2-Methylisoborneol

Source: Wikipedia, the free encyclopedia.
2-Methylisoborneol
Names
IUPAC name
1,2,7,7-tetramethylbicyclo[2.2.1]heptan-2-ol
Other names
2-Methyl-2-bornanol
Identifiers
3D model (
JSmol
)
Abbreviations MIB
ChEBI
ChemSpider
KEGG
  • InChI=1S/C11H20O/c1-9(2)8-5-6-10(9,3)11(4,12)7-8/h8,12H,5-7H2,1-4H3 checkY
    Key: LFYXNXGVLGKVCJ-UHFFFAOYSA-N checkY
  • InChI=1/C11H20O/c1-9(2)8-5-6-10(9,3)11(4,12)7-8/h8,12H,5-7H2,1-4H3
    Key: LFYXNXGVLGKVCJ-UHFFFAOYAW
  • CC1(C2CCC1(C(C2)(C)O)C)C
  • OC2(C)CC1CCC2(C1(C)C)C
Properties
C11H20O
Molar mass 168.28 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

2-Methylisoborneol (MIB) is an irregular monoterpene derived from the universal monoterpene precursor geranyl pyrophosphate. MIB and the irregular sesquiterpene geosmin together account for the majority of biologically-caused taste and odor outbreaks in drinking water worldwide.[1] MIB has a distinct earthy or musty odor, which most people can easily smell. The odor detection threshold of MIB is very low, ranging from 0.002 to 0.02 micrograms per liter in water.[2] MIB is also a factor in cork taint in winemaking.

MIB is produced by various blue-green algae (cyanobacteria) and filamentous bacteria in the class

crawfish.[5]

Rhodococcus and Comamonas bacteria can degrade 2-methylisoborneol.[6]

References