(2S,3R)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-ol

• ChemBase ID: 145161
• Molecular Formular: C19H25NO
• Molecular Mass: 283.4079
• Monoisotopic Mass: 283.19361443
• SMILES: C[C@H](CN(C)C)[C@@](Cc1ccccc1)(c1ccccc1)O
• Canonical SMILES: CN(C[C@H]([C@](c1ccccc1)(Cc1ccccc1)O)C)C
• InChI: InChI=1S/C19H25NO/c1-16(15-20(2)3)19(21,18-12-8-5-9-13-18)14-17-10-6-4-7-11-17/h4-13,16,21H,14-15H2,1-3H3/t16-,19+/m1/s1
• InChIKey: INTCGJHAECYOBW-APWZRJJASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-ol
• IUPAC Traditional name: (2S,3R)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-ol
• Synonyms: (2S,3R)-(+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-butanol; Dextrocarbinol base; (2S,3R)-(+)-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol; Chirald®; (2S,3R)-(+)-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol; (2S,3R)-(+)-4-二甲氨基-1,2-二苯基-3-甲基-2-丁醇; (2S,3R)-(+)-4-二甲氨基-1,2-二苯基-3-甲基-2-丁醇

Database IDs

• CAS Number: 38345-66-3
• EC Number: 253-893-6
• MDL Number: MFCD00066214
• Beilstein Number: 2384178
• PubChem SID: 24853628; 162239371; 24864403
• PubChem CID: 688064

CALCULATED PROPERTIES

• Acid pKa: 13.731036
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.4646842
• LogD (pH = 7.4): 1.9437605
• Log P: 3.760494
• Molar Refractivity: 89.1022 cm^3
• Polarizability: 34.946842 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 54-56 °C; 54-56 °C(lit.)
• Flash Point: 113 °C; 235.4 °F
• Optical Rotation: [α]20/D +7.7±0.2°, c = 9.6% in ethanol; [α]21/D +8.2°, c = 10 in ethanol

Safety Information

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

Product Information

• Purity: ≥97.0% (sum of enantiomers, GC); 99%
• Grade: purum
• Linear Formula: C6H5CH2C(C6H5)(OH)CH(CH3)CH2N(CH3)2

DETAILS

Sigma Aldrich - 227404

Packaging
10, 50 g in poly bottle
Legal Information
Chirald is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 39180

Other Notes
Used as chiral complexing agent in asymmetric alkylations and reductions1,2,3