Thermal chlorination of n-heptane was written by Galanina, R. S.. And the article was included in Doklady Akademii Nauk SSSR in 1953.Computed Properties of C7H11NO This article mentions the following:
Continuous thermal chlorination of n-C7H16 was studied in a continuous-flow apparatus (cf. first reference above) with rapid removal of RCl from the reaction zone. With a ratio RH:Cl2 of 10:1 at 0.73 space velocity 50% RCl with only a trace of dichlorides is formed at 180°. At higher temperatures the yield of RCl rises and the dichloride disappears. At 260° is obtained the best yield, 96.5% RCl. At this temperature the yield of RCl rises steadily as the RH:Cl2 ratio is increased although both 8:1 and 10:1 ratios give the same high yield of 96.5%. Fractionation of the RCl gave 2 fractions, b. 134-6° and b. 147-50°, corresponding, resp., to 2-and 1-chloroheptane, identified further by d. and n. No tertiary halides were found, showing there is no isomerization of RH. At the temperature employed, the rate of substitution of primary H is greater than that of the secondary H atoms, but at lower temperatures the reverse is true. Chlorination of the crude RCl was run to obtain the dichlorides; with a 6:1 ratio of RCl: Cl2 at 0.45 space velocity of Cl2, the yield of dichlorides was 79.7% at 240°, 90% at 260°, and 99.2% at 280°. Fractionation gave 1,7-, 1,1- and 1,2-dichloroheptanes. Only at 220-40° does equilibrium exist in the rates of replacement of primary and secondary H atoms by Cl, while at 260° the highest rate of primary H replacement occurs (cf. Nekrasova, C.A. 48, 2560d, for chlorination in the liquid phase). The yields and properties of the isomeric dichlorides follow: 1,1, 31.5%, b20 82°, d20 1.0088, n20D 1.4440; 1,2, 15%, b7 68-72°, d20 1.0625, n20D 1.4480; 1,7, 53.1%, b28 120°, d20 1.048, n20D 1.4500. In the experiment, the researchers used many compounds, for example, 4-Hydroxycyclohexanecarbonitrile (cas: 24056-34-6Computed Properties of C7H11NO).
4-Hydroxycyclohexanecarbonitrile (cas: 24056-34-6) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Computed Properties of C7H11NO
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts