The energetic effects caused by replacing one of the methylene groups in the 9,10-dihydroanthracene by ether or ketone functional groups yielding xanthene and anthrone species, respectively, were determined from direct comparison of the standard (p = 0.1 MPa) molar enthalpies of formation in the gaseous phase, at T = 298.15 K, of these compounds. The experimental static-bomb combustion calorimetry and Calvet microcalorimetry and the computational G3(MP2)//B3LYP method were used to get the standard molar gas-phase enthalpies of formation of xanthene, (41.8 +- 3.5) kJ * mol-1, and anthrone, (31.4 +- 3.2) kJ * mol-1. The enthalpic increments for the substitution of methylene by ether and ketone in the parent polycyclic compound (9,10-dihydroanthracene) are -(117.9 +- 5.5) kJ * mol-1 and -(128.3 +- 5.4) kJ * mol-1, respectively.
Compounds
#
Formula
Name
1
CO2
carbon dioxide
2
H2O
water
3
O2
oxygen
4
C14H10O
9(10H)-anthracenone
5
C13H10O
10H-9-oxaanthracene
Datasets
The table above is generated from the ThermoML associated json file (link above).
POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied;
the numbers refer to the table of compounds on the left.
Type
Compound-#
Property
Variable
Constraint
Phase
Method
#Points
POMD
4
Molar enthalpy of vaporization or sublimation, kJ/mol ; Crystal
Temperature, K; Crystal
Crystal
Gas
Static calorimetry
1
POMD
5
Molar enthalpy of vaporization or sublimation, kJ/mol ; Crystal
Temperature, K; Crystal
Crystal
Gas
Static calorimetry
1
RXND
4
1
2
3
Specific internal energy of reaction at constant volume, J/g
Static bomb calorimetry
1
RXND
5
1
2
3
Specific internal energy of reaction at constant volume, J/g