Lot numbers can be found on the outside label of a product:
Naphthalene-2,6-diamine
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CAS No. 2243-67-6
- Cat. No. CS-0129539
- Purity≥95%
- MDL No.MFCD01109656
*For research and further manufacturing use only, not for direct human use.
Structure of 2243-67-6
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General Information
- CAS No. 2243-67-6
- Cat. No. CS-0129539
- Purity ≥95%
- MDL No. MFCD01109656
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₀N₂
- Molecular Weight 158.20
- Synonym(s) C.I.76600
- SMILES NC1=CC=C2C=C(N)C=CC2=C1
Description
Naphthalene-2,6-diamine is a planar, electron-rich diamine featuring two primary amine groups at the 2 and 6 positions of the naphthalene core. This arrangement enables strong π-stacking interactions and facilitates coordination to metal centers or incorporation into conjugated polymers. The molecule exhibits enhanced solubility in polar solvents compared to unsubstituted naphthalene derivatives and demonstrates stability under standard handling conditions. It serves as a key building block for functional materials and ligand design.
Application
Naphthalene-2,6-diamine serves as a versatile building block in synthetic organic chemistry, enabling the construction of functionalized heterocycles and conjugated systems. Its ortho-diamine motif facilitates metal-catalyzed coupling reactions and cyclization processes, while demonstrating good bench stability and compatibility with common protecting groups. The molecule functions effectively in the synthesis of pharmaceutical intermediates and advanced materials, offering predictable reactivity in standard amine transformations and oxidation-sensitive applications.
Synthesis
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Route1
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1312611-11-2 - ~47%
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In-stock
2243-67-6
References
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InterMune, Inc. Patent: US2011/152246 A1, 2011 ; Location in patent: Page/Page column 260 ;
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Route2
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3230-35-1 - ~%
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In-stock
2243-67-6
References
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Leonard; Hyson Journal of the American Chemical Society, 1949 , vol. 71, p. 1961,1962
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Route3
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In-stock
581-43-1 - ~%
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In-stock
2243-67-6
References
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Jacchia Justus Liebigs Annalen der Chemie, 1902 , vol. 323, p. 127
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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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 52.04
- LogP 2.0042
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 0
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Key Words
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