| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1344497 | Tetrahedron: Asymmetry | 2011 | 6 Pages |
New functionalized optically active N-methylimidazolium ionic liquids with an asymmetric center at the β-position to the imdazole ring were synthesized as bromide salts from optically active α-hydroxycarboxylic acids. The bromide anions were exchanged by carboxylate anions with Amberlite IRA 400 ionic exchange resin.
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(S)-2-Hydroxy-4-methylpentanoic acidC6H12O3[α]D22=-12.6 (c 0.44, H2O)Source of chirality: chiral poolAbsolute configuration: (2S)
(2S,3S)-2-Hydroxy-3-methylpentanoic acidC6H12O3[α]D24=+20.8 (c 1.02, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S,3S)
(S)-Methyl 2-hydroxy-3-methylbutanoateC6H12O3[α]D21=+21.7 (c 1.18, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-Methyl 2-hydroxy-4-methylpentanoateC7H14O3[α]D21=+4.1 (c 2.20, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
(2S,3S)-Methyl 2-hydroxy-3-methylpentanoateC7H14O3[α]D24=+26.9 (c 2.10, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S,3S)
(S)-Methyl 2-hydroxy-2-phenylacetateC9H10O3[α]D26=+177.4 (c 1.02, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-Methyl 2-hydroxy-3-phenylpropanoateC10H12O3[α]D26=-6.9 (c 2.03, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-Propane-1,2-diolC3H8O2[α]D22=+26.9 (c 2.26, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-3-Methylbutane-1,2-diolC5H12O2[α]D26=+9.2 (c 0.92, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-4-Methylpentane-1,2-diolC6H14O2[α]D28=-29.2 (c 1.88, EtOH)Source of chirality: chiral poolAbsolute configuration: (2S)
(2S,3S)-3-Methylpentane-1,2-diolC6H14O2[α]D28=-4.9 (c 1.22, MeOH)Source of chirality: chiral poolAbsolute configuration: (2S,3S)
(S)-1-Phenylethane-1,2-diolC8H10O2[α]D28=+40.0 (c 1.00, EtOH)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-3-Phenylpropane-1,2-diolC9H12O2[α]D27=-31.0 (c 1.01, EtOH)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-1-Bromopropan-2-yl acetateC5H9BrO2[α]D25=-13.5 (c 2.26, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-1-Bromo-3-methylbutan-2-yl acetateC7H13BrO2[α]D25=-18.2 (c 2.06, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-1-Bromo-4-methylpentan-2-yl acetateC8H15BrO2[α]D26=-29.6 (c 2.17, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
(2S,3S)-1-Bromo-3-methylpentan-2-yl acetateC8H15BrO2[α]D24=-20.6 (c 2.14, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S,3S)
(R)-2-Bromo-2-phenylethyl acetateC10H11BrO2[α]D24=-92.3 (c 2.85, CH3COCH3)Source of chirality: chiral poolAbsolute configuration: (2R)
(S)-1-Bromo-3-phenylpropan-2-yl acetateC11H13BrO2[α]D26=-1.2 (c 2.07, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-3-(2-Acetoxypropyl)-1-methyl-1H-imidazol-3-ium bromideC9H15BrN2O2[α]D22=+1.3 (c 1.56, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-3-(2-Acetoxy-3-methylbutyl)-1-methyl-1H-imidazol-3-ium bromideC11H19BrN2O2[α]D25=+11.5 (c 2.78, MeOH)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-3-(2-Acetoxy-4-methylpentyl)-1-methyl-1H-imidazol-3-ium bromideC12H21BrN2O2[α]D27=-14.5 (c 1.52, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
3-((2S,3S)-2-Acetoxy-3-methylpentyl)-1-methyl-1H-imidazol-3-ium bromideC12H21BrN2O2[α]D25=+10.4 (c 1.35, MeOH)Source of chirality: chiral poolAbsolute configuration: (2S, 3S)
(S)-3-(2-Acetoxy-1-phenylethyl)-1-methyl-1H-imidazol-3-ium bromideC9H10O3[α]D23=+1.7 (c 1.50, CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-3-(2-Acetoxy-3-phenylpropyl)-1-methyl-1H-imidazol-3-ium bromideC11H13BrO2[α]D24=+7.2 (c 1.52 CHCl3)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-3-(2-Hydroxypropyl)-1-methyl-1H-imidazol-3-ium bromideC7H13BrN2O[α]D26=+20.1 (c 1.96, MeOH)Source of chirality: chiral poolAbsolute configuration: (2S)
C9H17BrN2O(S)-3-(2-Hydroxy-3-methylbutyl)-1-methyl-1H-imidazol-3-ium bromide[α]D22=+10.0 (c 1.00, MeOH)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-3-(2-Hydroxy-4-methylpentyl)-1-methyl-1H-imidazol-3-ium bromideC10H19BrN2O[α]D23=-0.8 (c 1.20, MeOH)Source of chirality: chiral poolAbsolute configuration: (2S)
3-((2S,3S)-2-Hydroxy-3-methylpentyl)-1-methyl-1H-imidazol-3-ium bromideC10H19BrN2O[α]D22=+6.2 (c 1.62, MeOH)Source of chirality: chiral poolAbsolute configuration: (2S,3S)
(S)-3-(2-Hydroxy-1-phenylethyl)-1-methyl-1H-imidazol-3-ium bromideC12H15BrN2O[α]D23=+1.7 (c 1.16, MeOH)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-3-(2-Hydroxy-3-phenylpropyl)-1-methyl-1H-imidazol-3-ium bromideC13H17BrN2O[α]D21=-5.4 (c 1.56, MeOH)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-3-(2-Acetoxy-3-phenylpropyl)-1-methyl-1H-imidazol-3-ium acetateC17H22N2O4[α]D21=-0.2 (c 2.26, MeOH)Source of chirality: chiral poolAbsolute configuration: (2S)
(S)-3-(2-Acetoxy-3-phenylpropyl)-1-methyl-1H-imidazol-3-ium trifluoroacetateC17H19F3N2O4[α]D21=-2.7 (c 1.64, MeOH)Source of chirality: chiral poolAbsolute configuration: (2S)
