In 2022,Narjinari, Himani; Tanwar, Niharika; Kathuria, Lakshay; Jasra, Raksh Vir; Kumar, Akshai published an article in Catalysis Science & Technology. The title of the article was 《Guerbet-type β-alkylation of secondary alcohols catalyzed by chromium chloride and its corresponding NNN pincer complex》.Application of 100-55-0 The author mentioned the following in the article:
The β-alkylation of secondary alcs. had been successfully accomplished using earth abundant, inexpensive and environmentally benign 3d transition metal chromium salt CrCl3 and its corresponding pincer-Cr complex, (Ph2NNN)CrCl3 (0.005 mol%), at 140°C in air under conventional (3 h) and microwave heating conditions (ca. 75 W for 1.5 h) in the presence of NaOtBu (5 mol%) to obtain β-alkylated alcs. R(CH2)2CH(OH)R1 [R = Ph, cyclohexyl, 4-ClC6H4, etc.; R1 = Ph, 4-MeC6H4, 2-thienyl, etc.]. Microwave conditions provided better results (90% yield and 18 000 TON at 12 000 TOh-1) in comparison to conventional heating (84% yield and 16 800 TON at 5600 TOh-1). While CrCl3 (0.005 mol%) afforded 76% yield (15 200 TON at 10 133 TOh-1) of the β-alkylated alcs. under microwave conditions in the presence of 5 mol% NaOtBu, the corresponding pincer-Cr complex (Ph2NNN)CrCl3 (0.005 mol%) resulted in 90% yield (18 000 TON at 12 000 TOh-1) of the β-alkylated alcs. under similar conditions. EPR studies suggest the involvement of chromium(II) active species when either CrCl3 or its corresponding NNN pincer was used. HRMS anal., hot-filtration and mercury-drop test provided conclusive evidence for the homogeneous and well-defined mol. nature of the reaction mixture Apparently, insertion of the α-alkylated ketone into the Cr-H bond was the RDS based on inferences drawn from deuterium labeling studies that demonstrate a KIE of 7.33 and HRMS anal. which provided vital information on the resting-state of the reaction. The experimental part of the paper was very detailed, including the reaction process of 3-Pyridinemethanol(cas: 100-55-0Application of 100-55-0)
3-Pyridinemethanol(cas: 100-55-0) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Application of 100-55-0
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts