hexafluoro-λ5-phosphanuide ethyl cyano({[(dimethylamino)(dimethyliminiumyl)methoxy]imino})formate

• ChemBase ID: 158003
• Molecular Formular: C10H17F6N4O3P
• Molecular Mass: 386.2311602
• Monoisotopic Mass: 386.09424637
• SMILES: CCOC(=O)/C(=N/OC(=[N+](C)C)N(C)C)/C#N.F[P-](F)(F)(F)(F)F
• Canonical SMILES: F[P-](F)(F)(F)(F)F.CCOC(=O)/C(=N/OC(=[N+](C)C)N(C)C)/C#N
• InChI: InChI=1S/C10H17N4O3.F6P/c1-6-16-9(15)8(7-11)12-17-10(13(2)3)14(4)5;1-7(2,3,4,5)6/h6H2,1-5H3;/q+1;-1
• InChIKey: RKTBAMPZUATMIO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexafluoro-λ^5-phosphanuide ethyl cyano({[(dimethylamino)(dimethyliminiumyl)methoxy]imino})formate
• IUPAC Traditional name: ethyl cyano({[(dimethylamino)(dimethyliminio)methoxy]imino})formate hexafluorophosphate
• Synonyms: 6-Cyano-N,N,2-trimethyl-7-oxo-4,8-dioxa-2,5-diazadec-5-en-3-aminium hexafluorophosphate; HOTU; O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N′,N′-tetramethyluronium hexafluorophosphate; O-[(乙氧羰基)氰基亚甲基氨基]-N,N,N′,N′-四甲基脲六氟磷酸酯

Database IDs

• MDL Number: MFCD01862832
• PubChem SID: 24845324; 162252139
• PubChem CID: 16211030

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -1.8784304
• LogD (pH = 7.4): -1.8784304
• Log P: -1.8784304
• Molar Refractivity: 73.1883 cm^3
• Polarizability: 23.429152 Å^3
• Polar Surface Area: 77.93 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 128-131 °C

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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPCE)
• Empirical Formula (Hill Notation): C10H17F6N4O3P

DETAILS

Sigma Aldrich - 02576

Application
Reagent for peptide coupling1,2,3Derivatization for use in peptide synthesis4