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

• ChemBase ID: 140986
• 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-;/m1./s1
• InChIKey: YZRAPAXOLQHZSE-RFVHGSKJSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 857303-87-8
• MDL Number: MFCD08276840
• PubChem SID: 24884182; 162235222
• PubChem CID: 11359975

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

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C15H20Cl2N2O3

DETAILS

Sigma Aldrich - 663077

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