(5S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one; 2,2-dichloroacetic acid

• ChemBase ID: 140988
• Molecular Formular: C15H20Cl2N2O3
• Molecular Mass: 347.2369
• Monoisotopic Mass: 346.08509787
• SMILES: CC1(N(C(=O)[C@@H](N1)Cc1ccccc1)C)C.C(Cl)(Cl)C(=O)O
• Canonical SMILES: O=C1[C@H](Cc2ccccc2)NC(N1C)(C)C.OC(=O)C(Cl)Cl
• InChI: InChI=1S/C13H18N2O.C2H2Cl2O2/c1-13(2)14-11(12(16)15(13)3)9-10-7-5-4-6-8-10;3-1(4)2(5)6/h4-8,11,14H,9H2,1-3H3;1H,(H,5,6)/t11-;/m0./s1
• InChIKey: YZRAPAXOLQHZSE-MERQFXBCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one; 2,2-dichloroacetic acid
• IUPAC Traditional name: (5S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one; dichloroacetic acid
• Synonyms: (5S)-2,2,3-Trimethyl-5-phenylmethyl-4-imidazolidinone dichloroacetic acid; (5S)-(-)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone dichloroacetic acid; (5S)-2,2,3-三甲基-5-苯甲基-4-咪唑啉酮二氯乙酸; (5S)-(-)-2,2,3-三甲基-5-苄基-4-咪唑啉酮二氯乙酸

Database IDs

• CAS Number: 345358-20-5
• MDL Number: MFCD08276841
• PubChem SID: 162235224; 24884183
• PubChem CID: 16217984

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.92697734
• LogD (pH = 7.4): 1.5487337
• Log P: 1.5667765
• Molar Refractivity: 64.2111 cm^3
• Polarizability: 25.229525 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 122-126 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 37/38-41
• Safety Statements: 26-39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335
• GHS Precautionary statements: P261-P280-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: 97%
• Empirical Formula (Hill Notation): C15H20Cl2N2O3

DETAILS

Sigma Aldrich - 663085

Application
Utilized in the first example of organocatalytic enantioselective α-fluorination of aldehydes.1
Packaging
2 g in glass bottle
500 mg in glass bottle
Legal Information
U.S. Pat. 6,369,243 and related patents apply. For research purposes only.
Protocols & Applications
Metal-free Asymmetric Catalysis using Macmillan Imidazolidinone Organocatalysts