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1,3,5-Cyclohexanetricarboxylic acid 16526-68-4 CIS-1,3,5-CYCLOHEXANETRICARBOXYLIC ACID -OL-3-ONE 3-CARBOXYMETHYLOXIME
A mixture of 18 g (85 mmol) of trimesic acid, 2 g (10% mass equiv) of 5% rhodium on alumina,22 and 300 mL of water was hydrogenated at 70 °C and 50 psi. Uptake was complete in 7 h and the yield was almost quantitative.
The filtrate was concentrated to give a white solid.
The acid obtained was mostly the cis,cis form (cis,cis/cis,trans = 7:1). Recrystalization from ethanol-toluene solution gave the cis,cis isomer, 1,3,5-Cyclohexanetricarboxylic acid, quantitative yield mp 218-219 °C (lit.23 mp 218 °C); 1H NMR (500 MHz, CDCl3) δ11.51 (br s, 3H), 1.91 (dd, J = 5.5 Hz, J = 5.0 Hz, 3H), 1.83 (dd, J = 13.0 Hz, J = 5.0 Hz, 3H), 1.02 (dd, J = 13.0 Hz, J = 5.5 Hz, 3H); 13C NMR (500 MHz, CDCl3) δ175.44, 40.79, 29.91; IR (cm-1) 2917, 2850, 1708, 1616, 1418, 1289, 1261.
Product details
CAS: | 16526-68-4 |
MF: | C9H12O6 |
MW: | 216.19 |
Melting point | 216-220 °C |
Boiling point | 372.4±42.0 °C(Predicted) |
density | 1.509±0.06 g/cm3(Predicted) |
storage temp. | Sealed in dry,Room Temperature |
solubility | soluble in Methanol |
pka | 3.45±0.10(Predicted) |
form | powder to crystal |
color | White to Almost white |
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