Castor Oil

Naughton, Frank C.

doi:10.1002/0471238961.0301192014012107.a01.pub2

Cited by 6 publications

(12 citation statements)

References 29 publications

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“…Ricinoleic acid ( 2 ) is the foremost acyl component in castor oil, and thus 12‐( R )‐hydroxystearic acid (12‐HSA; 3 ) in hydrogenated castor oil ( Fig. ) . Other hydroxylated fatty acids result from hydration by bioconversion of various unsaturated precursors.…”

Section: Introductionmentioning

confidence: 99%

Configurational Assignment of ‘Cryptochiral’ 10‐Hydroxystearic Acid Through an Asymmetric Catalytic Synthesis

Brunner

Hintermann

2016

Helvetica Chimica Acta

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An asymmetric catalytic total synthesis of (S)‐10‐hydroxystearic acid (1) for comparison of its absolute configuration to that of samples obtained by fermentative hydration of oleic acid is reported. The synthesis involves two catalytic key‐steps, namely Ru‐catalyzed anti‐Markovnikov hydration of 9‐decynoic acid (7) to 10‐oxodecanoic acid (5), followed by titanium‐mediated asymmetric catalytic addition of dioctylzinc (25) to 5 in presence of the chiral ligand N,N’‐((1R,2R)‐cyclohexane‐1,2‐diyl)bis(1,1,1‐trifluoromethanesulfonamide) (6). The synthesis is short and efficient and avoids use of protecting groups. Ozonolysis of 10‐undecynoic acid (9) to 5 provides an alternative entry point into the synthetic route. The double dehydrobromination of (ω,ω‐1)‐dibromoalkanoic acids to ω‐alkynoic acids under a variety of conditions was investigated with 10,11‐dibromoundecanoic acid (11) as model substrate and using qNMR to quantify all reaction products. The synthetic approaches presented here have the potential to be generalized to the asymmetric catalytic synthesis of a variety of n‐hydroxy‐fatty acids.

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Section: Introductionmentioning

confidence: 99%

Configurational Assignment of ‘Cryptochiral’ 10‐Hydroxystearic Acid Through an Asymmetric Catalytic Synthesis

Brunner

Hintermann

2016

Helvetica Chimica Acta

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“…Polyamides derived from castor oil are mainly used in electronics and transportation systems. Nylon 11(Polyamide) is used in fuel lines, air brake hoses, in the synthesis of sports products like tennis rackets and ski boots, and used in the manufacturing of biomedical products such as tubes and catheters 23 . Different derivatives of castor oil are used in the manufacturing of surface coatings.…”

Section: Commercial Applications Of Castor Oilmentioning

confidence: 99%

A comprehensive review of castor oil‐derived renewable and sustainable industrial products

Singh

Sharma

Sarma

et al. 2022

Env Prog and Sustain Energy

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Castor oil is one important raw material that could serve as a renewable feedstock for industries in the age of exhausting fossil fuels. The chemical composition of oil and the structure of hydroxyl fatty acid are responsible for its unique physicochemical properties. The oil has diverse applications from pharmaceuticals to polyamides, from the manufacturing of ski boots to durable frames, and from lubricants to laxatives. The present review gives an insight into the physicochemical properties of castor oil and its application. The oil is used for the production of a great variety of its derivatives. Out of many derivatives of castor oil, four are produced and utilized at a larger scale. The names of the four derivates are ricinoleic acid, sebacic acid, undecylenic acid, and γ-decalactone. The review will aim toward an insight into the evolved techniques for the manufacturing of these derivatives of castor oil, the biotechnological route of production, and metabolic engineering approaches. Though the industrial significance of castor oil and its derivatives had been known for ages, methods for their production are continuously changing.

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“…Deodorization is generally under high vacuum and temperature above 250°C to expel undesirable odor caused by ketones, aldehydes, sterols, triterpene alcohols, and short chain fatty acids [98]. Pharmaceutical grade castor oil is deodorized under low temperatures (150-170°C) and high vacuum for 8-10 hours to hydrolysis of hydroxyl group ricinoleic acid [103].…”

Section: Deodorizationmentioning

confidence: 99%

Castor (Ricinus communis): An Underutilized Oil Crop in the South East Asia

Chakrabarty¹,

Islam²,

Yaakob³

et al. 2021

Agroecosystems – Very Complex Environmental Systems

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Castor belongs to a monotypic genus Ricinus and subtribe Ricininae. It is one of the oldest plants, getting importance as an agricultural crop for subtropical and tropical countries in the world. Castor is a hardy plant, requires low input, tolerates marginal soils, is easy to establish in the field, is resistant to drought, and gives yield 350–900 kg oil per hectare. Castor oil shows great functional value in energy sector, industry, and pharmaceutical. In recent years, it received increasing demand in the international market for its more than 700 uses, ranging from medicine and cosmetics to biodiesel, plastic, and lubricants. The oil is significant for many industrial uses compared with other oils from plant sources because of its high and low temperature-tolerant properties. This chapter has been written to provide botanical descriptions, ecology, agro-technology, and versatile industrial uses.

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Castor Oil

Cited by 6 publications

References 29 publications

Configurational Assignment of ‘Cryptochiral’ 10‐Hydroxystearic Acid Through an Asymmetric Catalytic Synthesis

Configurational Assignment of ‘Cryptochiral’ 10‐Hydroxystearic Acid Through an Asymmetric Catalytic Synthesis

A comprehensive review of castor oil‐derived renewable and sustainable industrial products

Castor (Ricinus communis): An Underutilized Oil Crop in the South East Asia

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