(4S)-4-benzyl-2-[(4S)-4-benzyl-4,5-dihydro-1,3-oxazol-2-yl]-4,5-dihydro-1,3-oxazole

• ChemBase ID: 146042
• Molecular Formular: C20H20N2O2
• Molecular Mass: 320.385
• Monoisotopic Mass: 320.15247789
• SMILES: c1ccc(cc1)C[C@H]1COC(=N1)C1=N[C@H](CO1)Cc1ccccc1
• Canonical SMILES: C1OC(=N[C@H]1Cc1ccccc1)C1=N[C@H](CO1)Cc1ccccc1
• InChI: InChI=1S/C20H20N2O2/c1-3-7-15(8-4-1)11-17-13-23-19(21-17)20-22-18(14-24-20)12-16-9-5-2-6-10-16/h1-10,17-18H,11-14H2/t17-,18-/m0/s1
• InChIKey: OIEQQWQZUYZCRJ-ROUUACIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-benzyl-2-[(4S)-4-benzyl-4,5-dihydro-1,3-oxazol-2-yl]-4,5-dihydro-1,3-oxazole
• IUPAC Traditional name: (4S)-4-benzyl-2-[(4S)-4-benzyl-4,5-dihydro-1,3-oxazol-2-yl]-4,5-dihydro-1,3-oxazole
• Synonyms: (S,S)-2,2′-Bis(4-benzyl-2-oxazoline); (S,S)-4,4′-Dibenzyl-2,2′-bi(2-oxazoline); 2,2′-Bis[(4S)-4-benzyl-2-oxazoline]; (S,S)-4,4′-Dibenzyl-2,2′-bi(2-oxazoline); (S,S)-2,2′-双(4-苄基-2-噁唑啉); (S,S)-4,4′-二苄基-2,2′-二(2-噁唑啉); 2,2′-双[(4S)-4-苄基-2-噁唑啉]; (S,S)-4,4′-二苄基-2,2′-二(2-噁唑啉)

Database IDs

• CAS Number: 133463-88-4
• MDL Number: MFCD00191793
• Beilstein Number: 4756827
• PubChem SID: 162240241; 24865344
• PubChem CID: 697622

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.7039557
• LogD (pH = 7.4): 4.7039976
• Log P: 4.703998
• Molar Refractivity: 92.5598 cm^3
• Polarizability: 36.03944 Å^3
• Polar Surface Area: 43.18 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 129-132 °C; 129-132 °C(lit.)
• Optical Rotation: [α]20/D -40.6°, c = 1 in ethanol; [α]20/D -43±2°, c = 1% in ethanol

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: ≥96.0% (sum of enantiomers, GC); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C20H20N2O2

DETAILS

Sigma Aldrich - 405973

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Catalyst for the enantioselective hydrosilylation of ketones.1

Sigma Aldrich - 33691

Other Notes
Catalyst for the enantioselective hydrosilylation of ketones1