Lot numbers can be found on the outside label of a product:
1,3-Adamantanedicarboxylic acid
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CAS No. 39269-10-8
- Cat. No. CS-0155453
- Purity≥97%
- MDL No.MFCD00167790
*For research and further manufacturing use only, not for direct human use.
Structure of 39269-10-8
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General Information
- CAS No. 39269-10-8
- Cat. No. CS-0155453
- Purity ≥97%
- MDL No. MFCD00167790
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₆O₄
- Molecular Weight 224.26
- Synonym(s) None
- SMILES O=C(O)C12CC3CC(C1)CC(C(=O)O)(C3)C2
Description
1,3-Adamantanedicarboxylic acid features a rigid, polycyclic adamantane core flanked by two carboxylic acid groups, offering enhanced thermal stability and defined spatial orientation. This structural rigidity facilitates controlled molecular integration in synthetic scaffolds, enabling precise functionalization for applications in materials science and medicinal chemistry.
Application
1,3-Adamantanedicarboxylic acid serves as a rigid, sterically constrained dicarboxylic building block for the synthesis of functionalized heterocycles and polymer precursors. Its high thermal stability and resistance to oxidation enable reliable handling in multistep syntheses. The molecule facilitates efficient coupling reactions via esterification or amidation, with both carboxyl groups exhibiting predictable reactivity under standard conditions. Functions as a valuable scaffold in medicinal chemistry for probing steric and electronic effects in bioactive molecules.
Synthesis
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Route1
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201230-82-2 -
In-stock
281-23-2 - ~80%
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In-stock
39269-10-8
References
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Akhrem, Irena S.; Avetisyan, Dzhul'Etta V.; Afanas'Eva, Luidmila V. Tetrahedron Letters, 2012 , vol. 53, # 27 p. 3493 - 3496
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Route2
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64-18-6
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In-stock
5001-18-3 - ~85%
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In-stock
39269-10-8
References
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IDEMITSU PETROCHEMICAL CO., LTD. Patent: EP1398309 A1, 2004 ; Location in patent: Page 5 ;
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Route3
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In-stock
768-90-1 -
201230-82-2
- ~80%
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In-stock
39269-10-8
References
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Akhrem, Irena S.; Avetisyan, Dzhul'Etta V.; Afanas'Eva, Lyudmila V.; Goryunov, Evgenii I.; Churilova, Irina M.; Petrovskii, Pavel V.; Kagramanov, Nikolai D. Mendeleev Communications, 2011 , vol. 21, # 5 p. 259 - 261
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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 : H315-H319
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Precautionary Statements : P264-P280-P302+P352-P362+P364
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Quality Control
Computational Chemistry Data
- TPSA 74.6
- LogP 1.7422
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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