124316-00-3

Basic information

• Product Name: N-(TRIPHENYLPHOSPHORANYLIDENE)-1H-BENZOTRIAZOLE-1-METHANAMINE
• Synonyms: N-(TRIPHENYLPHOSPHORANYLIDENE)-1H-BENZOTRIAZOLE-1-METHANAMINE;N-(triphenylphosphoranylidene)-1H-benzo-triazole-;N-(Triphenylphosphoranylidene)-1H-benzotriazole-1-MethanaMine,90%;1-[[(Triphenylphosphoranylidene)amino]methyl]benzotriazole;benzotriazol-1-ylmethylimino(triphenyl)-$l^{5}-phosphane
• CAS NO: 124316-00-3
• Molecular Formula: C₂₅H₂₁N₄P
• Molecular Weight: 408.43
• Product Categories: C-C Bond Formation;Others;Synthetic Reagents
• Mol File: 124316-00-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 116-122 °C(lit.)
• Boiling Point: 590.4°C at 760 mmHg
• Flash Point: 310.9°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 2.7E-13mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: N-(TRIPHENYLPHOSPHORANYLIDENE)-1H-BENZOTRIAZOLE-1-METHANAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(TRIPHENYLPHOSPHORANYLIDENE)-1H-BENZOTRIAZOLE-1-METHANAMINE(124316-00-3)
• EPA Substance Registry System: N-(TRIPHENYLPHOSPHORANYLIDENE)-1H-BENZOTRIAZOLE-1-METHANAMINE(124316-00-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 124316-00-3(Hazardous Substances Data)

Usage

Uses

Reactant for:Grignard reactionPreparation of N,N-Bis(but-3-enyl)amines via aza-Wittig reaction with aldehydes, followed by a double Grignard reaction with allylmagnesium bromideOrganic synthesis of N-alkyliminophosphoranes and a-functionalized N-alkyliminophosphoranes

InChI:InChI=1/C25H21N4P/c1-4-12-21(13-5-1)30(22-14-6-2-7-15-22,23-16-8-3-9-17-23)26-20-29-25-19-11-10-18-24(25)27-28-29/h1-19H,20H2

Upstream product

• 26964-90-9 1-(azidomethyl)benzotriazole 
• 603-35-0 triphenylphosphine 

Downstream Products

• 136465-33-3 N-Methyl-N-phenyl-N'-[1-p-tolyl-meth-(Z)-ylidene]-methanediamine 
• 7404-63-9 thiophen-2-ylmethanamine monohydrochloride 
• 1433-27-8 N-tert-butyl-N'-ethylcarbodiimide 
• 1205-86-3 N-((benzylimino)methylene)-2-methylpropan-2-amine 
• 113439-90-0 4,4-dimethylpent-2-yn-1-amine 
• 622-78-6 Benzyl isothiocyanate 
• 136465-38-8 Morpholin-4-ylmethyl-[1-o-tolyl-meth-(Z)-ylidene]-amine 
• 50651-16-6 Morpholin-4-ylmethyl-[1-phenyl-meth-(Z)-ylidene]-amine 
• 136465-35-5 [1-(2-Methoxy-phenyl)-meth-(Z)-ylidene]-pyrrolidin-1-ylmethyl-amine 
• 136465-37-7 [1-(4-Chloro-phenyl)-meth-(Z)-ylidene]-pyrrolidin-1-ylmethyl-amine 
• 136465-36-6 Pyrrolidin-1-ylmethyl-[1-p-tolyl-meth-(Z)-ylidene]-amine 
• 126864-13-9 C₂₇H₂₇NP⁽¹⁺⁾*I^(1-) 
• 780-25-6 N-benzylidene benzylamine 
• 6852-54-6 N-(benzylidene)ethylamine 

Relevant articles and documents

1-(Triphenylphosphorylideneaminomethyl)benzotriazole (BETMIP) a Novel +CH2N= Synthetic Equivalent: Its Application to the Synthesis of Carbodiimides, Imines, Isothiocyanates, Aziridines, and Secondary Amines

One-carbon homologation has been achieved in novel syntheses of the title compounds by one-pot reaction of 1-(triphenylphosphorylideneaminomethyl)benzotriazole (1) with Grignard reagents followed by in situ transformations of the phosphorazene functionality with isocyanates, aldehydes, carbon disulfide, ethylene oxide, and alkyl halides, respectively.