2,2,2-trifluoro-N-(4-hydroxybutyl)acetamide

• ChemBase ID: 152523
• Molecular Formular: C6H10F3NO2
• Molecular Mass: 185.1443096
• Monoisotopic Mass: 185.06636323
• SMILES: C(CCO)CNC(=O)C(F)(F)F
• Canonical SMILES: OCCCCNC(=O)C(F)(F)F
• InChI: InChI=1S/C6H10F3NO2/c7-6(8,9)5(12)10-3-1-2-4-11/h11H,1-4H2,(H,10,12)
• InChIKey: LZUDPIMZEXACCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,2-trifluoro-N-(4-hydroxybutyl)acetamide
• IUPAC Traditional name: 2,2,2-trifluoro-N-(4-hydroxybutyl)acetamide
• Synonyms: 4-(Trifluoroacetamido)-1-butanol; N-(4-Hydroxybutyl)trifluoroacetamide; N-(4-羟丁基)三氟乙酰胺; 4-(三氟乙酰氨基)-1-丁醇

Database IDs

• CAS Number: 128238-43-7
• MDL Number: MFCD00632418
• Beilstein Number: 6644043
• PubChem SID: 24889518; 162246668
• PubChem CID: 3586224

CALCULATED PROPERTIES

• Acid pKa: 6.1473804
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.13573426
• LogD (pH = 7.4): -0.5804002
• Log P: 0.21293677
• Molar Refractivity: 36.1751 cm^3
• Polarizability: 13.315361 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Density: 1.262 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.413

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: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.0% (GC)
• Empirical Formula (Hill Notation): C6H10F3NO2

DETAILS

Sigma Aldrich - 91678

Other Notes
Building block to introduce a 4-aminobutyl residue in a daunomycinone giving optimal intercalation with DNA1; Protecting group in phosphodiesters; cleavage occurs by cyclo-de-esterification2
Packaging
1 mL in glass bottle