Synthesis and Crystal Structure of a Novel Chiral 1-Methylpropargyl Ester Carrying Azobenzene Moiety

A novel chiral methylpropargyl ester containing azobenzene moiety (S)-(-)-3-methyl-3-{4-[4-(n-octyloxy)phenylazophenyl]carbonyl}oxy-1-propyne 3 (C_(25)H_(30)N_2O_3,M_r=406.51)was synthesized and characterized by IR,NMR and single-crystal X-ray diffraction.The crystal is of monoclinic system,space group P2_1 with a=6.7610(17),b=7.675(2),c=22.749(7) (A),β=97.613(6)°,V=1170.1(6) (A)~3,Z=2,D_c=1.154,F(000)=436,μ=0.076 mm~(-1),R=0.0544 and wR=0.1569 for 2444.observed reflections with I ＞ 2σ(1).Structure analysis proved that the azobenzene presents a trans form,and intermolecular hydrogen bonds yield a 3D framework.The chiral acetylene carrying azobenzene moieties can be a potential alternative nonlinear optical,helical polymer,and liquid crystalline material.