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1,1,1-Trimethyl-N-(triphenylphosphoranylidene)silanamine is an organic building block with a complex chemical structure, featuring a trimethylsilyl group, a triphenylphosphoranylidene group, and an amine group. It is a versatile reagent in the field of organic synthesis, particularly for the development of novel pharmaceutical compounds.

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  • 13892-06-3 Structure
  • Basic information

    1. Product Name: 1,1,1-TRIMETHYL-N-(TRIPHENYLPHOSPHORANYLIDENE)SILANAMINE
    2. 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
    3. CAS NO:13892-06-3
    4. Molecular Formula: C21H24NPSi
    5. Molecular Weight: 349.48
    6. EINECS: N/A
    7. Product Categories: Organic Building Blocks;Others;Phosphorus Compounds
    8. Mol File: 13892-06-3.mol
  • Chemical Properties

    1. Melting Point: 76-82 °C(lit.)
    2. Boiling Point: 428.9°C at 760 mmHg
    3. Flash Point: 213.2°C
    4. Appearance: /
    5. Density: 1g/cm3
    6. Vapor Pressure: 3.66E-07mmHg at 25°C
    7. Refractive Index: 1.548
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 1,1,1-TRIMETHYL-N-(TRIPHENYLPHOSPHORANYLIDENE)SILANAMINE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1,1,1-TRIMETHYL-N-(TRIPHENYLPHOSPHORANYLIDENE)SILANAMINE(13892-06-3)
    12. EPA Substance Registry System: 1,1,1-TRIMETHYL-N-(TRIPHENYLPHOSPHORANYLIDENE)SILANAMINE(13892-06-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 13892-06-3(Hazardous Substances Data)

13892-06-3 Usage

Uses

Used in Pharmaceutical Industry:
1,1,1-Trimethyl-N-(triphenylphosphoranylidene)silanamine is used as a synthetic reagent for the development of febrifugine derivatives. These derivatives are of interest due to their potential as effective and safer tetrahydroquinazoline-type antimalarial drugs. The compound plays a crucial role in the synthesis process, enabling the creation of new antimalarial agents with improved efficacy and reduced side effects.
Used in Organic Synthesis:
As an organic building block, 1,1,1-Trimethyl-N-(triphenylphosphoranylidene)silanamine is used in various chemical reactions to construct complex organic molecules. Its unique structure allows it to participate in a range of reactions, such as condensation, substitution, and rearrangement reactions, making it a valuable tool for the synthesis of diverse organic compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 13892-06-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,8,9 and 2 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 13892-06:
(7*1)+(6*3)+(5*8)+(4*9)+(3*2)+(2*0)+(1*6)=113
113 % 10 = 3
So 13892-06-3 is a valid CAS Registry Number.
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

13892-06-3 Well-known Company Product Price

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  • Aldrich

  • (472255)  1,1,1-Trimethyl-N-(triphenylphosphoranylidene)silanamine  97%

  • 13892-06-3

  • 472255-5G

  • 1,007.37CNY

  • Detail

13892-06-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name triphenyl(trimethylsilylimino)-λ<sup>5</sup>-phosphane

1.2 Other means of identification

Product number -
Other names Ph3P=NSiMe3

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:13892-06-3 SDS

13892-06-3Relevant articles and documents

A Scalable Total Synthesis of (-)-Nakadomarin A

Boeckman, Robert K.,Wang, Hui,Rugg, Kyle W.,Genung, Nathan E.,Chen, Ke,Ryder, Todd R.

, p. 6136 - 6139 (2016)

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

Iminophosphoranyl dichlorophosphines R3PNPCl2

Eckart, Andreas,Lux, Karin,Karaghiosoff, Konstantin

, p. 962 - 967 (2014/04/17)

The iminophosphoranyl dichlorophosphines Ph3PNPCl2 (2a), pTol3PNPCl2 (2b), and Cy3PNPCl 2 (2c) were synthesized by reaction of trimethylsilyliminophosphoranes R3PNSiMe3/sub

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

Boeckman Jr., Robert K.,Genung, Nathan E.,Chen, Ke,Ryder, Todd R.

supporting information; experimental part, p. 1628 - 1631 (2010/06/19)

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.

A one-pot aza-Wittig based solution and polymer supported route to amines

Hemming,Bevan,Loukou,Patel,Renaudeau

, p. 1565 - 1568 (2007/10/03)

This paper presents a high yielding one-pot solution phase and polymer supported synthesis of a range of primary and secondary amines starting from azides and aldehydes. The synthesis utilises a tandem process which begins with an aza-Wittig reaction between the aldehyde and an iminophosphorane, followed by reduction, or organometallic 1,2-addition reaction, of the resultant imine. The requisite iminophosphoranes were accessed using the highly efficient Staudinger reaction between the azide starting material and a phosphine. The process was applicable to the solid phase by the use of polymer supported iminophosphoranes and polymer supported cyanoborohydride.

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

Arnone, Alberto,Bravo, Pierfrancesco,Capelli, Silvia,Fronza, Giovanni,Meille, Stefano V.,Zanda, Matteo,Cavicchio, Giancarlo,Crucianelli, Marcello

, p. 3375 - 3387 (2007/10/03)

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

Synthesis and characterisation of new bis(pentadienylium) cations with 1,4-phenylenediamine spacer

Saggio, Guillaume,Mazieres, Marie-Rose,Fialon, Marie-Pierre,Sanchez, Michel,Wolf, Jean-Gerard

, p. 1071 - 1080 (2007/10/03)

The chemistry of the carboxonium salts and their mono-substituted derivatives has been investigated.Their reactivity towards bifunctional spacers like 1,4-phenylenediamine leads to bis-cationic cyanine dyes with an enhanced delocalization pathway and original optical properties.This molecular engineering may easily afford higher polycationic homologs. - Keywords: cyanine dye; conjugated dication; visible spectra; solvatochromism

PREPARATION OF DI- AND TRIACYLIMINES AND THEIR USE IN THE SYNTHESIS OF NITROGEN HETEROCYCLES

Jung, Michael E.,Shishido, Kozo,Light, Lynn,Davis, Leonard

, p. 4607 - 4610 (2007/10/02)

Reaction of aza-Wittig reagents with glyoxylates and keto malonates produces di- and triacylimines which are moderately reactive dienophiles for Diels-Alder cycloaddition.

Facile preparation of silyl azides with dipolar aprotic solvents

S. Washburne, Stephen,R. Peterson Jr., William

, p. 153 - 156 (2007/10/05)

The reaction of sodium azide with chlorosilanes in hexamethylphosphoric triamide or dimethylformamide at room temperature affords a high yield preparation of silyl azides, e.g. Me3SiN3,Me2Si(N3)2, PhMeSi(N3)2 and Ph2Si(N3)2. For characterization, the azides may be converted to silyphosphiimies, R3Si-N=PPh3.

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