49778-01-0

Basic information

• Product Name: IMINO-TRIS(DIMETHYLAMINO)PHOSPHORANE
• Synonyms: IMINO-TRIS(DIMETHYLAMINO)PHOSPHORANE;PHOSPHAZENE BASE P1-H;N,N,N',N',N'',N''-HEXAMETHYLPHOSPHORIMIDIC TRIAMIDE;N,N,N',N'',N''-HEXAMETHYLPHOSPHORIMIDE TRIAMIDE;N,N,N,N,N,N-hexamethylphosphorimidic triami;Phosphazene base P1-H, N,N,Nμ,Nμ,N,N-Hexamethylphosphorimidic triamide;Imino-tris(dimethylamino)phosphorane 97%;Tris(dimethylamino)(imino)phosphorane
• CAS NO: 49778-01-0
• Molecular Formula: C₆H₁₉N₄P
• Molecular Weight: 178.22
• Mol File: 49778-01-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 194.8±23.0 °C(Predicted)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.979 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.476(lit.)
• BRN: 1933051
• CAS DataBase Reference: IMINO-TRIS(DIMETHYLAMINO)PHOSPHORANE(CAS DataBase Reference)
• NIST Chemistry Reference: IMINO-TRIS(DIMETHYLAMINO)PHOSPHORANE(49778-01-0)
• EPA Substance Registry System: IMINO-TRIS(DIMETHYLAMINO)PHOSPHORANE(49778-01-0)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2735 8/PG 3
• WGK Germany: 3
• F: 3-10-21-34
• Hazardous Substances Data: 49778-01-0(Hazardous Substances Data)

Usage

Uses

Imino-tris(dimethylamino)phosphorane is a base that can be used:As a reagent in the deboronation of ortho and meta carboranes.As an organocatalyst in the synthesis of cyclic organic carbonates using glycerol under solvent-free conditions.

Upstream product

• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 5574-93-6 chlorotris(dimethylamino)phosphonium chloride 
• 13754-82-0 N,N,N',N',N'',N''-hexamethylphosphorohydrazonic triamide 
• 1485432-34-5 C₆H₁₉N₄P*C₁₅H₁₀O₄ 

Downstream Products

• 53167-50-3 tris(dimethylamino)(trimethylsilylimino)phosphorane 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 3732-86-3 N,N,N',N'-tetramethylphosphorotriamide 

Relevant articles and documents

First Evidence for a Curtius Type Rearrangement Involving a Charged Atom. An Easy Synthesis of an Iminophosphonium Salt

Irradiation of azidophosphonium salts (Me2N)3P+N3,X- (1; X = PF6) and (4; X = Br) leads either to an iminophosphonium salt (Me2N)2P+=N-NMe2,PF6- (2) or to an iminophosphorane (Me2N)3P=NH (7) depending on the nature of the anion; these differences in the photochemical behaviour of (1) and (4) are rationalized by the transient existence of a phosphonitrenium salt (Me2N)3P=N+,X- (8).

PHOSPHAZENE COMPOUND, PREPARATION METHOD AND USE THEREOF

Provided are a phosphazene compound, a method for preparing a phosphazene compound and a method for producing a polymer with a phosphazene compound as a catalyst. The compound of formula (I) or a solvate thereof, where A is a six- or eight-membered ring consisting of repeated ?P═N?, and B is at least one of unsubstituted or substituted C1-6 alkylamino, unsubstituted or substituted C1-6 cycloalkylamino, unsubstituted or substituted arylamino, or halogen, and B is attached to A at phosphorus in ?P═N?, where R is unsubstituted or substituted C1-6 alkyl, unsubstituted or substituted C1-6 cycloalkyl, unsubstituted or substituted aryl, or unsubstituted or substituted benzyl, or R forms C1-6 heterocycloalkyl together with N attached thereto.

Application to photoreactive materials of photochemical generation of superbases with high efficiency based on photodecarboxylation reactions

A thin film of polystyrene containing 4c was spin-coated on a CaF2 plate and irradiated with 365 nm light. The absorption band arising from the carboxylate of 4c at 1372 cm-1 in the FTIR spectrum decreased after UV irradiation. Radical UV curing materials that are well established in the marketplace have drawbacks because of high volume shrinkage and oxygen inhibition. The anionically cured film showed high transparency and no volume shrinkage, in contrast to a conventional radical UV curing system, which showed large volume shrinkage. This is probably due to relatively low quantum yields for photobase generation and weaker basicity of photo-generated bases, leading to low photosensitivity of photoreactive materials sensitized with photobase generators. Furthermore, many of the photobase generators reported are generally prepared via several synthetic steps.