116005-25-5

Basic information

• Product Name: bis(dimethylamino)mesitylphosphine
• Synonyms: bis(dimethylamino)mesitylphosphine
• CAS NO: 116005-25-5
• Molecular Weight: 238.313
• Mol File: 116005-25-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: bis(dimethylamino)mesitylphosphine(CAS DataBase Reference)
• NIST Chemistry Reference: bis(dimethylamino)mesitylphosphine(116005-25-5)
• EPA Substance Registry System: bis(dimethylamino)mesitylphosphine(116005-25-5)

Safety Data

• Hazardous Substances Data: 116005-25-5(Hazardous Substances Data)

Upstream product

• 3348-44-5 bis(N,N-dimethylamino)chlorophosphine 
• 576-83-0 2,4,6-trimethylphenyl bromide 

Downstream Products

• 114070-72-3 C₁₇H₃₁N₂OP 
• 114070-67-6 C₁₅H₂₇N₂OP 
• 114070-59-6 N-t-butyl-P-mesitylphosphonamidic chloride 
• 114070-58-5 N,N-dimethyl-P-mesitylphosphonamidic chloride 
• 85196-80-1 N-t-butyl-P-mesitylphosphonamidous chloride 
• 116005-17-5 cis-2-mesityl-2-oxo-3-phenyl-5-tert-butyl-1,3,2λ⁵-oxazaphosphorinane 
• 116025-33-3 trans-2-mesityl-2-oxo-3-phenyl-5-tert-butyl-1,3,2λ⁵-oxazaphosphorinane 
• 116005-13-1 cis-2-mesityl-2-oxo-5-tert-butyl-1,3,2λ⁵-oxazaphosphorinane 
• 116005-20-0 trans-2-mesityl-2-oxo-5-tert-butyl-1,3,2λ⁵-oxazaphosphorinane 
• 114070-55-2 MesP(O)Cl₂ 
• 6781-96-0 dichloro(mesityl)phosphane 
• 506-59-2 N,N-dimethylammonium chloride 
• 116005-26-6 2-mesityl-3-phenyl-5-tert-butyl-1,3,2λ⁵-oxazaphosphorinane 

Relevant articles and documents

Conformations of Saturated Six-Membered Ring Phosphorus Heterocycles. 2-Aryl-1,3,2λ5-oxazaphosphorinanes

A series of 2-aryl-2-oxo- and 2-thioxo-5-tert-butyl-1,3,2λ5-oxazaphosphorinanes has been prepared (6-12).Assignments of cis or trans geometries to individual diastereomers were made by 31P and 1H NMR criteria combined wit X-ray crystallographic structures for cis-8 and trans-12. 1H NMR analysis at 300 MHz of chair ->/0 (chair -> twist) for the 2-oxo series cis-6, cis-8, cis-11, and cis-12 (N3H/PPh, N3H/PMes, N3Ph/PPh, N3Ph/PMes).Substitution of H on N3 by Ph (cis-11) changes the ΔG0 (chair -> twist) value for the PPh compound (cis-6) by 0.9 kcal/mol in favor of the twist form.The same substitution for Mes case (cis-8) results in an even greater change (>/= 2.2 kcal/mol) in ΔG0 (chair -> twist) with cis-12 in fact essentially completely in twist conformation 15.Methyl substitution at N3, cis-9, likewise increases the population of twist conformation, clearly an effect of destabilizing N3Me/PPh interactions in the chair, which are relieved in the twist conformation.These results point to the major role of N3R/PZ steric repulsive effects in the equilibria of 1,3,2λ5-oxazaphosphorinanes.Excluded is the possibility that Ph substitution at N3 merely reduces the importance of n/?* anomeric effects involving the N3 lone pair and axial substituent Z (Ar, Me2N) on phosphorus.The trans diastereomers also readily depopulate the chair conformation to give twist form 16, however, instead of 15 (trans-6,8, and 11).The pseudoaxial-seeking tendencies of substituents on phsophorus for trans diastereomers are shown to be CH3O > Ph > Me2N.A notable finding for the trans-2-aryl-2-oxo-5-tert-butyl-1,3,2λ5-oxazaphosphorinanes is the destabilizing effect of equatorial PMes compared to equatorial PPh, which results in greater depopulation of the diequatorially substituted chair, 13.