(1H-1,2,3-benzotriazol-1-ylmethyl)(triphenyl-λ5-phosphanylidene)amine

• ChemBase ID: 145950
• Molecular Formular: C25H21N4P
• Molecular Mass: 408.434801
• Monoisotopic Mass: 408.15038332
• SMILES: c1ccc(cc1)P(=NCn1c2ccccc2nn1)(c1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)P(=NCn1nnc2c1cccc2)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/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
• InChIKey: IOSUDUVEOWKKBL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1H-1,2,3-benzotriazol-1-ylmethyl)(triphenyl-λ^5-phosphanylidene)amine
• IUPAC Traditional name: (1,2,3-benzotriazol-1-ylmethyl)(triphenyl-λ^5-phosphanylidene)amine
• Synonyms: 1-[[(Triphenylphosphoranylidene)amino]methyl]benzotriazole; Betmip; N-(Triphenylphosphoranylidene)-1H-benzotriazole-1-methanamine; 三甲基氯化亚砜

Database IDs

• CAS Number: 124316-00-3
• MDL Number: MFCD00274644
• PubChem SID: 162240150; 24868307
• PubChem CID: 3828057

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 6.5227675
• LogD (pH = 7.4): 6.5424433
• Log P: 6.5427
• Molar Refractivity: 132.1342 cm^3
• Polarizability: 48.369358 Å^3
• Polar Surface Area: 43.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 116-122 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 90%
• Impurities: 10% N-(triphenylphosphoranylidene)-2H-benzotriazole-2-methanamine
• Empirical Formula (Hill Notation): C25H21N4P

DETAILS

Sigma Aldrich - 446939

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Reactant for:
• Grignard reaction1
• Preparation of N,N-Bis(but-3-enyl)amines via aza-Wittig reaction with aldehydes, followed by a double Grignard reaction with allylmagnesium bromide2
• Organic synthesis of N-alkyliminophosphoranes and a-functionalized N-alkyliminophosphoranes3