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Friday 11 April 2014

Camphor




CAMPHOR, 
Molecular Formula: C10H16O 
Molecular Weight: 152.233
InChI=1/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3
IUPAC Name: 1,7,7-Trimethylnorboran-2-one
CAS Number: 464-48-2

1HNMR


Proton Assignments






(1R)-(+)-camphor



DEPT





13C




Carbon Assignments





(1R)-(+)-camphor2-Dimensional COSYimage of (1R)-(+)-camphor



(1R)-(+)-camphor2-Dimensional Hector

image of (1R)-(+)-camphor


image of (1R)-(+)-camphor





    Examples
  • [0039]
    (-)-(1S)-Camphor (2). To a vigorously stirred solution of 600g (3.89 mol) of (-)-borneol in 1.5 L of glacial acetic acid at 0 °C was added 7.5 L of household bleach (Chlorox™) over a period of 1 h. After 30 min the solid (800 g) was collected by filtration and dissolved in 2 L of hexane. The solution was washed with saturated aqueous NaHCO3 and brine, dried over Na2SO4 and concentrated to give 570g (96%) of camphor.
    2: mp: 178-180°C; [α]D 25=-39 (c=3.0, EtOH), 1H NMR see Table; 13C NMR (100 MHz, CDCl3) δ (ppm): 9.20, 19.10, 19.74, 27.02, 29.90, 43.05, 43.25, 46.73, 57.64, 219.46.
    Figure 00230001
    Figure 00240001
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