Chemistry:1,4-Dimethylnaphthalene

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1,4-Dimethylnaphthalene
1,4-dimethylnaphthalene.svg
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
EC Number
  • 209-335-9
UNII
Properties
C12H12
Molar mass 156.228 g·mol−1
Melting point 7.6 °C (45.7 °F; 280.8 K)
Boiling point 268 °C (514 °F; 541 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

1,4-Dimethylnaphthalene (1,4DMN) is a plant growth regulator that occurs naturally in potato tubers, preventing them from sprouting.[1] Synthetic forms such as 1-4SIGHT are applied to potatoes during storage.[2]

Although discovered in the 1970s, it was not used commercially in the USA until 1996[3] and in Europe until the 2010s.[4]

References

  1. Meigh, Donald Frank; Filmer, Anthony Arthur Edward; Self, Ronald (May 1973). "Growth-inhibitory volatile aromatic compounds produced by Solanum tuberosum tubers". Phytochemistry 12 (5): 987–993. doi:10.1016/0031-9422(73)85004-6. 
  2. "Looking Beyond CIPC is in Your Best Interests" (in en-CA). Spud Smart. 2020-09-28. https://spudsmart.com/looking-beyond-cipc-is-in-your-best-interests/. 
  3. de Weerd, Jan W.; Thornton, Michael K.; Shafii, Bahman (October 2010). "Sprout Suppressing Residue Levels of 1,4dimethylnaphthalene (1,4DMN) in Potato Cultivars". American Journal of Potato Research 87 (5): 434–445. doi:10.1007/s12230-010-9146-3. 
  4. "(DMN) 1,4-dimethylnaphthalene". AHDB Potatoes. https://ahdb.org.uk/sprout-suppression-series-1-4-dimethylnaphthalene-dmn.