Chemistry:Pine oil
 Pine (Pinus sylvestris) essential oil in a clear glass vial
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| Names | |
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| Other names
Essential oil of pine
Yarmor | |
| Identifiers | |
| 8191505 | |
| ChemSpider |
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| UNII | |
| Properties | |
| Mixture | |
| Appearance | Colorless to pale yellow liquid |
| Density | 0.875 g/cm3 at 25 °C (approximate) |
| Melting point | 5 °C (41 °F; 278 K) |
| Boiling point | 195 °C (383 °F; 468 K) |
| Insoluble | |
| log P | 1.7 |
| Vapor pressure | 4 mmHg |
| Hazards | |
| NFPA 704 (fire diamond) | |
| Flash point | 65 °C (149 °F; 338 K) |
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 | |
Pine oil is an essential oil obtained from a variety of species of pine, particularly Pinus sylvestris. Typically, parts of the trees that are not used for lumber — stumps, etc. — are ground and subjected to steam distillation.[2] As of 1995, synthetic pine oil was the "biggest single turpentine derivative."[3] Synthetic pine oils accounted for 90% of sales as of 2000.[4]
Composition
Pine oil is a higher boiling fraction from turpentine. Both synthetic and natural pine oil consists mainly of α-terpineol, a C10 alcohol (b.p. 214–217 °C).[5][1] The detailed composition of natural pine oil depends on many factors, such as the species of the host plant.[6] Synthetic pine oil is obtained by treating pinene with water in the presence of a catalytic amount of sulfuric acid. This treatment results in hydration of the alkene and rearrangement of the pinene skeleton, yielding terpineols.[4]
Uses
Industrially, pine oil was once used in froth flotation for the separation of mineral from ores.[1] For example, in copper extraction, pine oil is used to condition copper sulfide ores for froth flotation.
It is also used as a lubricant in small and expensive clockwork instruments.
In alternative medicine it is used in aromatherapy and as a scent in bath oils.
Properties as a disinfectant
Pine oil is used as a cleaning product, disinfectant, sanitizer, microbicide (or microbistat), virucide or insecticide.[5] It is an effective herbicide where its action is to modify the waxy cuticle of plants, resulting in desiccation.[7] Pine oil is a disinfectant that is mildly antiseptic.[8] It is effective against Brevibacterium ammoniagenes, the fungi Candida albicans, Enterobacter aerogenes, Escherichia coli, Gram-negative enteric bacteria, household germs, Gram-negative household germs such as those causing salmonellosis, herpes simplex types 1 and 2, influenza type A, influenza virus type A/Brazil, influenza virus type A2/Japan, intestinal bacteria, Klebsiella pneumoniae, odor-causing bacteria, mold, mildew, Pseudomonas aeruginosa, Salmonella choleraesuis, Salmonella typhi, Salmonella typhosa, Serratia marcescens, Shigella sonnei, Staphylococcus aureus, Streptococcus faecalis, Streptococcus pyogenes, and Trichophyton mentagrophytes.[5]
Safety
Pine oil has a relatively low human toxicity level, a low corrosion level and limited persistence; however, it irritates the skin and mucous membranes and has been known to cause breathing problems.[8][9] Large doses may cause central nervous system depression.[1]
See also
- List of cleaning products
- Pine-Sol, cleaning product that originally contained pine oil, though it switched to a different active ingredient in 2013 due to the declining availability of pine oil
References
- ↑ 1.0 1.1 1.2 1.3 Merck Index, 11th Edition, 7416. p. 1182
- ↑ Boyle, Hal (September 12, 1954). "There's Gold in those Pine Stumps". Sarasota Journal: p. 11. https://news.google.com/newspapers?nid=1798&dat=19540913&id=bwQdAAAAIBAJ&pg=6598,929929&hl=en.
- ↑ Chapter 1. Production trade and markets. Rome: Food and Agriculture Organization. 1995. ISBN 978-9251036846. http://www.fao.org/docrep/v6460e/v6460e05.htm#turpentine.
- ↑ 4.0 4.1 Gscheidmeier, Manfred; Fleig, Helmut. "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a27_267.
- ↑ 5.0 5.1 5.2 "Reregistration Decision – Pine oil (case 3113)". Environmental Protection Agency. October 2006. https://archive.epa.gov/pesticides/reregistration/web/pdf/pineoil_red.pdf.
- ↑ Macchioni, F.; Cioni, P. L.; Flamini, G.; Morelli, I.; Maccioni, S.; Ansaldi, M. (2003-03-01). "Chemical Composition of Essential Oils from Needles, Branches and Cones of Pinus pinea, P. halepensis, P. pinaster and P. nigra from Central ltaly" (in en). Flavour and Fragrance Journal 18 (2): 139–143. doi:10.1002/ffj.1178. ISSN 1099-1026.
- ↑ Coleby-Williams, Jerry (April 9, 2004). "Fact Sheet: Organic Weed Control". Gardening Australia. http://www.abc.net.au/gardening/stories/s963151.htm. Retrieved August 28, 2016.
- ↑ 8.0 8.1 "Pine Oil". 2003. Archived from the original on 2007-09-21. https://web.archive.org/web/20070921171154/http://www.pdrhealth.com/drug_info/nmdrugprofiles/herbaldrugs/102230.shtml.
- ↑ "Pine Oil Poisoning". https://medlineplus.gov/ency/article/002733.htm. Retrieved August 28, 2016.
Further reading
- Gscheidmeier, Manfred; Fleig, Helmut (June 15, 2000). "Turpentines". Turpentines, 16. Pine Oil. doi:10.1002/14356007.a27_267. ISBN 978-3527306732.
- "8". TURPENTINE FROM PINE RESIN. Rome: Food and Agriculture Organization. 1995. ISBN 978-92-5-103648-8. http://www.fao.org/docrep/v5350e/V5350e10.htm.
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