3-Methyl-5-(3-phenoxy­phen­yl)cyclo­hex-2-enone

In the title mol­ecule, C19H18O2, the cyclo­hexene ring adopts an envelope conformation, with all substituents equatorial. The dihedral angle between the benzene and phenyl rings is 83.75 (16)°. No classical hydrogen bonds are found in the crystal structure

3-Methyl-5-(4-methyl­phen­yl)cyclo­hex-2-enone

In the title mol­ecule, C14H16O, the cyclo­hexene ring adopts an envelope conformation, with all substituents equatorial. Mol­ecules are linked by C—H⋯O hydrogen bonds. A C—H⋯π inter­action involving the benzene ring is also found in the crystal structure. The H atoms of both methyl groups are disordered equally over two positions

5-(4-Chloro­phen­yl)-1-methyl-3-oxocyclo­hexa­necarbonitrile

In the title mol­ecule, C14H14ClNO, the cyclo­hexane ring adopts a chair conformation. The cyano group and the methyl group have axial and equatorial orientations, respectively. The benzene ring has an equatorial orientation. A C—H⋯π inter­action involving the benzene ring is found in the crystal structure

International lower limb collaborative (INTELLECT) study: a multicentre, international retrospective audit of lower extremity open fractures

Trauma remains a major cause of mortality and disability across the world1, with a higher burden in developing nations2. Open lower extremity injuries are devastating events from a physical3, mental health4, and socioeconomic5 standpoint. The potential sequelae, including risk of chronic infection and amputation, can lead to delayed recovery and major disability6. This international study aimed to describe global disparities, timely intervention, guideline-directed care, and economic aspects of open lower limb injuries

Synthesis and NMR spectral study of some 5-aryl-3-methylcyclohex-2-enones and 5<i>r</i>-aryl-3<i>t</i>-cyano-3<i>c</i>-methylcyclohexanones

553-562 Eight 5-aryl-3-methylcyclohex-2-enones 2a-h (Ar = C6H5, p-ClC6H4, p-MeOC6H4, p-O2NC6H4, p-MeC6H4, p-FC6H4, p-Me2­NC6H4 or m-O2NC6H4) and seven 5r-aryl-3t-cyano-3c-methylcyclohexanones 3a-c and 3e-h (Ar = C6H5, p-ClC6H4, p-MeOC6H4, p-MeC6H4, p-FC6H4, p-Me2­NC6H4 or m-O2NC6H4) have been synthesized and characterised by 1H and 13C NMR spectra. For 2a (Ar = C6H5) SEFT and HMBC spectra have been recorded. For 2e (Ar = p-MeC6H4) HSQC and HMBC spectra have been recorded. For 3a (Ar = C6H­5) HOMOCOSY, NOESY, HSQC and SEFT spectra have been recorded. Analysis of these spectra suggests that cyclohex-2-enones adopt sofa conformation with one of the methylene protons at C-4 and C-6 anti to H-5 and the other methylene proton gauche to H-5. The effect of the phenyl and methyl groups on the chemical shifts of protons and carbons in cyclohexenone ring are discussed. The cyanocyclohexanones adopt chair conformation with axial orientation of cyano group and equatorial orientations of the methyl and phenyl groups. The probable values for the proton chemical shifts of the various protons in the cyclohexanone ring of cis-3-methyl-5-phenylcyclohexanone 6 have been computed from the observed proton chemical shifts of 3a and the known effects of axial cyano group. The possible values for the 13C chemical shifts of the cyclohexanone ring carbons in 6 have been computed from the 13C chemical shifts of cyclohexanone and known effects of phenyl and methyl groups. Comparison of these values with the chemical shifts of protons and carbons in 2a suggests that the double bond at C-2 influences the 1H chemical shifts by polarization, magnetic anisotropy and electronegativity effects and the 13C chemical shifts by polarization and electronegativity effects. </smarttagtype

Synthesis and ¹H and ¹³C NMR spectral study of some t(3)-aryl-r(2),c(4)- dicarbalkoxy-c(5)- hydroxy-t(5)- methylcyclohexanones and their oximes

1004-1013Eight t(3)-aryl-r(2),c(4)-bis(carbalkoxy)-c(5)- hydroxy-t(5)-methylcyclohexanone oximes 4a (Ar = Ph; R = Et), 5a (Ar = p-NO₂C₆H₄; R = Et), 6a (Ar = p-ClC₆H₄; R = Et), 7a (Ar = Ph; R = Me), 8a (Ar = p-NMe₂C₆H₄; R = Me), 9a (Ar = m-NO₂C₆H₄; R = Me), 10a (Ar = p-FC₆H₄; R = Me) and 11a (Ar = p-OMeC₆H₄; R = Me) have been synthesized by treating the corresponding ketones with NH₂OH in the presence of sodium acetate. Ketones 8-11 have been newly synthesized by condensing methyl acetoacetate with the appropriate aromatic aldehyde in presence of methylamine. ¹H and ¹³C NMR spectra of ketones 7, 8, 10 and 11 and oximes 4a, 5a and 6a have been recorded in CDCl₃. ¹H and ¹³C NMR spectra of ketone 9 and the other oximes 7a-11a have been recorded in DMSO-d₆ since they are insoluble in CDCl₃. HOMOCOR spectrum has been recorded for 7 (in CDCl₃) and 7a. NOESY spectrum has been recorded for 4a, 7 (in CDCl₃ and DMSO-d₆), 7a and 8a. HSQC spectrum has been recorded for 7 (in CDCl₃) and 7a. HMBC spectrum has been recorded for 5a and 7a. DEPT spectrum has been recorded for 4a. The observed vicinal coupling constants suggest that all the compounds studied exist largely in chair conformation with axial orientations of the hydroxyl group at C-5 and equatorial orientations of all the other substituents. All the oximes have E configuration about C=N bond. The OH-proton at C-5 prefers to be anti to C(5)-C(6) bond in CDCl₃ but anti to C(4)-C(5) bond in DMSO-d₆. Change of solvent from CDCl₃ to DMSO-d₆ has a marked effect on the chemical shifts of the protons in the cyclohexane ring and OH proton. Among the two methylene protons at C-6 the equatorial proton has a higher chemical shift than the axial proton in CDCl₃ but a reverse trend is observed in DMSO-d₆. However,¹³C chemical shifts are not influenced by the change of solvent. Oximation shields all the ring carbons of the cyclohexane ring except C-4. Oximation shields all the protons in the cyclohexane ring except H-6e, which is deshielded by about 0.9 to 1.0 ppm. Use of ¹H and ¹³C chemical shifts for determining the configuration and conformation of oximes is also discussed

1-Methyl-5-(4-methylphenyl)-3-oxocyclohexane-1-carbonitrile

In the title molecule, C15H17NO, the cyclohexane ring adopts a chair conformation. The cyano and methyl groups at position 1 have axial and equatorial orientations, respectively. The benzene ring has an equatorial orientation. A C-H...pi interaction involving the benzene ring is found in the crystal structure