ChemicalBook > CAS DataBase List > Ricinoleic acid

Ricinoleic acid

Product Name
Ricinoleic acid
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
Formula Weight
298.46
MOL File
141-22-0.mol
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Ricinoleic acid Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
VJ3150000
HS Code 
29181990
Hazardous Substances Data
141-22-0(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
R7257
Product name
Ricinoleic acid
Purity
≥99%
Packaging
1g
Price
$352
Updated
2024/03/01
Sigma-Aldrich
Product number
90969
Product name
Ricinoleic acid
Purity
analytical standard
Packaging
100mg
Price
$195
Updated
2024/03/01
TCI Chemical
Product number
R0027
Product name
Ricinoleic Acid
Purity
>80.0%(GC)
Packaging
25mL
Price
$34
Updated
2024/03/01
TCI Chemical
Product number
R0027
Product name
Ricinoleic Acid
Purity
>80.0%(GC)
Packaging
500mL
Price
$53
Updated
2024/03/01
Cayman Chemical
Product number
10009369
Product name
Ricinoleic Acid
Purity
≥98%
Packaging
100mg
Price
$44
Updated
2024/03/01
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Ricinoleic acid Chemical Properties,Usage,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

Colorless to yellow, viscous liquid.Soluble in most organic solvents; insoluble in water. Com- bustible.

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.

Uses

Soaps, Turkey red oil, textile finishing, source of sebacic acid and heptanol, ricinoleate salts, 12- hydroxystearic acid.

Uses

Ricinolic Acid is a metabolite of linoleic acid from Lactobacilli and has antifungal activity in bread. Ricinolic Acid is also a metabolite of castor oil and has shown to activate intestinal and uterine smooth-muscle cells through EP3 prostanoid receptors inducing diarrhea and labor in pregnant females.

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.]

Ricinoleic acid Preparation Products And Raw materials

Raw materials

Preparation Products

DL-2-Octanol Heptaldehyde METHYL 10-UNDECENOATE ETHYL 10-UNDECENOATE METHYL RICINELAIDATE
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Ricinoleic acid Suppliers

China 277 Czech 1 Germany 2 India 20 Japan 4 South Korea 1 Switzerland 1 United Kingdom 5 United States 34 USA 1 Global 346
Guangzhou Yunmen Biotechnology Co., Ltd
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Energy Chemical
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View Lastest Price from Ricinoleic acid manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Ricinolic Acid 141-22-0
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-24
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Ricinoleic acid 141-22-0
Price
US $45.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-04-24
Hebei Weibang Biotechnology Co., Ltd
Product
RICINOLEIC ACID 141-22-0
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-10-24

141-22-0, Ricinoleic acidRelated Search:

RICINOLEIC ACID Methyl 12-hydroxyoleate, Ricinoleic acid methyl ester, (R)-12-Hydroxy-cis-9-octadecenoic acid methyl ester,RICINOLEIC ACID METHYL ESTER RICINOLEIC ACID CETYL ESTER,RICINOLEIC ACID N-HEXADECYL ESTER,Ricinoleic Acid Hexadecyl Ester RICINOLEIC ACID 2-HYDROXYETHYL ESTER Sodium ricinolate RICINOLEIC ACID ETHYL ESTER,Ricinoleic acid ethyl ester, (R)-12-Hydroxy-cis-9-octadecenoic acid ethyl ester RICINOLEIC ACID CALCIUM SALT MAGNESIUM RICINOLEATE PROPYLENE GLYCOL MONORICINOLEATE Ricinoleic acid POLYGLYCERYL-3 POLYRICINOLEATE Ricinoleic acid isopropyl ester [R-(Z)]-3-[(12-hydroxy-1-oxo-9-octadecenyl)amino]propyltrimethylammonium methyl sulphate 12-HYDROXYSTEARIC ACID RICINOLEIC ACID BUTYL ESTER,RICINOLEIC ACID N-BUTYL ESTER GLYCEROL TRIACETYLRICINOLEATE Ricinoleamide DEA POLYGLYCERYL-6 RICINOLEATE

  • 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-HYDROXY-9-OCTADECENOIC ACID
  • (+)-12-HYDROXYOLEIC ACID
  • 12-HYDROXYOLEIC ACID
  • DELTA 9 CIS 12 HYDROXY OCTADECENOIC ACID
  • RICINOLEIC ACID
  • RICINOLIC 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