Phytane

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Phytane
Skeletal formula of phytane
Names
IUPAC name
2,6,10,14-Tetramethylhexadecane[1]
Identifiers
638-36-8 N
1744639
ChEBI CHEBI:48937 N
ChemSpider 12006 N
393886 6S,10S,14R N
EC Number 211-332-2
Jmol 3D model Interactive image
MeSH phytane
PubChem 12523
54081983 6R,10R
42627075 6R,10S,14S
446564 6S,10S,14R
  • InChI=1S/C20H42/c1-7-18(4)12-9-14-20(6)16-10-15-19(5)13-8-11-17(2)3/h17-20H,7-16H2,1-6H3 N
    Key: GGYKPYDKXLHNTI-UHFFFAOYSA-N N
  • CCC(C)CCCC(C)CCCC(C)CCCC(C)C
Properties
C20H42
Molar mass 282.56 g·mol−1
Appearance Colourless liquid
Odor Odourless
Density 791 mg mL−1 (at 20 °C)
Boiling point 69 to 71 °C (156 to 160 °F; 342 to 344 K) at 100 mPa
Vapor pressure {{{value}}}
Related compounds
Related alkanes
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Phytane is a type of diterpenoid alkane. In contrast to pristane, which is formed from the dehydroxylation of phytol, it has one extra carbon.

Phytanyl is the corresponding substituent. Phytanyl groups are frequently found in phospholipids in membranes of thermophilic Archaea.[2] These include caldarchaeol, a compound which contains two fused phytanyl chains.

It is used as a bio-marker in petroleum studies.[3]

Unsaturated phytanes

Phytene is the singly unsaturated version of phytane. Phytene is also found as the functional group phytyl in many organic molecules of biological importance such as chlorophyll, tocopherol (Vitamin E) and phylloquinone (Vitamin K1). Phytene's corresponding alcohol is phytol.

Geranylgeranene is the fully unsaturated form of phytane. The corresponding substituent is geranylgeranyl.

See also

References

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