Tansjo, L.’s team published research in Acta Chemica Scandinavica in 18 | CAS: 312-40-3

Acta Chemica Scandinavica published new progress about 312-40-3. 312-40-3 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Difluorodiphenylsilane, and the molecular formula is C19H14N2, Name: Difluorodiphenylsilane.

Tansjo, L. published the artcileReaction of phenylsilicon fluorides with primary amines, Name: Difluorodiphenylsilane, the publication is Acta Chemica Scandinavica (1964), 18(2), 465-73, database is CAplus.

cf. preceding abstract Ph2SiF2 (33.5 g.) in 100 mL. dry Et2O added to 0.15 mol PhMgBr in 100 mL. Et2O, the stirred mixture refluxed 3 h. and kept overnight, Et2O distilled, the mixture held 6 h. at 100-110¡ã, and Et2O and 150 mL. 2.5N HCl added gave 53% Ph3SiF (I). A vigorous reaction occurred when an aliphatic primary amine was added to PhSiF3 (II); distilling the mixture gave the amine and a residue that distilled at the b.p. of II and deposited in the cold part of the system as a fuming white solid. When Et2O solutions of II and amine were mixed, a white precipitate of (RNH3)2[SiF5Ph] immediately formed. With PrNH2 0.33 molar equivalent salt was formed per mol of II. Some evidence supported the view that the reaction proceeded to form mainly (PrNH3)2[SiF5Ph] (III), but the presence of all compounds PhSi(NHR)nF3-n (R = Pr; n = 0, 1, 2, 3) was indicated. These products (where R = H, Me, Et, Pr, or Bu) were white solids, m. >250¡ã, sublimed 225-75¡ã (IR spectra determined). They dissolved in H2O to give acidic solutions, which became turbid on standing, owing to hydrolysis. III (0.587 g.) and 0.342 g. PhSi(NHPr)3 heated 1 h. at 60¡ã gave PhSi(NHPr)F2 and PrNH2. Ph2SiF2 (IV) reacted exothermally with primary amines to yield solids far above the m.p. of the components. No precipitate formed when the 2 components were mixed at room temperature in Et2O or C6H6; in MeCN an increase in conductivity occurred, indicating ion formation. Dry HF added to solutions of PrNH2 and excess IV in Et2O, and the mixture held overnight gave a solid with IR spectrum identical with III. PrNH3F (0.238 g.) and 1.5 g. IV reacted exothermally to give 0.338 g. III and 0.063 g. C6H6, indicating cleavage of the Si-Ph bond. No reaction was observed with I and primary amines, and no increase in conductivity was obtained in MeCN. When dry HF was added to an Et2O solution of I and a primary amine, the only solid product was the alkylammonium fluoride. II and excess dry HF after 20 h. at room temperature gave <1% C6H6; with the triamyl compound no pentane was formed. Similarly, IV and excess HF gave 44% II and C6H6; with I and excess HF, all the I was converted to Ph2SiF2, and 43% of this compound had reacted further to give II.

Acta Chemica Scandinavica published new progress about 312-40-3. 312-40-3 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Difluorodiphenylsilane, and the molecular formula is C19H14N2, Name: Difluorodiphenylsilane.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia