alphaMNP

Title: aMNP
CAS Registry Number: 63628-25-1
CAS Name: a-Methoxy-a-methyl-1-naphthaleneacetic acid
Additional Names: 2-methoxy-2-(1-naphthyl)propanoic acid
Molecular Formula: C14H14O3
Molecular Weight: 230.26
Percent Composition: C 73.03%, H 6.13%, O 20.85%
Literature References: Chiral derivatization reagent. Prepn and application to amino acids: J. Goto et al., Chem. Pharm. Bull. 25, 847 (1977); eidem, J. Chromatogr. 152, 413 (1978). Resolution of enantiomers and abs config: N. Harada et al., Tetrahedron: Asymmetry 11, 1249 (2000). Use in alcohol resolution: A. Ichikawa, Chirality 11, 70 (1999).
Properties: Colorless plates from acetone-hexane, mp 161-162°. uv max (methanol): 263, 271, 281, 287, 292 nm (log e 3.36, 3.53, 3.57, 3.46, 3.45)
Melting point: mp 161-162°
Absorption maximum: uv max (methanol): 263, 271, 281, 287, 292 nm (log e 3.36, 3.53, 3.57, 3.46, 3.45)
Derivative Type: (-)-(R)-Form
CAS Registry Number: 63628-26-2
Properties: Colorless plates from ether-hexane, mp 111-112°. [a]D13 -106.3° (c = 0.16 in CHCl3); [a]D13 -128.8° (c = 0.10 in methanol).
Melting point: mp 111-112°
Optical Rotation: [a]D13 -106.3° (c = 0.16 in CHCl3); [a]D13 -128.8° (c = 0.10 in methanol)
Derivative Type: (+)-(S)-Form
CAS Registry Number: 102691-93-0
Properties: [a]D26 +67.4° (c = 1.39 in CHCl3).
Optical Rotation: [a]D26 +67.4° (c = 1.39 in CHCl3)
Derivative Type: Hydroxy acid
CAS Registry Number: 6341-58-8 (unspecified stereo); 255881-88-0 (S-(+)-form)
CAS Name: a-Hydroxy-a-methyl-1-naphthaleneacetic acid
Additional Names: aHNP
Molecular Formula: C13H12O3
Molecular Weight: 216.23
Percent Composition: C 72.21%, H 5.59%, O 22.20%
Literature References: Prepn and abs config: A. Ichikawa et al., Tetrahedron: Asymmetry 10, 4075 (1999).
Properties: Colorless plates from acetone-hexane, mp 110-112°. [a]D29 +40° (c = 0.21 in CHCl3).
Melting point: mp 110-112°
Optical Rotation: [a]D29 +40° (c = 0.21 in CHCl3)
Use: For enantioresolution in organic syntheses.
alpha-Naphtholphthalein alpha-Peltatin alpha-Phellandrene alpha-Phenylacetamide alpha-Phenylbutyramide