[(2S)-1-methylpyrrolidin-2-yl]diphenylmethanol

• ChemBase ID: 74420
• Molecular Formular: C18H21NO
• Molecular Mass: 267.36544
• Monoisotopic Mass: 267.1623143
• SMILES: N1(CCC[C@H]1C(c1ccccc1)(c1ccccc1)O)C
• Canonical SMILES: CN1CCC[C@H]1C(c1ccccc1)(c1ccccc1)O
• InChI: InChI=1S/C18H21NO/c1-19-14-8-13-17(19)18(20,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17,20H,8,13-14H2,1H3/t17-/m0/s1
• InChIKey: XIJAGFLYYNXCAB-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S)-1-methylpyrrolidin-2-yl]diphenylmethanol
• IUPAC Traditional name: [(2S)-1-methylpyrrolidin-2-yl]diphenylmethanol
• Synonyms: (S)-α,α-Diphenyl-N-methyl-2-pyrrolidinemethanol; α,α-Diphenyl-N-methyl-L-prolinol; (S)-alpha,alpha-Diphenyl-1-methylpyrrolidine-2-methanol; alpha,alpha-Diphenyl-N-methyl-L-prolinol; [(2S)-1-Methylpyrrolidin-2-yl](diphenyl)methanol; alpha,alpha-Diphenyl-N-methyl-L-prolinol; (2S)-2-[Hydroxy(diphenyl)methyl]-1-methylpyrrolidine; (S)-α,α-二苯基-N-甲基-2-吡咯烷甲醇; α,α-二苯基-N-甲基-L-脯氨醇; alpha,alpha-二苯基-N-甲基-L-脯氨醇

Database IDs

• CAS Number: 110529-22-1
• MDL Number: MFCD00145245
• Beilstein Number: 4749387
• PubChem SID: 24866974; 162039339
• PubChem CID: 853009

CALCULATED PROPERTIES

• Polarizability: 32.432354 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 12.874183
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.13964182
• LogD (pH = 7.4): 1.099881
• Log P: 3.2593944
• Molar Refractivity: 82.4776 cm^3

PROPERTIES

Physical Property

• Melting Point: 66-69°C; 66-72 °C
• Optical Rotation: [α]20/D +55±3°, c = 1% in chloroform stab. with amylenes; +52 (c=1 in chloroform)

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥96.0% (sum of enantiomers, GC); 97%, ee 99+%
• Empirical Formula (Hill Notation): C18H21NO

DETAILS

Sigma Aldrich - 43119

Other Notes
Ligand employed in the enantioselective addition of dialkylzincs to carbonyls1,2,3,4
Packaging
250 mg in glass bottle