Yakubovich, A. Ya. published the artcileSynthesis of hereto-organic compounds of the aliphatic series by means of the diazo derivatives. Syntheses of compounds of group V elements, Related Products of bromides-buliding-blocks, the publication is Doklady Akademii Nauk SSSR (1950), 303-5, database is CAplus.
Chlorides of the type MCl3 (As, Sb, and Bi) react with diazoalkanes, RCHN2, yielding progressively RCHClMCl2, (RCHCl)2MCl, and (RCHCl)3M at 0-5°; the extent of reaction is somewhat controlled by the reagent ratios used; over-all yields of 30-50% are attained. The reactions with PCl3 and PBr3 at low temperatures (-50° to -60°) are analogous and yield (average) 40% of the corresponding dihalophosphines. Reactions of dihalophosphines with diazoalkanes or the reactions of PX3 at higher temperatures yield solid organophosphorus compounds of more complex nature. POCl3 and POBr3 do not react with diazoalkanes, but PCl5 reacts easily, forming di- and trisubstitution products. The necessary diazo compounds were prepared in Et2O or C6H6 and were dried by freezing at -70° over solid KOH, followed by standing over Na wire; these were added to the desired halide in Et2O or C6H6 with stirring and when N evolution ceased and the color was discharged the products were distilled The following were obtained: (MeCHCl)2AsCl, b1 51.5°, d2020 1.553, nD20 1.5870. (MeCHCl)3As, b2 81-2°, d420 1.445, nD25 1.5307. ClCH2BiO (the chloride originally formed hydrolyzes under the conditions used), easily decomposed, with explosive violence at times. ClCH2SbCl2, m. 36-8°, b2 86.5°, d2020 2.677. (ClCH2)3Sb, b3 105°, d2020 2.038. (ClCH2)3SbBr2, m. 90-90.5°. (MeCHCl)2SbCl, b1 69.5°, d2020 1.831. (MeCHCl)2SbO(OH), does not m. 190°. ClCH2PCl2, b140 80°, d2020 1.5289, nD20 1.5247. MeCHClPCl2, b30 64°, d2020 1.4232, nD20 1.5090. ClCH2PCl4, decompose 102-4°, is readily chlorinated to Cl3CPCl4, which with water yields stable Cl3CPO(OH)Cl, m. 79°; hydrolysis of Cl3CPO(OMe)2 or the di-Et analog with HCl in sealed tube yields Cl3CPO(OH)2.H2O. m. 87°, also obtainable by hydrolysis of the above semichloride. MeCHClPCl4 decompose at an unstated temperature ClCH2POCl2 b30 103°, d2020 1.6444, nD20 1.4945. MeCHClPOCl2 b8 70°, d2020 1.5424, nD20 1.4930. PrCHClPOCl2 b25 84°, d2020 1.3236, nD20 1.5010. ClCH2PO(OH)2 m. 92°; its (monoaniline salt), decompose 183°. MeCHClPO(OH)2 m. 100°. ClCH2PO(OEt)2 b3 86°, d2020 1.1909, nD20 1.4360. MeCHClPO(OEt)2 b5 93°, d2020 1.1474, nD20 1.4370. MeCHClPO(NHPh)2 m. 154-5°. BrCH2PBr2 b4 70°, d2020 2.6357. BrCH2POBr2 m. 38°, b2 112°, d2020 2.7030, nD20 1.6120. BrCH2PO(OH)2.PhNH2 decompose 187°. BrCH2PO(OEt)2 b1 99°, d2020 1.4474, nD20 1.4587. (ClCH2)3PO m. 100.5° (hydrate, m. 88-9°; cf. Hoffman, C.A. 24, 3986). (Cl3C)3P(OH)Cl, decompose 203°, solid. (MeCHCl)2PO(OH) m. 107°; monoaniline salt, decompose 160°. (Cl3C)3PO m. 53°.
Doklady Akademii Nauk SSSR published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C15H20BNO3, Related Products of bromides-buliding-blocks.
Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary