Synthesis of liquid crystal 4,4′-dialkyltolane was written by Chen, Xin-bing;An, Zhong-wei. And the article was included in Jingxi Huagong in 2003.Reference of 39969-26-1 This article mentions the following:
P-Alkylphenylacetyl chlorides, prepared from p-alkylphenylacetic acid with P oxychloride, reacted with alkylbenzene and AlCl3 in mole ratio n (I):n(alkylbenzene):n(AlCl3) = 1.0:5.0:1.2 to afford 1-(4-alkylphenylacetyl)-4-alkylbenzene (II). Then the reaction of II with acetyl chloride [n(II):n(acetyl chloride) = 1:8] catalyzed by ZnCl2-SiO2 was carried out in CH2Cl2 for 5 h to give 1-chloro-1,2-bisalkylphenylethylene (III). Finally 4,4′-dialkyltolane (IV) was synthesized by the reaction of III with KOH [n(III):n(KOH) = 1:8] in xylene for 15 h. The overall yield was 47%-52%. In the experiment, the researchers used many compounds, for example, 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1Reference of 39969-26-1).
1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Reference of 39969-26-1
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem