1-Adamantanecarboxylic acid

1-Adamantanecarboxylic acid is an organic compound with the formula (CH2)6(CH)3(CCO2H). A white solid, it is the simplest carboxylic acid derivative of adamantane. The compound is notable for its synthesis by carboxylation of adamantane.[1] 1-Adamantanecarboxylic acid is unusual in forming mononuclear tris(carboxylate) coordination complexes of the formula [M(O2CR)3]− (M = Mn, Ni, Co, Zn).[2]

1-Adamantanecarboxylic acid
Names
Other names
1-Adamantane carboxylic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.011.440
EC Number
  • 212-584-6
  • InChI=1S/C11H16O2/c12-10(13)11-4-7-1-8(5-11)3-9(2-7)6-11/h7-9H,1-6H2,(H,12,13)
    Key: JIMXXGFJRDUSRO-UHFFFAOYSA-N
  • C1C2CC3CC1CC(C2)(C3)C(=O)O
Properties
C11H16O2
Molar mass 180.247 g·mol−1
Appearance white solid
Melting point 175–176.5 °C (347.0–349.7 °F; 448.1–449.6 K)
Related compounds
Related compounds
 2-Adamantanecarboxylic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. H. Koch and W. Haaf (1964). "1-Adamantanecarboxylic Acid". Organic Syntheses. 44: 1. doi:10.15227/orgsyn.044.0001.
  2. Fursova, E. Yu.; Romanenko, G. V.; Tolstikov, S. E.; Ovcharenko, V. I. (2019). "Mononuclear Transition Metal Adamantane-1-Carboxylates". Russian Chemical Bulletin. 68 (9): 1669–1674. doi:10.1007/s11172-019-2610-4. S2CID 203592748.
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