(4R)-4-(trichloromethyl)oxetan-2-one

• ChemBase ID: 135454
• Molecular Formular: C4H3Cl3O2
• Molecular Mass: 189.42442
• Monoisotopic Mass: 187.91986238
• SMILES: C1[C@@H](OC1=O)C(Cl)(Cl)Cl
• Canonical SMILES: ClC([C@H]1CC(=O)O1)(Cl)Cl
• InChI: InChI=1S/C4H3Cl3O2/c5-4(6,7)2-1-3(8)9-2/h2H,1H2/t2-/m1/s1
• InChIKey: CPNBMBBRKINRNE-UWTATZPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-(trichloromethyl)oxetan-2-one
• IUPAC Traditional name: (4R)-4-(trichloromethyl)oxetan-2-one
• Synonyms: β-Trichloromethyl-β-propiolactone; 4-(Trichloromethyl)-2-oxetanone; (R)-(-)-3-Hydroxy-4,4,4-trichlorobutyric β-lactone; (R)-3-Hydroxy-4,4,4-trichlorobutyric acid β-lactone; (R)-4-(Trichloromethyl)-2-oxetanone; β-三氯甲基-β-丙内酯; 4-(三氯甲基)-2-氧杂环丁酮; (R)-(-)-3-羟基-4,4,4-三氯丁基 β-内酯; (R)-3-羟基-4,4,4-三氯丁酸β-内酯; (R)-4-(三氯甲基)-2-氧杂环丁酮

Database IDs

• CAS Number: 20710-33-2; 16493-62-2
• MDL Number: MFCD00075183
• Beilstein Number: 5730286
• PubChem SID: 24889468; 162229728
• PubChem CID: 5325908

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.4958133
• LogD (pH = 7.4): 1.4958133
• Log P: 1.4958133
• Molar Refractivity: 35.1778 cm^3
• Polarizability: 14.050915 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 51-54 °C; 52-54 °C(lit.)
• Boiling Point: 108 °C/13 mmHg(lit.)
• Flash Point: 113 °C; 235.4 °F
• Optical Rotation: [α]20/D -14.5±2°, c = 1% in cyclohexane; [α]20/D -15°, c = 1 in cyclohexane

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

Product Information

• Purity: ≥99.0% (GC); 99%
• Optical Purity: ee: 98% (GLC)
• Empirical Formula (Hill Notation): C4H3Cl3O2

DETAILS

Sigma Aldrich - 91292

Other Notes
Chiral building block1