Wibaut, J. P.’s team published research in Proceedings of the Koninklijke Nederlandse Akademie van Wetenschappen in 51 | CAS: 52358-73-3

Proceedings of the Koninklijke Nederlandse Akademie van Wetenschappen published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C4H10O2, Quality Control of 52358-73-3.

Wibaut, J. P. published the artcileEffect of temperatures and catalysts on the bromination of naphthalene; the α-bromonaphthalene ⇄ β-bromonaphthalene equilibrium, Quality Control of 52358-73-3, the publication is Proceedings of the Koninklijke Nederlandse Akademie van Wetenschappen (1948), 776-86, database is CAplus.

The content of β-monobromonaphthalene increases slowly with temperature of reaction over the range 85° to 215° according to ln(Cα/Cβ) = (Εβ – Εα)/RT where Ε is the energy of activation of the bromination reaction. Εβ – Εα = 2498 cal./mol. in agreement with exptl. results of Suyver and Wibaut. (C.A. 40, 3428). Catalysts (FeCl3 or FeBr3) cause an increase in amount of β-mono-, di-, and tribrominated products. Uncatalyzed: about 3-8% β in a yield of 50-60% C10H7Br over the range 85-215° is obtained; catalyzed: about 22 to 48% β in a yield of 37-42% C10H7Br. The yield is affected greatly by reaction time, etc. Either α- or β-C10H7Br in contact with FeCl3 or FeBr3 at 150° gives the same equilibrium mixture of 40% α and 60% β. No such conversion occurs in the absence of catalyst. Equilibrium mixtures contain 63.1% β at 100°, 62.3% β at 150°, 60.4% β at 200°, and 58.8% β at 250°. ΔH conversion α ⇄ β is calculated as -500 ± 130 cal./mol. 1,2-, 1,3-, and 1,6-Dibromonaphthalene +HBr + FeCl3 at 150° → 56% β- and 44% α-C10H7Br + Br2. An ionic mechanism is proposed, although wave-mech. calculations are discussed which support either ionic or free-radical mechanisms. Catalyzed vapor-phase bromination of C10H8 yields 55.35% (calculated on Br) C10H7Br in range 250°. The kinetics and mechanism of this reaction are discussed. Again either α- or β-C10H7Br passed over a catalyst in gas phase yields an equilibrium mixture of about 60% β and 40% α.

Proceedings of the Koninklijke Nederlandse Akademie van Wetenschappen published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C4H10O2, Quality Control of 52358-73-3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary