Turpentine distilled at the Georgia Museum of Agriculture & Historic Village as it was done circa 1900 | |
Identifiers | |
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ECHA InfoCard | 100.029.407 |
EC Number |
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PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
Properties [1] | |
C10H16 | |
Molar mass | 136.238 g·mol−1 |
Appearance | Viscous liquid |
Odor | Resinous |
Melting point | −55 °C (−67 °F; 218 K) |
Boiling point | 154 °C (309 °F; 427 K) |
20 mg/L | |
Hazards | |
NFPA 704 (fire diamond) | |
Flash point | 35 °C (95 °F; 308 K) |
220 [1] °C (428 °F; 493 K) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Turpentine (which is also called spirit of turpentine, oil of turpentine, terebenthine, terebenthene, terebinthine and, colloquially, turps) [2] is a fluid obtained by the distillation of resin harvested from living trees, mainly pines. Principally used as a specialized solvent, it is also a source of material for organic syntheses.
Turpentine is composed of terpenes, primarily the monoterpenes alpha- and beta-pinene, with lesser amounts of carene, camphene, limonene, and terpinolene. [3]
Substitutes include white spirit or other petroleum distillates – although the constituent chemicals are very different. [4]
The word turpentine derives (via French and Latin) from the Greek word τερεβινθίνη terebinthine, in turn the feminine form (to conform to the feminine gender of the Greek word, which means "resin") of an adjective (τερεβίνθινος) derived from the Greek noun (τερέβινθος) for the terebinth tree. [5]
Although the word originally referred to the resinous exudate of terebinth trees (e.g. Chios turpentine, Cyprus turpentine, and Persian turpentine), [6] [7] it now refers to that of coniferous trees, namely crude turpentine (e.g. Venice turpentine is the oleoresin of larch), [8] or the volatile oil part thereof, namely oil (spirit) of turpentine; the later usage is much more common today. [9]
Important pines for turpentine production include: maritime pine ( Pinus pinaster ), Aleppo pine ( Pinus halepensis ), Masson's pine ( Pinus massoniana ), Sumatran pine ( Pinus merkusii ), longleaf pine (Pinus palustris), loblolly pine ( Pinus taeda ), slash pine ( Pinus elliottii ), and ponderosa pine ( Pinus ponderosa ).
To tap into the sap producing layers of the tree, harvesters used a series of hacks to remove the pine bark. Once debarked, pine trees secrete crude turpentine (oleoresin) onto the surface of the wound as a protective measure to seal the opening, resist exposure to micro-organisms and insects, and prevent vital sap loss. Harvesters wounded trees in V-shaped streaks down the length of the trunks to channel the crude turpentine into containers. It was then collected and processed into spirits of turpentine. Crude turpentine yield may be increased by as much as 40% by applying paraquat herbicides to the exposed wood. [10]
The V-shaped cuts are called "catfaces" for their resemblance to a cat's whiskers. These marks on a pine tree indicate it was used to collect resin for turpentine production. [11]
Turpentine (and rosin) are produced as naval stores. [12] Pine trees especially in North Carolina were tapped for sap which was doubly distilled to make turpentine and rosin (aka resin)–hence the name tar heel. The trees were scored with a ledge called a "box" to collect the sap. Large numbers of slaves were used to score the trees, collect and process the sap. Historian Jeremy B. Zallen describes this as industrial slavery, which was different from the more common instance of slaves in agriculture. By the 1840s camphine (also spelled camphene) became one of the dominant lamp fuels in the US. [12]
The pine trees of North Carolina were well suited to camphine production. The business also provided additional need for slaves as production expanded. Backwoods became more productive. Slaves were often leased in winter when agriculture was slower. The value of many was protected by life insurance. Wilmington became a center of the camphine industry. In cities, gaslighting was also available, but used by the upper classes. Camphine was the fuel of the average family.
Zallen reports that after Ft. Sumter, turpentine producers were cut off from major markets. Emancipation left them without manpower to collect and process turpentine. The camps were flammable. Many were burned in William Tecumseh Sherman's march from Savannah to Goldsboro.
Crude turpentine collected from the trees may be evaporated by steam distillation in a copper still. Molten rosin remains in the still bottoms after turpentine has been distilled out. [10] Such turpentine is called gum turpentine. [13] The term gum turpentine may also refer to crude turpentine, which may cause some confusion.
Turpentine may alternatively be extracted from destructive distillation of pine wood, [3] such as shredded pine stumps, roots, and slash, using the light end of the heavy naphtha fraction (boiling between 90 and 115 °C or 195 and 240 °F) from a crude oil refinery. Such turpentine is called wood turpentine. Multi-stage counter-current extraction is commonly used so fresh naphtha first contacts wood leached in previous stages and naphtha laden with turpentine from previous stages contacts fresh wood before vacuum distillation to recover naphtha from the turpentine. Leached wood is steamed for additional naphtha recovery prior to burning for energy recovery. [14]
When producing chemical wood pulp from pines or other coniferous trees, sulfate turpentine may be condensed from the gas generated in Kraft process pulp digesters. The average yield of crude sulfate turpentine is 5–10 kg/t pulp. [15] Unless burned at the mill for energy production, sulfate turpentine may require additional treatment measures to remove traces of sulfur compounds. [16]
As a solvent, turpentine is used for thinning oil-based paints, for producing varnishes, and as a raw material for the chemical industry. Its use as a solvent in industrialized nations has largely been replaced by the much cheaper turpentine substitutes obtained from petroleum such as white spirit. A solution of turpentine and beeswax or carnauba wax has long been used as a furniture wax.
Spirits of turpentine, called camphine, was burned in lamps with glass chimneys in the 1830s through the 1860s. Turpentine blended with grain alcohol was known as burning fluid. Both were used as domestic lamp fuels, gradually replacing whale oil, until kerosene, gas lighting and electric lights began to predominate.
Turpentine is also used as a source of raw materials in the synthesis of fragrant chemical compounds. Commercially used camphor, linalool, alpha-terpineol, and geraniol are all usually produced from alpha-pinene and beta-pinene, which are two of the chief chemical components of turpentine. These pinenes are separated and purified by distillation. The mixture of diterpenes and triterpenes that is left as residue after turpentine distillation is sold as rosin.
Turpentine and petroleum distillates such as coal oil and kerosene, were used in folk medicine for abrasions and wounds, as a treatment for lice, and when mixed with animal fat, as a chest rub or inhaler for nasal and throat ailments. [17] [18] Vicks chest rubs still contain turpentine in their formulations, although not as an active ingredient. [19]
Turpentine, now understood to be dangerous for consumption, was a common medicine among seamen during the Age of Discovery. It was one of several products carried aboard Ferdinand Magellan's fleet during the first circumnavigation of the globe. [20] Taken internally it was used as a treatment for intestinal parasites. This is dangerous, due to the chemical's toxicity. [21] [22]
Turpentine enemas, a very harsh purgative, had formerly been used for stubborn constipation or impaction. [23] They were also given punitively to political dissenters in post-independence Argentina. [24]
NFPA 704 fire diamond | |
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As an organic solvent, turpentine's vapour can irritate the skin and eyes, damage the lungs and respiratory system, as well as the central nervous system when inhaled, and cause damage to the renal system when ingested, among other things. [30] Ingestion can cause burning sensations, abdominal pain, nausea, vomiting, confusion, convulsions, diarrhea, tachycardia, unconsciousness, respiratory failure, [31] and chemical pneumonia.
The Occupational Safety and Health Administration (OSHA) has set the legal limit (permissible exposure limit) for turpentine exposure in the workplace as 100 ppm (560 mg/m3) over an 8-hour workday. The same threshold was adopted by the National Institute for Occupational Safety and Health (NIOSH) as the recommended exposure limit (REL). At levels of 800 ppm (4480 mg/m3), turpentine is immediately dangerous to life and health. [32]
Kerosene, or paraffin, is a combustible hydrocarbon liquid which is derived from petroleum. It is widely used as a fuel in aviation as well as households. Its name derives from Greek: κηρός (kērós) meaning "wax", and was registered as a trademark by Nova Scotia geologist and inventor Abraham Gesner in 1854 before evolving into a generic trademark. It is sometimes spelled kerosine in scientific and industrial usage.
Toluene, also known as toluol, is a substituted aromatic hydrocarbon with the chemical formula C6H5CH3, often abbreviated as PhCH3, where Ph stands for phenyl group. It is a colorless, water-insoluble liquid with the odor associated with paint thinners. It is a mono-substituted benzene derivative, consisting of a methyl group (CH3) attached to a phenyl group by a single bond. As such, its systematic IUPAC name is methylbenzene. Toluene is predominantly used as an industrial feedstock and a solvent.
In polymer chemistry and materials science, a resin is a solid or highly viscous substance of plant or synthetic origin that is typically convertible into polymers. Resins are usually mixtures of organic compounds. This article focuses mainly on naturally occurring resins.
Naphtha is a flammable liquid hydrocarbon mixture. Generally, it is a fraction of crude oil, but it can also be produced from natural-gas condensates, petroleum distillates, and the fractional distillation of coal tar and peat. In some industries and regions, the name naphtha refers to crude oil or refined petroleum products such as kerosene or diesel fuel.
An oil refinery or petroleum refinery is an industrial process plant where petroleum is transformed and refined into products such as gasoline (petrol), diesel fuel, asphalt base, fuel oils, heating oil, kerosene, liquefied petroleum gas and petroleum naphtha. Petrochemical feedstock like ethylene and propylene can also be produced directly by cracking crude oil without the need of using refined products of crude oil such as naphtha. The crude oil feedstock has typically been processed by an oil production plant. There is usually an oil depot at or near an oil refinery for the storage of incoming crude oil feedstock as well as bulk liquid products. In 2020, the total capacity of global refineries for crude oil was about 101.2 million barrels per day.
Varnish is a clear transparent hard protective coating or film. It is not to be confused with wood stain. It usually has a yellowish shade due to the manufacturing process and materials used, but it may also be pigmented as desired. It is sold commercially in various shades.
Rosin, also called colophony or Greek pitch, is a solid form of resin obtained from pines and some other plants, mostly conifers, produced by heating fresh liquid resin to vaporize the volatile liquid terpene components. It is semi-transparent and varies in color from yellow to black. At room temperature rosin is brittle, but it melts at stove-top temperature. It chiefly consists of various resin acids, especially abietic acid. The term colophony comes from colophonia resina, Latin for "resin from Colophon", an ancient Ionic city. It is an FDA approved food additive.
Pinus jeffreyi, also known as Jeffrey pine, Jeffrey's pine, yellow pine and black pine, is a North American pine tree. It is mainly found in California, but also in the westernmost part of Nevada, southwestern Oregon, and northern Baja California. It is named in honor of its botanist documenter John Jeffrey.
White spirit (AU, UK and Ireland) or mineral spirits (US, Canada), also known as mineral turpentine (AU/NZ), turpentine substitute, and petroleum spirits, is a petroleum-derived clear liquid used as a common organic solvent in painting. There are also terms for specific kinds of white spirit, including Stoddard solvent and solvent naphtha (petroleum). White spirit is often used as a paint thinner, or as a component thereof, though paint thinner is a broader category of solvent. Odorless mineral spirits (OMS) have been refined to remove the more toxic aromatic compounds, and are recommended for applications such as oil painting.
Pinus roxburghii, commonly known as chir pine or longleaf Indian pine, is a species of pine tree native to the Himalayas. It was named after William Roxburgh.
Oleoresins are semi-solid extracts composed of resin and essential or fatty oil, obtained by evaporation of the solvents used for their production. The oleoresin of conifers is known as crude turpentine or gum turpentine, which consists of oil of turpentine and rosin.
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. As of 1995, synthetic pine oil was the "biggest single turpentine derivative." Synthetic pine oils accounted for 90% of sales as of 2000.
Pinene is a collection of unsaturated bicyclic monoterpenes. Two geometric isomers of pinene are found in nature, α-pinene and β-pinene. Both are chiral. As the name suggests, pinenes are found in pines. Specifically, pinene is the major component of the liquid extracts of conifers. Pinenes are also found in many non-coniferous plants such as camphorweed (Heterotheca) and big sagebrush.
Tall oil, also called liquid rosin or tallol, is a viscous yellow-black odorous liquid obtained as a by-product of the kraft process of wood pulp manufacture when pulping mainly coniferous trees. The name originated as an anglicization of the Swedish tallolja. Tall oil is the third largest chemical by-product in a kraft mill after lignin and hemicellulose; the yield of crude tall oil from the process is in the range of 30–50 kg / ton pulp. It may contribute to 1.0–1.5% of the mill's revenue if not used internally.
Naval stores are all liquid products derived from conifers. These materials include rosin, tall oil, pine oil, and terpentine. Crude gum or oleoresin can be collected from the wounds of living pine trees.
The naval stores industry produces and markets products derived from the oleoresin of pine trees, including rosin, tall oil, pine oil, and turpentine. It does this by collecting and processing organic forest products refined from slash pine and longleaf pine trees. The naval stores industry was associated with the maintenance of the wooden ships and sailing tackle of pre-20th century navies, which were caulked and waterproofed using the pitch of the pine tree.
In fire protection, an accelerant is any substance or mixture that accelerates or speeds the development and escalation of fire. Accelerants are often used to commit arson, and some accelerants may cause an explosion. Some fire investigators use the term "accelerant" to mean any substance that initiates and promotes a fire without implying intent or malice. In Arson investigation, the significance of accelerant is to detect the presence of a such substance in order to proved that the fire is classified as an arson.
Resin extraction consists of incising the outer layers of a pine tree in order to collect the sap or resin.
Hash oil or cannabis oil is an oleoresin obtained by the extraction of cannabis or hashish. It is a cannabis concentrate containing many of its resins and terpenes – in particular, tetrahydrocannabinol (THC), cannabidiol (CBD), and other cannabinoids. Hash oil is usually consumed by smoking, vaporizing or eating. Preparations of hash oil may be solid or semi-liquid colloids depending on both production method and temperature and are usually identified by their appearance or characteristics. Color most commonly ranges from transparent golden or light brown, to tan or black. There are various extraction methods, most involving a solvent, such as butane or ethanol.
Petroleum naphtha is an intermediate hydrocarbon liquid stream derived from the refining of crude oil with CAS-no 64742-48-9. It is most usually desulfurized and then catalytically reformed, which rearranges or restructures the hydrocarbon molecules in the naphtha as well as breaking some of the molecules into smaller molecules to produce a high-octane component of gasoline.
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: CS1 maint: DOI inactive as of January 2024 (link)A turpentine and hot water, and [wring hot towels out of there], and put it on their chest and back. --Elsie Miller (nee Smith)