13892-06-3

Basic information

• Product Name: 1,1,1-TRIMETHYL-N-(TRIPHENYLPHOSPHORANYLIDENE)SILANAMINE
• Synonyms: 1,1,1-TRIMETHYL-N-(TRIPHENYLPHOSPHORANYLIDENE)SILANAMINE;Phosphine imide, P,P,P-triphenyl-N-(trimethylsilyl)-;Silanamine, 1,1,1-trimethyl-N-(triphenylphosphoranylidene)-;Triphenyl-N-(trimethylsilyl)phosphine imide;1,1,1-trimethyl-N-(triphenylphosphoranyl-idene)si;N-(Trimethylsilyl)-P,P,P-triphenylphosphine imide;N-(Trimethylsilyl)triphenylphosphine imide;N-Trimethylsilyliminotriphenylphosphorane
• CAS NO: 13892-06-3
• Molecular Formula: C₂₁H₂₄NPSi
• Molecular Weight: 349.48
• Product Categories: Organic Building Blocks;Others;Phosphorus Compounds
• Mol File: 13892-06-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 76-82 °C(lit.)
• Boiling Point: 428.9°C at 760 mmHg
• Flash Point: 213.2°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 3.66E-07mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: 1,1,1-TRIMETHYL-N-(TRIPHENYLPHOSPHORANYLIDENE)SILANAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-TRIMETHYL-N-(TRIPHENYLPHOSPHORANYLIDENE)SILANAMINE(13892-06-3)
• EPA Substance Registry System: 1,1,1-TRIMETHYL-N-(TRIPHENYLPHOSPHORANYLIDENE)SILANAMINE(13892-06-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 13892-06-3(Hazardous Substances Data)

Usage

Uses

1,1,1-Trimethyl-N-(triphenylphosphoranylidene)silanamine is a reagent used in the synthesis of febrifugine derivatives and in the development of effective and safer tetrahydroquinazoline-type antimalarial.

General Description

1,1,1-Trimethyl-N-(triphenylphosphoranylidene)silanamine is an organic building block.

InChI:InChI=1/C21H24NPSi/c1-24(2,3)22-23(19-13-7-4-8-14-19,20-15-9-5-10-16-20)21-17-11-6-12-18-21/h4-18H,1-3H3

Upstream product

• 603-35-0 triphenylphosphine 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 4148-01-0 N-chlorohexamethyldisilazane 
• 4648-54-8 trimethylsilylazide 
• 75-77-4 chloro-trimethyl-silane 
• 2240-47-3 imino(triphenyl)phosphorane 

Downstream Products

• 58901-46-5 (4,6-dichloro-[1,3,5]triazin-2-yl)-triphenyl-λ⁵-phosphanylidene-amine 
• 35235-78-0 C₂₃H₁₈N₃O₂P 
• 116704-33-7 C₂₃H₂₂NO₃P 
• 40438-30-0 C₂₂H₂₀NOP 
• 149132-57-0 {(triphenylphosphane trimethylsilyliminato)(triphenylphosphane oxide)vanadium(IV) chloride} 
• 118559-39-0 CH₃WCl₄NP(C₆H₅)3 
• 154748-02-4 [TiCl₃(NP(C₆H₅)3)] 
• 68193-77-1 [CpTiCl₂(NPPh₃)] 
• 81952-60-5 N-triphenylantimony bis(triphenylphosphinimine) 
• 81952-63-8 N-triphenylbismuth bis(triphenylphosphinimine) 
• 127932-72-3 Ph₃PNReO₃ 
• 141807-09-2 pentachlorotriphenylphosphaneiminatotungsten 
• 137864-99-4 (triphenylphosphaneiminato)niobiumCl₄*CH₃CN 

Relevant articles and documents

A Scalable Total Synthesis of (-)-Nakadomarin A

The convergent total synthesis of the manzamine alkaloid (-)-nakadomarin A (1) is described. The retrosynthetic analysis recognized spirocycle 3, assembled via an organocatalyst-promoted Michael addition/cyclization between bicyclic lactam 4 and furan ald

Synthetic and mechanistic studies of the aza-retro-claisen rearrangement. a facile route to medium ring nitrogen heterocycles

An efficient synthesis of medium-sized heterocyclic rings was achieved using a one-pot aza-Wittig/retro-aza-Claisen sequence of vinyl cyclobutanecarboxaldehydes derived from simple allylic carbonates. The use of various Staudinger reagents in the aza-Wittig reaction allows for a variety of N-substituted products to be obtained. The rearrangement is under thermodynamic control driven by relief of the cyclobutane ring strain and resonance stabilization of the resulting vinylogous amide/sulfonamide.

New versatile fluorinated chiral building blocks: Synthesis and reactivity of optically pure α-(fluoroalkyl)-β-sulfinylenamines

Efficient synthesis of optically pure α-(fluoroalkyl)-β-sulfinyl enamines has been achieved by aza-Wittig reaction of triphenyliminophosphoranes with the corresponding α-fluorinated-α'-sulfinyl ketones. The title compounds 3,4 showed an overwhelming prefe