hexafluoro-λ5-phosphanuide ethyl cyano({[(dimethyliminiumyl)(morpholin-4-yl)methoxy]imino})formate

• ChemBase ID: 142436
• Molecular Formular: C12H19F6N4O4P
• Molecular Mass: 428.2678402
• Monoisotopic Mass: 428.10481106
• SMILES: CCOC(=O)/C(=N/OC(=[N+](C)C)N1CCOCC1)/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)N1CCOCC1)/C#N
• InChI: InChI=1S/C12H19N4O4.F6P/c1-4-19-11(17)10(9-13)14-20-12(15(2)3)16-5-7-18-8-6-16;1-7(2,3,4,5)6/h4-8H2,1-3H3;/q+1;-1
• InChIKey: GPDHNZNLPKYHCN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexafluoro-λ^5-phosphanuide ethyl cyano({[(dimethyliminiumyl)(morpholin-4-yl)methoxy]imino})formate
• IUPAC Traditional name: ethyl cyano({[(dimethyliminio)(morpholin-4-yl)methoxy]imino})formate hexafluorophosphate
• Synonyms: (1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate; COMU®; (1-氰基-2-乙氧基-2-氧亚乙基氨基氧)二甲氨基-吗啉基-碳鎓六氟磷酸盐

Database IDs

• CAS Number: 1075198-30-9
• MDL Number: MFCD11975052
• PubChem SID: 162236666
• PubChem CID: 52912620

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -2.0969307
• LogD (pH = 7.4): -2.0969307
• Log P: -2.0969307
• Molar Refractivity: 82.2628 cm^3
• Polarizability: 27.115656 Å^3
• Polar Surface Area: 87.16 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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: ≥96.5% (TLC); 96.5-103.5% (T); 97%
• Empirical Formula (Hill Notation): C12H19F6N4O4P

DETAILS

Sigma Aldrich - 712191

Packaging
5, 25, 100 g in poly bottle
Application
COMU - Safer and More Efficient Peptide Coupling Reagent1Advantages
• Equal or even superior performance to HATU
• Non-explosive (does not contain benzotriazole moiety)
• Suitable for solution phase & solid phase peptide synthesis
• Utmost retention of configuration - low to non-existent racemization
• High solubility and stability in typical solvents
• Visual or colorimetric reaction monitoring possible
• Easy removal of water-soluble by-products
Legal Information
COMU is a registered trademark of Luxembourg Bio Technologies Ltd.