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| Content Provider | Royal Society of Chemistry (RSC) |
|---|---|
| Author | Colinese, D. C. |
| Copyright Year | 1971 |
| Abstract | Apparent dipole moments in benzene and dioxan of benzylideneaniline and its two para-methyl derivatives have been determined, and used to obtain the inclination of the resultant moment to the N–C(ring) axis in each solvent. The moments in dioxan of 4-hydroxystilbene and 13 N-(4-hydroxybenzylidene)-4-substituted anilines are reported together with hydroxy-group stretching frequencies ν(OH) in carbon tetrachloride and dioxan. To explain the observed moments in dioxan, values of hydroxy-group bond moments µ(O–H) have been calculated. Both ν(OH) and µ(O–H) are found to be linearly related to the Hammett substituent constant, σ. The relative frequency shift in dioxan being adopted as a measure of the enthalpy change on solute–solvent association, these results provide another illustration of the dependence of µ(O–H) on the strength of hydrogen bonding. |
| Starting Page | 857 |
| Ending Page | 863 |
| Page Count | 7 |
| File Format | |
| ISSN | 00456470 |
| Volume Number | 0 |
| Journal | Journal of the Chemical Society B: Physical Organic |
| DOI | 10.1039/J29710000857 |
| Language | English |
| Publisher | Royal Society of Chemistry |
| Access Restriction | Open |
| Subject Keyword | Dipole Benzene Orbital inclination Solvent Ray Goodman & Brown Carbon tetrachloride Hammett equation Substituent Enthalpy Dependent and independent variables Hydrogen bond |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Physical and Theoretical Chemistry |
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