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Castor beans
Contents
1Etymology
2Composition
3Uses
o 3.1Food and preservative
o 3.2Traditional medicine
3.2.1Alternative medicinal use
o 3.3Skin and hair care
o 3.4Coatings
o 3.5Precursor to industrial chemicals
3.5.1Lubrication
3.5.2Early aviation and aeromodelling
3.5.3Turkey red oil
3.5.4Biodiesel
o 3.6Punishment
4Safety
5In popular culture
6See also
7References
8Further reading
9External links
Etymology[edit]
The name probably comes from a confusion between the Ricinus plant that produces it and
another plant, the Vitex agnus-castus.[4][5] An alternative etymology, though, suggests that it was
used as a replacement for castoreum.[6]
Composition[edit]
Structure of the major component of castor oil: triester of glycerol and ricinoleic acid
Castor oil is well known as a source of ricinoleic acid, a monounsaturated, 18-carbon fatty acid.
Among fatty acids, ricinoleic acid is unusual in that it has a hydroxyl functional group on the
12th carbon atom. This functional group causes ricinoleic acid (and castor oil) to be
more polar than most fats. The chemical reactivity of the alcohol group also allows
chemical derivatization that is not possible with most other seed oils. Because of its ricinoleic
acid content, castor oil is a valuable chemical in feedstocks, commanding a higher price than
other seed oils. As an example, in July 2007, Indian castor oil sold for about US$0.90/kg
($0.41/lb),[citation needed] whereas U.S. soybean, sunflower, and canola oils sold for about $0.30/kg
($0.14/lb).[7]
Others 0.2–0.5
Uses[edit]
Annually, 270,000–360,000 tonnes (600–800 million pounds) of castor oil are produced for a
variety of uses.[3]
Food and preservative[edit]
In the food industry, food-grade castor oil is used in food additives, flavorings, candy
(e.g., polyglycerol polyricinoleate in chocolate),[8] as a mold inhibitor, and in packaging.
Polyoxyethylated castor oil (e.g., Kolliphor EL)[9] is also used in the food industries.[10]
In India, Pakistan, and Nepal, food grains are preserved by the application of castor oil. It
stops rice, wheat, and pulses from rotting. For example, the legume pigeon pea is commonly
available coated in oil for extended storage.
Traditional medicine[edit]
Advertisement of castor oil as a medicine by Scott & Bowne Company, 19th century
World War I aviation rotary engines used castor oil as a primary lubricant, mixed with the fuel
Castor oil was the preferred lubricant for rotary engines, such as the Gnome engine after that
engine's widespread adoption for aviation in Europe in 1909. It was used almost universally in
rotary-engined Allied aircraft in World War I. Germany had to make do with inferior ersatz oil
for its rotary engines, which resulted in poor reliability.[29][30][31]
The methanol-fueled, two-cycle, glow-plug engines used for aeromodelling, since their adoption
by model airplane hobbyists in the 1940s, have used varying percentages of castor oil as
lubricants. It is highly resistant to degradation when the engine has its fuel-air mixture leaned for
maximum engine speed. Gummy residues can still be a problem for aeromodelling powerplants
lubricated with castor oil, however, usually requiring eventual replacement of ball bearings when
the residue accumulates within the engine's bearing races. One British manufacturer of sleeve-
valved four-cycle model engines has stated the "varnish" created by using castor oil in small
percentages can improve the pneumatic seal of the sleeve valve, improving such an engine's
performance over time.
Turkey red oil[edit]
Turkey red oil, also called sulphonated (or sulfated) castor oil, is made by adding sulfuric acid to
vegetable oils, most notably castor oil.[32] It was the first synthetic detergent after ordinary soap. It
is used in formulating lubricants, softeners, and dyeing assistants.[32]
Biodiesel[edit]
Castor oil, like currently less expensive vegetable oils, can be used as feedstock in the production
of biodiesel. The resulting fuel is superior for cold winters, because of its exceptionally
low cloud point and pour point.[33]
Initiatives to grow more castor for energy production, in preference to other oil crops, are
motivated by social considerations. Tropical subsistence farmers would gain a cash crop.[34]
Punishment[edit]
Some parents punished children with a dose of castor oil.[35][36] Physicians recommended against
the practice because they did not want medicines associated with punishment.[37]
A heavy dose of castor oil could be used as a humiliating punishment for adults. Colonial
officials used it in the British Raj (India) to deal with recalcitrant servants.[38] Belgian military
officials prescribed heavy doses of castor oil in Belgian Congo as a punishment for being too
sick to work.[39]
The most famous use as punishment came in Fascist Italy under Benito Mussolini. It was a
favorite tool used by the Blackshirts to intimidate and humiliate their opponents.[40][41][42] Political
dissidents were force-fed large quantities of castor oil by Fascist squads. This technique was said
to have been originated by Gabriele D'Annunzio or Italo Balbo.[43] Victims of this treatment did
sometimes die, as the dehydrating effects of the oil-induced diarrhea often complicated their
recovery from the nightstick beatings they also received along with the castor oil; however, even
those victims who survived had to bear the humiliation of the laxative effects resulting from
excessive consumption of the oil.[44] The Nazi Sturmabteilung is thought to have used this torture
method against German Jews shortly after the appointment of Adolf Hitler as chancellor of
Germany in 1933.[45]
Mussolini's power was supposedly backed by "the bludgeon and castor oil".[44] In lesser
quantities, castor oil was also used as an instrument of intimidation, for example, to discourage
civilians or soldiers who would call in sick either in the factory or in the military. Only decades
after Mussolini's death did the myth of castor oil as a panacea for a wide range of diseases and
medical conditions become totally demystified, as it was also widely administered to pregnant
women and elderly or mentally ill patients in hospitals in the false belief it had no negative side
effects.
Still, the Italian terms manganello and olio di ricino, even used separately, still carry strong
political connotations (especially the latter)[citation needed]. These words are still used to satirize
patronizing politicians, or the authors of disliked legislation. The terms Usare l'olio di ricino,
("to use castor oil") and usare il manganello ("to use the bludgeon") mean "to coerce or abuse",
and can be misunderstood in the absence of proper context.[citation needed]
In Greece, during the 4th of August Regime, castor oil was used as a form of punishment.[46]
Safety[edit]
The castor seed contains ricin, a toxic lectin. Heating during the oil extraction process denatures
and deactivates the lectin. Harvesting castor beans, though, may not be without risk.[47] The
International Castor Oil Association FAQ document states that castor beans contain an allergenic
compound called CB1A. This chemical is described as being virtually nontoxic, but has the
capacity to affect people with hypersensitivity. The allergen may be neutralized by treatment
with a variety of alkaline agents. The allergen is not present in the castor oil itself.[48][49]
In popular culture[edit]
In the 1943 Tom and Jerry cartoon short "Baby
Puss", Tom Cat, dressed as a baby, is given castor oil by a
child as a punishment.
See also[edit]
Castor wax
List of unproven and disproven cancer treatments
References[edit]
1. ^ Jump up to: Thomas, Alfred (2005). "Fats and Fatty
a b c d
Further reading[edit]
Naughton, Frank, "Castor Oil", Kirk-Othmer
Encyclopedia of Chemical Technology, New York: John
Wiley, doi:10.1002/0471238961.0301192014012107.a01.
pub2, ISBN 9780471238966 – overview of chemical
properties and manufacturing of castor oil
External links[edit]
Wikimedia Commons has
media related to Castor oil.
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Laxatives
Non-petroleum based lubricants
Liquid dielectrics
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Hydroxy group
From Wikipedia, the free encyclopedia
(Redirected from Hydroxyl group)
A hydroxy or hydroxyl group is a functional group with the chemical formula -OH and
composed of one oxygen atom covalently bonded to one hydrogen atom. In organic
chemistry, alcohols and carboxylic acids contain one or more hydroxy groups. Both the
negatively charged anion HO−, called hydroxide, and the neutral radical HO•, known as
the hydroxyl radical, consist of an unbonded hydroxyl group.
According to IUPAC definitions, the term hydroxyl refers to the hydroxyl radical (·OH)
only, while the functional group −OH is called hydroxy group. [1]
Contents
1Properties
2Occurrence
3Hydroxyl radical
4Planetary observations
o 4.1Airglow of the Earth
o 4.2Surface of the Moon
o 4.3Atmosphere of Venus
o 4.4Atmosphere of Mars
5See also
6References
7Further
8External links
Properties[edit]
Sulfuric acid contains two hydroxyl groups.
Water, alcohols, carboxylic acids, and many other hydroxy-containing compounds can
be readily deprotonated due to a large difference between the electronegativity of
oxygen (3.5) and that of hydrogen (2.1). Hydroxy-containing compounds engage in
intermolecular hydrogen bonding increasing the electrostatic attraction between
molecules and thus to higher boiling and melting points than found for compounds that
lack this functional group. Organic compounds, which are often poorly soluble in water,
become water-soluble when they contain two or more hydroxy groups, as illustrated
by sugars and amino acid.[citation needed]
Occurrence[edit]
The hydroxy group is pervasive in chemistry and biochemistry. Many inorganic
compounds contain hydroxy groups, including sulfuric acid, the chemical compound
produced on the largest scale industrially. [citation needed]
Hydroxy groups participate in the dehydration reactions that link simple biological
molecules into long chains. The joining of a fatty acid to glycerol to form
a triacylglycerol removes the −OH from the carboxy end of the fatty acid. The joining of
two aldehyde sugars to form a disaccharide removes the −OH from the carboxy group
at the aldehyde end of one sugar. The creation of a peptide bond to link two amino
acids to make a protein removes the −OH from the carboxy group of one amino acid. [citation
needed]
Hydroxyl radical[edit]
Main article: Hydroxyl radical
Hydroxyl radicals are highly reactive and undergo chemical reactions that make them
short-lived. When biological systems are exposed to hydroxyl radicals, they can cause
damage to cells, including those in humans, where they can react with DNA, lipids,
and proteins.[citation needed]
Planetary observations[edit]
Airglow of the Earth[edit]
The Earth's night sky is illuminated by diffuse light, called airglow, that is produced by
radiative transitions of atoms and molecules.[2] Among the most intense such features
observed in the Earth's night sky is a group of infrared transitions at wavelengths
between 700 nanometers and 900 nanometers. In 1950, Aden Meinel showed that
these were transitions of the hydroxyl molecule, OH. [3]
Surface of the Moon[edit]
In 2009, India's Chandrayaan-1 satellite and the National Aeronautics and Space
Administration (NASA) Cassini spacecraft and Deep Impact probe each detected
evidence of water by evidence of hydroxyl fragments on the Moon. As reported by
Richard Kerr, "A spectrometer [the Moon Mineralogy Mapper, a.k.a. "M3"] detected an
infrared absorption at a wavelength of 3.0 micrometers that only water or hydroxyl—a
hydrogen and an oxygen bound together—could have created." [4] NASA also reported in
2009 that the LCROSS probe revealed an ultraviolet emission spectrum consistent with
hydroxyl presence.[5]
On October 26, 2020, NASA reported definitive evidence of water on the sunlit surface
of the Moon, in the vicinity of the crater Clavius (crater), obtained by the Stratospheric
Observatory for Infrared Astronomy (SOFIA).[6] The SOFIA Faint Object infrared Camera
for the SOFIA Telescope (FORCAST) detected emission bands at a wavelength of
6.1 micrometers that are present in water but not in hydroxyl. The abundance of water
on the Moon's surface was inferred to be equivalent to the contents of a 12-ounce bottle
of water per cubic meter of lunar soil.[7]
Atmosphere of Venus[edit]
The Venus Express orbiter collected Venus science data from April 2006 until
December 2014. In 2008, Piccioni, et al. reported measurements of night-side airglow
emission in the atmosphere of Venus made with the Visible and Infrared Thermal
Imaging Spectrometer (VIRTIS) on Venus Express. They attributed emission bands in
wavelength ranges of 1.40 - 1.49 micrometers and 2.6 - 3.14 micrometers to vibrational
transitions of OH.[8] This was the first evidence for OH in the atmosphere of any planet
other than Earth's.[citation needed]
Atmosphere of Mars[edit]
In 2013, OH near-infrared spectra were observed in the night glow in the polar winter
atmosphere of Mars by use of the Compact Reconnaissance Imaging Spectrometer for
Mars (CRISM).[9]
See also[edit]
Wikimedia Commons has
media related to Hydroxyl
group.
Hydronium
Ion
Oxide
Hydroxylation
References[edit]
1. ^ "Alcohols". IUPAC. Retrieved 23 March 2015.
2. ^ Silverman SM (October 1970). "Night airglow
phenomenology". Space Science Reviews. 11 (2): 341–
79. Bibcode:1970SSRv...11..341S. doi:10.1007/BF00241526.
S2CID 120677542.
3. ^ Meinel AB (1950). "OH Emission Bands in the Spectrum of
the Night Sky. I". Astrophysical Journal. 111: 555–
564. Bibcode:1950ApJ...111..555M. doi:10.1086/145296.
4. ^ Kerr RA (24 September 2009). "A Whiff of Water Found on
the Moon". Science Now. Retrieved 2016-06-01.
5. ^ Dino J (13 November 2009). "LCROSS Impact Data
Indicates Water on Moon". NASA. Retrieved 2009-11-14.
6. ^ Honniball CI, Lucey PG, Li S, Shenoy S, Orlando TM,
Hibbitts CA, Hurley DM, Farrell WM (2020). "Molecular water
detected on the sunlit Moon by SOFIA". Nature
Astronomy. 5 (2): 121–
127. Bibcode:2020NatAs.tmp..222H. doi:10.1038/s41550-
020-01222-x.
7. ^ Chou F, Hawkes A (26 October 2020). "NASA's SOFIA
Discovers Water on Sunlit Surface of Moon". NASA.
Retrieved 2020-10-26.
8. ^ Piccioni G, Drossart P, Zasova L, Migliorini A, Gérard JC,
Mills FP, et al. (the VIRTIS-Venus Express Technical Team)
(2008). "First detection of hydroxyl in the atmosphere of
Venus". Astronomy and Astrophysics. 483 (3): L29–
L23. Bibcode:2008A&A...483L..29P. doi:10.1051/0004-
6361:200809761.
9. ^ Clancy RT, Sandor BJ, García-Muñoz A, Lefèvre F, Smith
MD, Wolff MJ, Montmessin F, Murchie SL, Nair H (2013).
"First detection of Mars atmospheric hydroxyl: CRISM Near-
IR measurement versus LMD GCM simulation of OH Meinel
band emission in the Mars polar winter
atmosphere". Icarus. 226 (1): 272–
281. Bibcode:2013Icar..226..272T. doi:10.1016/j.icarus.2013.
05.035.
Further[edit]
Reece J, Urry L, Cain M, Wasserman S, Minorsky P,
Jackson R (2011). "Chapter 4&5". In Berge S,
Golden B, Triglia L (eds.). Campbell Biology. Unit 1
(9th ed.). San Francisco: Pearson Benjamin
Cummings. ISBN 978-0-321-55823-7.
External links[edit]
Look up hydroxy group in
Wiktionary, the free
dictionary.
show
Functional groups
show
Authority control
Categories:
Alcohols
Functional groups
Hydroxides
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This page was last edited on 17 July 2021, at 19:00 (UTC).
Text is available under the Creative Commons Attribution-ShareAlike License; additional terms may apply. By using
this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia
Foundation, Inc., a non-profit organization.