RICINOLEIC ACID supplier | CasNO.141-22-0

Name
RICINOLEIC ACID
EINECS 205-470-2
CAS No. 141-22-0
Article Data26
CAS DataBase
Density 0.957 g/cm³
Solubility
Melting Point 〈10oC
Formula C₁₈H₃₄O₃
Boiling Point 416.4 °C at 760 mmHg
Molecular Weight 298.466
Flash Point 219.8 °C
Transport Information
Appearance yellow viscous liquid
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 9-Octadecenoicacid, 12-hydroxy-, [R-(Z)]-;Ricinoleic acid (8CI);(R)-12-Hydroxyoleic acid;12-D-Hydroxy-9-cis-octadecenoic acid;12-Hydroxy-cis-9-octadecenoic acid;12-Hydroxyoctadeca-9-enoic acid;CS 80;Cenwax C;Edenor Ri 90;NSC 281242;Nouracid CS 80;Ricinolic acid;
PSA 57.53000
LogP 5.07930

Synthetic route

: 140-03-4
[R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester

: 141-22-0
Ricinoleic acid

Conditions

Conditions	Yield
With lithium hydroxide; water In tetrahydrofuran for 6h; Ambient temperature;	83%

: 41015-43-4
methyl acetyl ricinoleate

A: 141-22-0
Ricinoleic acid

B: 41989-07-5
methyl ricinoleate

C: 111766-70-2
(Z)-12-Acetoxy-octadec-9-enoic acid

Conditions

Conditions	Yield
With sodium hydroxide In methanol under 750.06 Torr;	A 15% B 65% C 20%

...Expand

: 111-71-7
heptanal

: 112-38-9
10-undecenoic acid

A: 141-22-0
Ricinoleic acid

B: 540-12-5
ricinelaidic acid

Conditions

Conditions	Yield
With ethylaluminum dichloride In dichloromethane at 0℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With ethylaluminum dichloride In dichloromethane at 0℃; for 1h; Yield given. Yields of byproduct given;

...Expand

castor oil: castor oil

: 141-22-0
Ricinoleic acid

Conditions

Conditions	Yield
With alkaline solution

: 45317-49-5
12-ricinoloyloxy-octadec-9-enoic acid

: 64-17-5
ethanol

potash: potash

: 141-22-0
Ricinoleic acid

Conditions

Conditions	Yield
ricinoleate of/the/ ricinolic acid;

...Expand

: glyceryl tri-(12R)-hydroxy-((9Z)-octadecanoate)

A: 2-monoricinolein

B: (2R)-2,3-di-O-ricinoleoyl-sn-glycerol

C: (2S)-2,3-di-O-ricinoleoyl-sn-glycerol

D: 141-22-0
Ricinoleic acid

Conditions

Conditions	Yield
With lipase AK In tetrahydrofuran; phosphate buffer at 20℃; for 1h; Product distribution; Further Variations:; Reagents; Solvents; Temperatures;	A 11 % Spectr. B n/a C n/a D 24 % Spectr.

...Expand

: 141-24-2
methyl ricinoleate

: 141-22-0
Ricinoleic acid

Conditions

Conditions	Yield
With alkali In methanol; water

: triricinoleoylglycerol

: 141-22-0
Ricinoleic acid

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water

: glyceryl tri-(12R)-hydroxy-((9Z)-octadecanoate)

: 141-22-0
Ricinoleic acid

Conditions

Conditions	Yield
With potassium hydroxide In ethanol for 1h; Reflux;

: 115-20-8
1,1,1-trichloroethanol

: 141-22-0
Ricinoleic acid

: 849343-49-3
2',2',2'-trichloroethylricinoleate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In toluene at 20℃; for 18h;	100%
With dmap; dicyclohexyl-carbodiimide In toluene at 20℃; for 18h;	100%

: 141-22-0
Ricinoleic acid

: 5323-95-5
ricinoleic acid sodium salt

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 64℃; for 4h; Solvent; Temperature; Reagent/catalyst;	99.1%

: 141-22-0
Ricinoleic acid

: 109-86-4
2-methoxy-ethanol

: 142-21-2
ricinoleic acid ethylene glycol methyl ether ester

Conditions

Conditions	Yield
With sodium hydrogensulfate monohydrate In dichloromethane at 150℃; for 0.416667h; Microwave irradiation; High pressure;	99%

: 141-22-0
Ricinoleic acid

: 111-76-2
2-Butoxyethanol

: ricinoleic acid ethylene glycol butyl ether ester

Conditions

Conditions	Yield
With benzothiazole hydrogen sulfate In cyclohexane at 90℃; for 5h; Catalytic behavior; Reagent/catalyst;	98.4%
With sodium hydrogensulfate monohydrate In dichloromethane at 150℃; for 0.416667h; Catalytic behavior; Temperature; Solvent; Microwave irradiation; High pressure;	98%

: 141-22-0
Ricinoleic acid

: 111-76-2
2-Butoxyethanol

: 75-36-5
acetyl chloride

: ethylene glycol-butyl ether-(O-acetyl ricinoleate )

Conditions

Conditions	Yield
Stage #1: Ricinoleic acid; acetyl chloride With dmap In cyclohexane; water at 0 - 40℃; for 1h; Stage #2: 2-Butoxyethanol In cyclohexane; water for 5h; Reflux;	98.3%

...Expand

: 110-80-5
2-ethoxy-ethanol

: 141-22-0
Ricinoleic acid

: 10031-89-7
ricinoleic acid ethylene glycol ethyl ether ester

Conditions

Conditions	Yield
With sodium hydrogensulfate monohydrate In dichloromethane at 150℃; for 0.416667h; Microwave irradiation; High pressure;	98%
With toluene-4-sulfonic acid In cyclohexane for 5h; Time; Reagent/catalyst; Solvent; Reflux;

: 141-22-0
Ricinoleic acid

: 106-14-9, 18417-00-0, 36377-33-0, 5762-36-7
R-12-hydroxyoctadecanoic acid

Conditions

Conditions	Yield
With hydrogen; Rh/Al2O3 In ethyl acetate for 4.5h; Ambient temperature;	97%
With Pd-BaSO4; ethanol Hydrogenation;
With nickel Hydrogenation;
With hydrazine hydrate

: 111-77-3
2-(2-methoxyethoxy)ethyl alcohol

: 141-22-0
Ricinoleic acid

: ricinoleic acid diethylene glycol monomethyl ether ester

Conditions

Conditions	Yield
With sodium hydrogensulfate monohydrate In dichloromethane at 150℃; for 0.416667h; Microwave irradiation; High pressure;	96%

: 112-35-6
triethylene glucol monomethyl ether

: 141-22-0
Ricinoleic acid

: ricinoleic acid triethylene glycol methyl ether ester

Conditions

Conditions	Yield
With sodium hydrogensulfate monohydrate In dichloromethane at 150℃; for 0.416667h; Microwave irradiation; High pressure;	95%

: 67-56-1
methanol

: 141-22-0
Ricinoleic acid

: 141-24-2
methyl ricinoleate

Conditions

Conditions	Yield
With hydrogenchloride at 20℃; for 0.5h;	94.1%
With hydrogenchloride In water at 20℃; for 4h;	90%
With sulfuric acid for 3h; Heating;	66%

: 141-22-0
Ricinoleic acid

: 23305-64-8
2-[2-(2 propoxyethoxy)ethoxy]-ethanol

: ricinoleic acid triethylene glycol propyl ether ester

Conditions

Conditions	Yield
With sodium hydrogensulfate monohydrate In dichloromethane at 150℃; for 0.416667h; Microwave irradiation; High pressure;	91%

: 67-56-1
methanol

: 141-22-0
Ricinoleic acid

: 41989-07-5
methyl ricinoleate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 16h; Heating;	90%
With hydrogen cation

: 141-22-0
Ricinoleic acid

: 443-48-1
metronidazole

: 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl 12-hydroxyoctadec-9-enoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In chloroform at 20℃;	90%

: 141-22-0
Ricinoleic acid

: 95-55-6
2-amino-phenol

: 1169761-66-3
(7R,9Z)-17-benzoxazol-2-yl-heptadec-9-en-7-ol

Conditions

Conditions	Yield
With tetraphosphorus decasulfide; silica gel under 760.051 Torr; for 0.116667h; Microwave irradiation;	87%

: 141-22-0
Ricinoleic acid

: 5417-63-0
3-Amino-2-naphthol

: 1169761-85-6
(7R,9Z)-17-naphtho[2,3-d]oxazol-2-yl-heptadec-9-en-7-ol

Conditions

Conditions	Yield
With tetraphosphorus decasulfide; silica gel under 760.051 Torr; for 0.15h; Microwave irradiation;	86%

: 141-22-0
Ricinoleic acid

A: 123-99-9
azelaic acid

B: 33796-87-1, 45023-83-4, 88930-09-0, 40165-87-5
β-hydroxynonanoic acid

Conditions

Conditions	Yield
With oxygen; ozone In water; acetone at 0℃; Flow reactor;	A 86% B 70%

: 141-22-0
Ricinoleic acid

: 95-84-1
3-amino-4-hydroxytoluene

: 1169761-72-1
(7R,9Z)-17-(5-methyl-1H-benzoxazol-2-yl)-heptadec-9-en-7-ol

Conditions

Conditions	Yield
With tetraphosphorus decasulfide; silica gel under 760.051 Torr; for 0.15h; Microwave irradiation;	85%

: 141-22-0
Ricinoleic acid

: 95-85-2
2-hydroxy-5-chloro-aniline

: 1169761-77-6
(7R,9Z)-17-(5-chloro-1H-benzoxazol-2-yl)-heptadec-9-en-7ol

Conditions

Conditions	Yield
With tetraphosphorus decasulfide; silica gel under 760.051 Torr; for 0.2h; Microwave irradiation;	85%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 141-22-0
Ricinoleic acid

: 1225446-73-0
coumarin-7-yl (9Z,12R)-12-hydroxyoctadec-9-enoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃;	85%

: 141-22-0
Ricinoleic acid

A: 123-99-9
azelaic acid

B: 33796-87-1
(R)-3-hydroxynonanoic acid

Conditions

Conditions	Yield
With phosphotungstic acid; dihydrogen peroxide; cetylpyridinium bromide In water at 85℃; for 5h; Green chemistry;	A 83.2% B 60.8%
With tungstophosphoric acid *15.4 H2O; cetylpyridinium chloride; dihydrogen peroxide In water at 85℃; for 5h;

: 141-22-0
Ricinoleic acid

: (R)-(+)-ricinoleic acid lactone

Conditions

Conditions	Yield
With chloro-trimethyl-silane; 4-(trifluoromethyl)benzoic anhydride; silver perchlorate; titanium tetrachloride In dichloromethane Ambient temperature;	83%

: 141-22-0
Ricinoleic acid

: 59744-10-4, 62272-86-0, 68399-13-3, 69651-29-2, 127062-51-5, 127062-52-6, 127062-54-8
(R,Z)-13-hexyloxacyclotridec-10-en-2-one

Conditions

Conditions	Yield
With chloro-trimethyl-silane; TiCl2(OTf)2; 4-(trifluoromethyl)benzoic anhydride In dichloromethane at 50℃; for 5h;	83%
With pyridine; dmap; Adipic acid dichloride In dichloromethane at 0 - 20℃; for 8h; Inert atmosphere;	76%
With pyridine; pyridine hydrochloride; triphenylphosphine; iodosodilactone In toluene for 12h; Reflux;	61%
Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 2: 72 percent / TiCl4, AgClO4, p-trifluoromethylbenzoic anhydride / CH2Cl2 / 3 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1.1: hydrogenchloride / water / 4 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2.63 h / 0 °C 2.2: 4 h / 10 °C View Scheme

: 141-22-0
Ricinoleic acid

: 137-07-5
2-amino-benzenethiol

: 1082751-20-9
2-[(8Z,11R)-11-hydroxyheptadec-8-enyl]benzothiazole

Conditions

Conditions	Yield
With diphosphorus pentasulfide for 0.0666667h; microwave irradiation;	81%

: 141-22-0
Ricinoleic acid

: 7706-07-2, 45245-68-9
12-hydroxy-cis-9-octadecenol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 0.5h; Heating;	80%

: 141-22-0
Ricinoleic acid

: 99-57-0
2-hydroxy-5-nitroaniline

: 1169761-81-2
(7R,9Z)-17-(5-nitro-1H-benzoxazol-2-yl)-heptadec-9-en-7-ol

Conditions

Conditions	Yield
With tetraphosphorus decasulfide; silica gel under 760.051 Torr; for 0.233333h; Microwave irradiation;	80%

: 141-22-0
Ricinoleic acid

: 100-53-8
phenylmethanethiol

: 1321621-22-0
(R,Z)-S-benzyl 12-hydroxyoctadec-9-enethioate

Conditions

Conditions	Yield
Stage #1: Ricinoleic acid With dicyclohexyl-carbodiimide at 20℃; for 0.25h; neat (no solvent); Stage #2: phenylmethanethiol for 3h; Inert atmosphere; neat (no solvent);	76%

: 141-22-0
Ricinoleic acid

: (R)-9,10-Dibromo-12-hydroxy-octadecanoic acid

Conditions

Conditions	Yield
With bromine In tetrachloromethane Heating;	75%

: 141-22-0
Ricinoleic acid

: 57-88-5
cholesterol

: 40445-74-7
3β-cholesteryl 12'-(R)-hydroxyoctadec-9'-(Z)-enoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	75%

: 67-56-1
methanol

: 141-22-0
Ricinoleic acid

A: 141-24-2
methyl ricinoleate

B: (R,Z)-(R,Z)-18-methoxy-18-oxooctadec-9-en-7-yl 12-hydroxyoctadec-9-enoate

Conditions

Conditions	Yield
With boron trifluoride dimethanol at 50℃;	A 75% B 4%

...Expand

RICINOLEIC ACID Chemical Properties

Molecular Formula:C₁₈H₃₄O₃
Molecular Weight:298.52
Density:0.940 g/mL at 20 °C(lit.)
Melting Point:〈10 °C
Boiling Point:416.4 °C at 760 mmHg
Flash Point:219.8 °C
Storage temp.:2-8°C
Merck:8211
Solubility:Very slightly soluble in water
Appearance:Clear amber liquid with some foots
Properties:Liquid
Ricinoleic Acid's Synonyms: 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

RICINOLEIC ACID Uses

Ricinoleic acid can used as analgesic and anti-inflammatory

RICINOLEIC ACID Toxicity Data With Reference

scu-rbt TDLo:390 mg/kg/17W-I:ETA

CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. 137 (1943),760.

RICINOLEIC ACID Consensus Reports

Reported in EPA TSCA Inventory.

RICINOLEIC ACID Safety Profile

Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.

Ricinoleic Acid's Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS VJ3150000

Product Name

RICINOLEIC ACID

Synthetic route

RICINOLEIC ACID Chemical Properties

RICINOLEIC ACID Uses

RICINOLEIC ACID Toxicity Data With Reference

RICINOLEIC ACID Consensus Reports

RICINOLEIC ACID Safety Profile

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