(2R,3R)-(-)-2,3-Butanediol

• Catalog No.: L06586
• CAS Number: 24347-58-8
• M. F.: C4H10O2
• M. W.: 90.121
• Purity: 98%

SYNONYMS

• Title: (2R,3R)-(-)-2,3-丁二醇
• IUPAC name: (2R,3R)-butane-2,3-diol
• IUPAC Traditional name: (R,R)-butane-2,3-diol
• Synonyms: D-(-)-2,3-Butanediol

DATABASE IDS

• CAS Number: 24347-58-8
• MDL Number: MFCD00064267
• EC Number: 246-186-9
• Beilstein Number: 4290593
• Merck Index: 141568

PROPERTIES

• Purity: 98%
• Boiling Point: 179-180°C
• Density: 0.988
• Flash Point: 85°C(185°F)
• Melting Point: 16°C
• Optical Rotation: -13 (neat)
• Refractive Index: 1.4315
• GHS Hazard statements: H227
• GHS Precautionary statements: P210-P280-P370+P378A-P403+P235-P501A
• Storage Warning: Hygroscopic
• TSCA Listed: 否

REFERENCES

• Has been used for the resolution and determination of enantiomeric excess of chiral ketones by formation of the cyclic acetal and ¹³C-NMR: Tetrahedron Lett., 2183 (1977); J. Am. Chem. Soc., 109, 1363 (1987).
• With boronic acids forms cyclic boronates, useful in asymmetric syntheses; reviews: Acc. Chem. Res., 21, 294 (1988); Tetrahedron, 45, 1859 (1989). See Appendix 5.
• Forms cyclic acetals with aldehydes, which have been used in an enantioselective Lewis acid catalyzed aldol condensation: J. Am. Chem. Soc.,104, 7371,7372 (1982); Tetrahedron, 40, 4685 (1984):
  
• Similarly, acetals react with Li organocuprates in the presence BF₃ etherate to give only one of the two possible enantiomeric ethers: Tetrahedron, 45, 507 (1989):