4-dione features a rigid quinone scaffold with adjacent amino groups enabling direct coordination to metal ions. This arrangement supports redox-active ligand behavior in catalytic systems and facilitates integration into supramolecular architectures through hydrogen bonding and π-stacking interactions.
Application
2,3-Diaminonaphthalene-1,4-dione serves as a versatile building block in synthetic organic chemistry, enabling access to functionalized naphthoquinone scaffolds. Its dual amine functionality facilitates conjugation and metal coordination, while the quinone moiety supports Diels-Alder reactions and redox-active transformations. The compound exhibits bench stability and compatibility with common protecting group strategies, making it suitable for iterative synthesis workflows in medicinal chemistry and materials science applications.
Synthesis
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Route1
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83167-46-8 - ~91%
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In-stock
13755-95-8
References
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Chesneau, Bertrand; Hardouin-Lerouge, Marie; Hudhomme, Pietrick Organic Letters, 2010 , vol. 12, # 21 p. 4868 - 4871
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Route2
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117-80-6
- ~78%
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In-stock
13755-95-8
References
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Miao, Shaobin; Brombosz, Scott M.; Schleyer, Paul V R.; Wu, Judy I.; Barlow, Stephen; Marder, Seth R.; Hardcastle, Kenneth I.; Bunz, Uwe H. F. Journal of the American Chemical Society, 2008 , vol. 130, # 23 p. 7339 - 7344
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Route3
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83167-46-8
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107-15-3
- ~10%
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In-stock
13755-95-8
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90331-43-4
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90331-39-8
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90331-42-3
References
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Kallmayer, Hans-Joerg; Seyfang, Karlheinz Archiv der Pharmazie (Weinheim, Germany), 1984 , vol. 317, # 4 p. 329 - 335
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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 86.18
- LogP 0.1946
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 0
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Key Words
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