Turpentine (which is also called spirit of turpentine, oil of turpentine, terebenthene, terebinthine and (colloquially) turps) is a fluid obtained by the
distillation
Distillation, or classical distillation, is the process of separating the components or substances from a liquid mixture by using selective boiling and condensation, usually inside an apparatus known as a still. Dry distillation is the he ...
of
resin
In polymer chemistry and materials science, 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 on n ...
harvested from living trees, mainly
pine
A pine is any conifer tree or shrub in the genus ''Pinus'' () of the family (biology), family Pinaceae. ''Pinus'' is the sole genus in the subfamily Pinoideae. The World Flora Online created by the Royal Botanic Gardens, Kew and Missouri Botanic ...
s. Mainly used as a specialized
solvent
A solvent (s) (from the Latin '' solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a solution. A solvent is usually a liquid but can also be a solid, a gas, or a supercritical fluid. Water is a solvent for ...
, it is also a source of material for
organic syntheses.
Turpentine is composed of
terpene
Terpenes () are a class of natural products consisting of compounds with the formula (C5H8)n for n > 1. Comprising more than 30,000 compounds, these unsaturated hydrocarbons are produced predominantly by plants, particularly conifers. Terpenes ar ...
s, primarily the monoterpenes
alpha- and
beta-pinene, with lesser amounts of
carene,
camphene,
dipentene, and
terpinolene.
[Kent, James A. ''Riegel's Handbook of Industrial Chemistry'' (Eighth Edition) Van Nostrand Reinhold Company (1983) p.569] Mineral turpentine or other
petroleum
Petroleum, also known as crude oil, or simply oil, is a naturally occurring yellowish-black liquid mixture of mainly hydrocarbons, and is found in geological formations. The name ''petroleum'' covers both naturally occurring unprocessed crude ...
distillates are used to replace turpentine – although the constituent chemicals are very different.
Etymology
The word ''turpentine'' derives (via
French
French (french: français(e), link=no) may refer to:
* Something of, from, or related to France
** French language, which originated in France, and its various dialects and accents
** French people, a nation and ethnic group identified with Franc ...
and
Latin
Latin (, or , ) is a classical language belonging to the Italic branch of the Indo-European languages. Latin was originally a dialect spoken in the lower Tiber area (then known as Latium) around present-day Rome, but through the power ...
), from the
Greek
Greek may refer to:
Greece
Anything of, from, or related to Greece, a country in Southern Europe:
*Greeks, an ethnic group.
*Greek language, a branch of the Indo-European language family.
**Proto-Greek language, the assumed last common ancestor ...
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.
Although the word originally referred to the resinous exudate of terebinth trees (e.g. Chios turpentine, Cyprus turpentine, and Persian turpentine), it now refers to that of
conifer
Conifers are a group of cone-bearing seed plants, a subset of gymnosperms. Scientifically, they make up the division Pinophyta (), also known as Coniferophyta () or Coniferae. The division contains a single extant class, Pinopsida. All ex ...
ous trees, namely
crude turpentine 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 o ...
(e.g. Venice turpentine is the oleoresin of
larch
Larches are deciduous conifers in the genus ''Larix'', of the family Pinaceae (subfamily Laricoideae). Growing from tall, they are native to much of the cooler temperate northern hemisphere, on lowlands in the north and high on mountains furt ...
.), or the
volatile oil part thereof, namely oil (spirit) of turpentine; the later usage is much more common today.
Source trees

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
''Pinus elliottii'', commonly known as slash pine,Family, P. P. (1990). Pinus elliottii Engelm. slash pine. ''Silvics of North America: Conifers'', (654), 338. is a conifer tree native to the Southeastern United States. Slash pine is named after ...
''), and ponderosa pine (''
Pinus ponderosa'').
To tap into the sap producing layers of the tree, turpentiners used a combination 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. Turpentiners 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.
[Kent p.571]
The V-shaped cuts are called "catfaces" for their resemblance to a cat's whiskers. These marks on a pine tree signify it was used to collect resin for turpentine production.
Converting crude turpentine to oil of turpentine
Crude turpentine 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 o ...
collected from the trees may be evaporated by
steam distillation in a
copper
Copper is a chemical element with the symbol Cu (from la, cuprum) and atomic number 29. It is a soft, malleable, and ductile metal with very high thermal and electrical conductivity. A freshly exposed surface of pure copper has a pinkish ...
still. Molten
rosin remains in the still bottoms after turpentine has been distilled out.
Such turpentine is called gum turpentine. 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,
such as shredded pine stumps, roots, and slash, using the light end of the heavy
naphtha fraction (boiling between ) from a crude
oil refinery
An oil refinery or petroleum refinery is an industrial processes, industrial process Factory, plant where petroleum (crude oil) is transformed and refining, refined into useful products such as gasoline (petrol), diesel fuel, asphalt, asphalt ...
. Such turpentine is called wood turpentine. Multi-stage counter-current
extraction Extraction may refer to:
Science and technology
Biology and medicine
* Comedo extraction, a method of acne treatment
* Dental extraction, the surgical removal of a tooth from the mouth
Computing and information science
* Data extraction, the pro ...
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.
Sulfate turpentine
When producing chemical
wood pulp
Pulp is a lignocellulosic fibrous material prepared by chemically or mechanically separating cellulose fibers from wood, fiber crops, waste paper, or rags. Mixed with water and other chemical or plant-based additives, pulp is the major raw ma ...
from
pine
A pine is any conifer tree or shrub in the genus ''Pinus'' () of the family (biology), family Pinaceae. ''Pinus'' is the sole genus in the subfamily Pinoideae. The World Flora Online created by the Royal Botanic Gardens, Kew and Missouri Botanic ...
s or other
coniferous trees, sulfate turpentine may be condensed from the gas generated in
Kraft process
The kraft process (also known as kraft pulping or sulfate process) is a process for conversion of wood into wood pulp, which consists of almost pure cellulose fibres, the main component of paper. The kraft process involves treatment of wood ...
pulp
digesters. The average yield of crude sulfate turpentine is 5–10 kg/t pulp.
Unless burned at the mill for energy production, sulfate turpentine may require additional treatment measures to remove traces of
sulfur
Sulfur (or sulphur in British English) is a chemical element with the symbol S and atomic number 16. It is abundant, multivalent and nonmetallic. Under normal conditions, sulfur atoms form cyclic octatomic molecules with a chemical formul ...
compounds.
Industrial and other end uses
Solvent
As a solvent, turpentine is used for thinning oil-based
paints, for producing
varnish
Varnish is a clear transparent hard protective coating or film. It is not a stain. It usually has a yellowish shade from the manufacturing process and materials used, but it may also be pigmented as desired, and is sold commercially in vario ...
es, 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
Petroleum, also known as crude oil, or simply oil, is a naturally occurring yellowish-black liquid mixture of mainly hydrocarbons, and is found in geological formations. The name ''petroleum'' covers both naturally occurring unprocessed crude ...
such as
white spirit. A solution of turpentine and
beeswax
Beeswax (''cera alba'') is a natural wax produced by honey bees of the genus ''Apis''. The wax is formed into scales by eight wax-producing glands in the abdominal segments of worker bees, which discard it in or at the hive. The hive workers ...
or
carnauba wax has long been used as a furniture wax.
Source of organic compounds
Turpentine is also used as a source of raw materials in the synthesis of fragrant chemical compounds. Commercially used
camphor
Camphor () is a waxy, colorless solid with a strong aroma. It is classified as a terpenoid and a cyclic ketone. It is found in the wood of the camphor laurel ('' Cinnamomum camphora''), a large evergreen tree found in East Asia; and in the k ...
,
linalool,
alpha-terpineol
Terpineol is any of four isomeric monoterpenoids. Terpenoids are terpene that are modified by the addition of a functional group, in this case, an alcohol. Terpineols have been isolated from a variety of sources such as cardamom, cajuput oil, ...
, 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.
Medicinal elixir
Turpentine and petroleum distillates such as
coal oil and kerosene have been used medicinally since ancient times, as topical and sometimes internal home remedies. Topically, it has been used for abrasions and wounds, as a treatment for
lice, and when mixed with
animal fat it has been used as a chest rub, or inhaler for nasal and throat ailments.
Vicks chest rubs still contain turpentine in their formulations, although not as an active ingredient.
Turpentine, now understood to be dangerous for consumption, was a common medicine among seamen during the
Age of Discovery
The Age of Discovery (or the Age of Exploration), also known as the early modern period, was a period largely overlapping with the Age of Sail, approximately from the 15th century to the 17th century in European history, during which seafari ...
. It was one of several products carried aboard
Ferdinand Magellan
Ferdinand Magellan ( or ; pt, Fernão de Magalhães, ; es, link=no, Fernando de Magallanes, ; 4 February 1480 – 27 April 1521) was a Portuguese explorer. He is best known for having planned and led the 1519 Spanish expedition to the Eas ...
's fleet during the
first circumnavigation of the globe. Taken internally it was used as a treatment for
intestinal parasites. This is dangerous, due to the chemical's toxicity.
Turpentine
enemas, a very harsh purgative, had formerly been used for stubborn constipation or impaction. Turpentine enemas were also given punitively to political dissenters in post-independence Argentina.
Niche uses
* Turpentine is also added to many cleaning and sanitary products due to its
antiseptic properties and its "clean scent".
* In early 19th-century America, turpentine was sometimes burned in lamps as a cheap alternative to
whale oil
Whale oil is oil obtained from the blubber of whales. Whale oil from the bowhead whale was sometimes known as train oil, which comes from the Dutch word ''traan'' (" tear" or "drop").
Sperm oil, a special kind of oil obtained from the hea ...
. It was most commonly used for outdoor lighting, due to its strong odour. A blend of
ethanol
Ethanol (abbr. EtOH; also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic compound. It is an alcohol with the chemical formula . Its formula can be also written as or (an ethyl group linked to a h ...
and turpentine called
camphine served as the dominant lamp fuel replacing
whale oil
Whale oil is oil obtained from the blubber of whales. Whale oil from the bowhead whale was sometimes known as train oil, which comes from the Dutch word ''traan'' (" tear" or "drop").
Sperm oil, a special kind of oil obtained from the hea ...
until the advent of kerosene.
* In 1946,
Soichiro Honda fueled the first Honda
motorcycle
A motorcycle (motorbike, bike, or trike (if three-wheeled)) is a two or three-wheeled motor vehicle steered by a handlebar. Motorcycle design varies greatly to suit a range of different purposes: long-distance travel, commuting, cruisin ...
s with a blend of gasoline and turpentine to cover the smell of gasoline, due to the scarcity of gasoline in Japan following
World War II
World War II or the Second World War, often abbreviated as WWII or WW2, was a world war that lasted from 1939 to 1945. It involved the World War II by country, vast majority of the world's countries—including all of the great power ...
.
* In his book ''
If Only They Could Talk'', veterinarian and author
James Herriot describes the use of the reaction of turpentine with
resublimed iodine to "drive the iodine into the tissue" - or perhaps just impress the watching customer with a spectacular treatment (a dense cloud of purple smoke).
* Turpentine was added extensively into gin during the
Gin Craze.
Hazards
As an
organic solvent, its vapour can irritate the skin and eyes, damage the
lungs and respiratory system, as well as the
central nervous system
The central nervous system (CNS) is the part of the nervous system consisting primarily of the brain and spinal cord. The CNS is so named because the brain integrates the received information and coordinates and influences the activity of all p ...
when inhaled, and cause damage to the
renal system when ingested, among other things. Ingestion can cause burning sensations, abdominal pain, nausea, vomiting, confusion, convulsions, diarrhea, tachycardia, unconsciousness, respiratory failure, and chemical pneumonia.
The
Occupational Safety and Health Administration
The Occupational Safety and Health Administration'' (OSHA ) is a large regulatory agency of the United States Department of Labor that originally had federal visitorial powers to inspect and examine workplaces. Congress established the agenc ...
(OSHA) has set the legal limit (
permissible exposure limit) for turpentine exposure in the workplace as 100 ppm (560 mg/m
3) over an 8-hour workday. The same threshold was adopted by the
National Institute for Occupational Safety and Health
The National Institute for Occupational Safety and Health (NIOSH, ) is the United States federal agency responsible for conducting research and making recommendations for the prevention of work-related injury and illness. NIOSH is part of the ...
(NIOSH) as the
recommended exposure limit (REL). At levels of 800 ppm (4480 mg/m3), turpentine is
immediately dangerous to life and health
The term immediately dangerous to life or health (IDLH) is defined by the US National Institute for Occupational Safety and Health (NIOSH) as exposure to airborne contaminants that is "likely to cause death or immediate or delayed permanent advers ...
.
See also
*
*
*
McCranie's Turpentine Still
McCranie's Turpentine Still is a historic site in Willacoochee, Georgia.''McCranie's Turpentine Still'', by Kenneth H. Thomas Jr., The University of Georgia Institute of Community & Area Development and Georgia Department of Natural Resources, 197 ...
*
*
*
* , a water-resistant leather, using a birch oil distillate similar to turpentine in its manufacture.
* / / Mineral spirit
References
External links
Inchem.org IPCS INCHEM Turpentine classification, hazard, and property table.
CDC - NIOSH Pocket Guide to Chemical Hazards - Turpentine Gum naval stores: Turpentine and rosin from pine resin
FloridaMemory.com Florida State Archive photographs of turpentine camps and laborers
Timber and Turpentine Industries
Distil my beating heartTurpentine Industrya
A History of Central Florida Podcast
{{Authority control
Household chemicals
Hydrocarbon solvents
Painting materials
Patent medicines
Resins
Terpenes and terpenoids
Papermaking
Non-timber forest products