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Ricinoleic acid

Ricinoleic acid Structure
CAS No.
141-22-0
Chemical Name:
Ricinoleic acid
Synonyms
RICINOLIC ACID;Ricinoleic aci;12-HYDROXY-9-OCTADECENOIC ACID;CS 80;H 1657;Cenwax C;P -10 acid;NSC 281242;ricinicacid;Ricinic acid
CBNumber:
CB1776922
Molecular Formula:
C18H34O3
Molecular Weight:
298.46
MOL File:
141-22-0.mol
MSDS File:
SDS
Modify Date:
2024/8/7 21:30:42

Ricinoleic acid Properties

Melting point 22.5-24.5℃
alpha D22 +6.67°; D26 +7.15° (c = 5 in acetone)
Boiling point bp10 245°
Density 0.940 g/mL at 20 °C(lit.)
refractive index 1.4740 (589.3 nm, 25℃)
Flash point 248°C
storage temp. -20°C
solubility Ethanol
pka 4.78±0.10(Predicted)
form Liquid
Specific Gravity 0.943 (20/4℃)
color Colorless to Red to Green
optical activity [α]/D 6.5±1.5°, c = 2 in acetone
Merck 14,8211
BRN 1727813
Stability Light Sensitive
InChIKey WBHHMMIMDMUBKC-GKUQOKNUSA-N
LogP 5.607 (est)
CAS DataBase Reference 141-22-0(CAS DataBase Reference)
EPA Substance Registry System 9-Octadecenoic acid, 12-hydroxy-, (9Z,12R)- (141-22-0)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H317
Precautionary statements  P501-P261-P272-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P333+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  VJ3150000
HS Code  29181990
NFPA 704
3
2 0

Ricinoleic acid price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) R7257 Ricinoleic acid ≥99% 141-22-0 100MG ₹7555.85 2022-06-14 Buy
Sigma-Aldrich(India) R7257 Ricinoleic acid ≥99% 141-22-0 1G ₹34293.6 2022-06-14 Buy
Sigma-Aldrich(India) 90969 Ricinoleic acid analytical standard 141-22-0 100MG ₹17157.63 2022-06-14 Buy
TCI Chemicals (India) R0027 Ricinoleic Acid min. 80.0 % 141-22-0 25ML ₹2200 2022-05-26 Buy
TCI Chemicals (India) R0027 Ricinoleic Acid min. 80.0 % 141-22-0 500ML ₹4100 2022-05-26 Buy
Product number Packaging Price Buy
R7257 100MG ₹7555.85 Buy
R7257 1G ₹34293.6 Buy
90969 100MG ₹17157.63 Buy
R0027 25ML ₹2200 Buy
R0027 500ML ₹4100 Buy

Ricinoleic acid Chemical Properties,Uses,Production

Description

Ricinoleic acid is an unsaturated omega-9 fatty acid and is an important component of the seed oil obtained from mature castor plants seeds. The compound is produced for industries by fractional distillation or saponification of hydrolysed castor oil. It is normally used in manufacturing personal care products such as deodorants. Much of ricinoleic acid characteristics and effects can be associated with castor oil.

Chemical Properties

Ricinoleic acid (synonym castor oil fatty acid) is an unsaturated fatty acid prepared from castor oil. When Ricinoleic acid is pyrolyzed (heated in the absence of air), it breaks down in undecylenic acid and n-heptaldehyde.
appearance yellowish, clear, viscous liquid
specific gravity (at 25°C) 0.938 - 0.944
refractive index (at 25°C) 1.4695 - 1.4700
acid value mg KOH/g min.175
iodine value 82 - 90
saponification value mg KOH/g 180 - 190
hydroxyl value 150 - 160
unsaponifiable matter max. 1
colour Gardner max. 7

Uses

  1. soaps: Ricinoleic acid can be reacted with various bases (caustic, ammonia, ethanolamines, etc.) to produce soaps having the desired characteristics (solubility, physical characteristics, polarity, etc.) depending on the final application. Some of them are: cutting oils, industrial lubricants, emulsifiers and metal working fluids. Transparent bar soaps & high solids liquids soaps are made possible by using Ricinoleic acid. The same for industrial germicides, disinfectants and heavy duty detergents (solubilization of phenolic and cresylic bodies).
  2. surface coating: it is used as an efficient pigment/dye dispersants in inks, coatings, plastics, cosmetics, etc.
  3. textiles: Ricinoleic acid provides polarity, surface wetting and lubricity.
  4. rubber: the sodium/potassium soaps of Ricinoleic acid are emulsifiers and foam stabilizers.
  5. vinyl polymers: it's sodium soap is useful as emulsifier, stabilizer and defoamer for emulsion polymerization of resins such as PVC & PVAc
  6. food additives: it's used in the production of PGPR (polyglycerol polyricinoleate) for use in chocolate.

Definition

ChEBI: Ricinoleic acid is a (9Z)-12-hydroxyoctadec-9-enoic acid in which the 12-hydroxy group has R-configuration. It is a conjugate acid of a ricinoleate. It is a C18 unsaturated fatty acid that comprises 80% of the fatty acid content of castor oil.

Carcinogenicity

Four rabbits given intermittent subcutaneous injections of 3120 mg/kg ricinoleic acid for 52 weeks developed subcutaneous neoplasms. The tumorigenic potential of ricinoleic acid injected intravaginally in groups of 20 mice was also studied. No tumors attributable to ricinoleic acid treatment were observed in three studies after 18–20 months.

Purification Methods

Purify it as the methyl acetylricinoleate [Rider J Am Chem Soc 53 4130 1931], fractionally distilling it at 180-185o/0.3mm, then 87g of this ester is hydrolysed by refluxing with KOH (56g), water (25mL), and MeOH (250mL) for 10minutes. The free acid is separated on acidification and extracted into Et2O, dried (Na2SO4), filtered, evaporated and the residue is crystallised from acetone at -50o, and distilled in small batches, b 180o/0.005mm. The R-enantiomer has m +5.5o, b 245o/10mm and [] 26D +7.2o (c 5, Me2CO). [Bailey et al. J Chem Soc 3027 1957, Beilstein 3 IV 1026, 1207.]

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kyselina12-hydroxy-9-oktadecenova kyselinaricinolova l’acidericinoleique(french) l'acide ricinoleique Oleic acid, 12-hydroxy- P -10 acid Ricinic acid ricinicacid Riconoleic acid Vespula pensylvanica b708568k062 cis-9,12-Hydroxyoctadecenoic acid Ricinoleic acid, 85% castor oil fatty acid 12-Hydroxy-9-octadecanoic acid Ricinoleic acid Vetec(TM) reagent grade, 80% (+)-12-HYDROXYOLEIC ACID 12-HYDROXYOLEIC ACID DELTA 9 CIS 12 HYDROXY OCTADECENOIC ACID RICINOLEIC ACID [R]-12-HYDROXY-CIS-9-OCTADECANOIC ACID [R]-12-HYDROXY-CIS-9-OCTADECENOIC ACID (9Z)-12-Hydroxy-9-octadecenoic acid (r-(z))-9-octadecenoicaci [r-(z)]-12-hydroxy-9-octadecenoicacid [theta-(z)]-9-octadecenoicaci 12-hydroxy-,[R-(Z)]-9-Octadecenoicacid 12-Hydroxy-cis-9-octadecenoic acid 12-hydroxy-cis-9-octadecenoicacid 12-hydroxy-oleicaci 9-Octadecenoic acid, 12-hydroxy-, [R-(Z)]- 9-Octadecenoic acid,12-hydroxy-,(Z)- 9-octadecenoicacid,12-hydroxy-(cis) 9-octadecenoicacid,12-hydroxy-,[R]- acidericinoleique castoroilacid cis-12-hydroxy-octadec-9-enoicacid cis-12-hydroxyoctadec-9-enoicacid cis-ricinoleicacid d-12-Hydroxyoleic acid d-12-hydroxyoleicacid Flexricin 100 Kyselina 12-hydroxy-9-oktadecenova Kyselina ricinolova Ricinoleic?Acid?(9c,?12OH)? 9-Octadecenoic acid, 12-hydroxy-, (9Z,12R)- RICOLEICACID (r-(z))-9-octadecenoic acid theta-(z)]-9-octadecenoic acid (R)-12-Hydroxy-cis-9-octadecenoic acid, 12-Hydroxyoleic acid (Z)-12-Hydroxy-9-octadecenoic acid (Z,R)-12-Hydroxy-9-octadecenoic acid Ricinoleic acid, pract., 85% castor oil fattyacid 12-Hydroxy-octadec-9-enoicacid Ricin (Ricinus communis) Seeds VBRM Cenwax C CS 80 Edenor Ri 90 H 1657 Nouracid CS 80