Methyl ricinoleate supplier

Name
METHYL RICINOLEATE
EINECS 205-472-3
CAS No. 141-24-2
Article Data39
CAS DataBase
Density 0.926 g/cm³
Solubility
Melting Point -29°C
Formula C19H36 O3
Boiling Point 412 °C at 760 mmHg
Molecular Weight 312.493
Flash Point 154.6 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 9-Octadecenoicacid, 12-hydroxy-, methyl ester, [R-(Z)]-;Ricinoleic acid, methyl ester(6CI,8CI);Edenor Me-Ri 90;Flexricin P 1;K-PON 180;K-PON 180HP;Methyl12-D-hydroxy-9-cis-octadecenoate;Methyl ricinate;Methyl ricinoleate;NSC1254;Ricinic acid methyl ester;cis-Ricinoleic acid methyl ester;
PSA 46.53000
LogP 5.16770

Synthetic route

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

: 141-24-2
methyl ricinoleate

Conditions

Conditions	Yield
With potassium carbonate In methanol at 20℃; for 42h;	100%

: 124-41-4
sodium methylate

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

: 141-24-2
methyl ricinoleate

Conditions

Conditions	Yield
With methanol In tetrahydrofuran at 20℃; for 14h; Inert atmosphere;	100%

: 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%

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

A: 141-24-2
methyl ricinoleate

B: 56-81-5
glycerol

Conditions

Conditions	Yield
With potassium hydrogensulfate; silica gel In methanol at 65℃; for 5h;	A 94% B 58%

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

: 141-24-2
methyl ricinoleate

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 60℃;	90%

: 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

: 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 In methanol at 50℃; for 16h;	A 75% B 4%

: 67-56-1
methanol

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

: 141-24-2
methyl ricinoleate

Conditions

Conditions	Yield
With CaAl layered double hydroxide at 65℃; for 5h;	74%
sodium methylate
With sodium methylate at 80℃; for 2.5h;

: 67-56-1
methanol

castor oil: castor oil

: 141-24-2
methyl ricinoleate

Conditions

Conditions	Yield
With hydrogenchloride
With sodium methylate

: 124-41-4
sodium methylate

castor oil: castor oil

: 141-24-2
methyl ricinoleate

Conditions

Conditions	Yield
With methanol

: 124-41-4
sodium methylate

Castor oil: Castor oil

: 141-24-2
methyl ricinoleate

Conditions

Conditions	Yield
In toluene at 50℃; for 0.166667h;	7.8 g

: 942062-59-1
methyl 12-trimethylacetoxyoctadec-9-(Z)-enoate

A: 822-10-6, 13038-47-6, 17675-24-0, 19295-76-2, 13058-52-1
(9Z,11E)-methyl octadeca-9,11-dienoate

B: 112-63-0
Methyl linoleate

C: 141-24-2
methyl ricinoleate

Conditions

Conditions	Yield
With potassium methanolate In methanol at 90 - 100℃; for 3.5h; Product distribution / selectivity;

...Expand

: 141-22-0
Ricinoleic acid

: 141-24-2
methyl ricinoleate

Conditions

Conditions	Yield
In methanol

: 4494-16-0
1,18-octadec-9-enedioic acid

: 67-56-1
methanol

: 141-22-0
Ricinoleic acid

A: 141-24-2
methyl ricinoleate

B: 13481-97-5
dimethyl 9-octadecen-1,18-dioate

Conditions

Conditions	Yield
sulfuric acid Product distribution / selectivity;

...Expand

: 67-56-1
methanol

: castor oil

: 141-24-2
methyl ricinoleate

Conditions

Conditions	Yield
With potassium hydroxide at 45℃; for 6h;

: 67-56-1
methanol

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

A: 4704-77-2
1-bromo-2,3-propanediol

B: 141-24-2
methyl ricinoleate

C: 96-21-9
1,3-dibromo-2-hydroxypropane

D: C37H68O5

Conditions

Conditions	Yield
With trimethylsilyl bromide at 60℃; for 12h; Inert atmosphere;	A 0.042 g B 0.81 g C 0.021 g D 0.115 g

...Expand

: 141-24-2
methyl ricinoleate

: 6114-39-2
methyl (R)-12-hydroxyoctadecanoate

Conditions

Conditions	Yield
With monel; hydrogen at 130℃; under 15001.5 Torr; for 9.5h; Pressure; Temperature; Autoclave; Inert atmosphere;	99%
With ethanol; palladium Hydrogenation;
(hydrogenation);

: 141-24-2
methyl ricinoleate

: 3047-65-2
methyl (9Z)-12-oxo-9-octadecenoate

Conditions

Conditions	Yield
With pyridinium chlorochromate In dichloromethane at 20℃; for 12h; Inert atmosphere;	99%
With sodium acetate; pyridinium chlorochromate In dichloromethane	82.6%
With pyridinium chlorochromate In dichloromethane at 18 - 20℃; for 1h; Inert atmosphere;	68%

: 141-24-2
methyl ricinoleate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 129049-75-8
methyl (9Z,12R)-12-{[tert-butyl(dimethyl)silyl]oxy}octadec-9-enoate

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;	99%
With dmap; triethylamine In dichloromethane at 20℃; for 48h;	87%
With 1H-imidazole In N,N-dimethyl-formamide at 35℃; for 16h;	83.1%
With pyridine; dmap for 72h; Ambient temperature;

: 186581-53-3, 908094-01-9
diazomethane

: 141-24-2
methyl ricinoleate

: methyl (9Z,12R)-12-methoxy-9-octadecenoate

Conditions

Conditions	Yield
With cobalt(II) tetrafluoroborate In pentane for 2h;	98%
With tetrafluoroboric acid

: 141-24-2
methyl ricinoleate

: 75-36-5
acetyl chloride

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

Conditions

Conditions	Yield
With pyridine In benzene for 2h; Heating;	98%
With pyridine In benzene

: 141-24-2
methyl ricinoleate

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 404861-01-4
(Z)-(R)-12-(2,2,2-Trichloro-ethoxycarbonyloxy)-octadec-9-enoic acid methyl ester

Conditions

Conditions	Yield
With pyridine In diethyl ether at 5 - 20℃;	97.1%

: 141-24-2
methyl ricinoleate

: 124-40-3
dimethyl amine

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: methyl (Z)-12-(dimethylthiocarbamoyloxy)octadec-9-enoate

Conditions

Conditions	Yield
Stage #1: methyl ricinoleate; 1,1'-Thiocarbonyldiimidazole With dmap In dichloromethane Stage #2: dimethyl amine In tetrahydrofuran	96%

...Expand

: 141-24-2
methyl ricinoleate

: 142-62-1
hexanoic acid

: methyl (12R)-hexanoyloxyoleate

Conditions

Conditions	Yield
Stage #1: hexanoic acid With dicyclohexyl-carbodiimide In dichloromethane for 0.25h; Inert atmosphere; Cooling with ice; Stage #2: methyl ricinoleate With dmap In dichloromethane at 20℃; for 14h; Cooling with ice;	96%

: 141-24-2
methyl ricinoleate

: 108-24-7
acetic anhydride

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

Conditions

Conditions	Yield
With [Hmim][HSO4] at 80℃; for 4h; Concentration; Temperature;	94.47%
With pyridine at 20℃;

: 141-24-2
methyl ricinoleate

: 55732-66-6
(9Z,12R)-12-hydroxyoctadec-9-enoic acid hydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol for 4h; Reflux;	94%
With hydrazine hydrate In methanol

: 141-24-2
methyl ricinoleate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1346933-32-1
(R,Z)-methyl 12-(tert-butyldiphenylsilyloxy)octadec-9-enoate

Conditions

Conditions	Yield
With pyridine; silver nitrate In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere;	93%

: 141-24-2
methyl ricinoleate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1346933-32-1
(R,Z)-methyl 12-(tert-butyldiphenylsilyloxy)octadec-9-enoate

Conditions

Conditions	Yield
With pyridine; silver nitrate In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere;	93%

: 60-33-3
linoleic acid

: 141-24-2
methyl ricinoleate

: methyl (12R)-linoleoyloxyoleate

Conditions

Conditions	Yield
Stage #1: linoleic acid With dicyclohexyl-carbodiimide In dichloromethane for 0.25h; Cooling with ice; Inert atmosphere; Stage #2: methyl ricinoleate With dmap In dichloromethane at 20℃; for 16h; Cooling with ice; Inert atmosphere;	93%

: 141-24-2
methyl ricinoleate

: 124-63-0
methanesulfonyl chloride

: 57884-97-6
(Z)-(R)-12-methanesulfonyloksyoctadec-9-enoic acid methyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 1h;	92%
With triethylamine In dichloromethane at -40 - -10℃; for 4h; Inert atmosphere;	65%
With triethylamine In dichloromethane for 0.75h;	2.2 g
With hydrogenchloride; triethylamine In 1,2-dichloro-ethane at -5 - 20℃; for 3h; Temperature;	0.41 g

: 141-24-2
methyl ricinoleate

: 107-18-6
allyl alcohol

: 1426060-81-2
C22H40O3

Conditions

Conditions	Yield
With [RuCp(DPPSA)(η3-propenyl)] at 45 - 100℃; regioselective reaction;	92%

: 141-24-2
methyl ricinoleate

: 616-38-6
carbonic acid dimethyl ester

: (Z)-methyl 12-(methoxy carbonyloxy)octadec-9-enoate

Conditions

Conditions	Yield
With potassium carbonate for 35h; Reflux;	90%

: 512-56-1
trimethyl phosphite

: 141-24-2
methyl ricinoleate

: methyl (9Z,12R)-12-methoxy-9-octadecenoate

Conditions

Conditions	Yield
With Aquivion PW98 at 110℃; for 18h;	90%

: 141-24-2
methyl ricinoleate

: (11R)-methyl 8,9-epoxy-11-hydroxyoctadecanoate

Conditions

Conditions	Yield
With Oxone; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In butanone for 1h; Product distribution; other epoxidizing agents, var. distereoselectivity of epoxidation;	89.4%
With titanium(IV) isopropylate; tert.-butylhydroperoxide; DIPT; 3 A molecular sieve In dichloromethane for 24h; Ambient temperature;

: 141-24-2
methyl ricinoleate

: 105-58-8
Diethyl carbonate

: (Z)-methyl 12-(ethoxycarbonyloxy)octadec-9-enoate

Conditions

Conditions	Yield
With potassium carbonate for 35h; Reflux;	89%

: 103-82-2
phenylacetic acid

: 141-24-2
methyl ricinoleate

: 1108200-40-3
methyl 12-phenylacetylricinoleate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; Reflux;	88.5%

: 141-24-2
methyl ricinoleate

: 101885-21-6
(9Z,12R)-12-hydroxyoctadec-9-enal

Conditions

Conditions	Yield
With diisobutylaluminium hydride In dichloromethane; toluene at -70℃; for 3h; Inert atmosphere;	87%

: 141-24-2
methyl ricinoleate

: 540-11-4
(9Z,12R)-octadec-9-ene-1,12-diol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 24h;	86%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 2.33333h;	62%
With lithium aluminium tetrahydride
With lithium aluminium tetrahydride In tetrahydrofuran for 14h; Cooling with ice; Inert atmosphere;

: 141-24-2
methyl ricinoleate

: 141-43-5
ethanolamine

: (Z)-(R)-12-hydroxyoctadec-9-enoic acid (2-hydroxyethyl)amide

Conditions

Conditions	Yield
In neat (no solvent) at 130 - 140℃; for 2h; Green chemistry;	84%
at 130 - 140℃; for 2h;	84%
In acetonitrile for 24h;

: 123-75-1
pyrrolidine

: 141-24-2
methyl ricinoleate

: 1246776-23-7
(Z)-(R)-12-hydroxy-1-pyrrolidin-1-yl-octadec-9-en-1-one

Conditions

Conditions	Yield
In neat (no solvent) at 80 - 90℃; for 10h; Green chemistry;	83%
at 80 - 90℃; for 10h;	83%
In acetonitrile for 24h;

: 141-24-2
methyl ricinoleate

: 111-20-6
1,10-decanedioic acid

Conditions

Conditions	Yield
With sodium hydroxide; sodium nitrate In water	81.7%

Methyl ricinoleate Chemical Properties

Product Name: Methyl ricinoleate (CAS NO.141-24-2)

Molecular Formula: C₁₉H₃₆O₃
Molecular Weight: 312.49g/mol
Mol File: 141-24-2.mol
Einecs: 205-472-3
Melting Point: -29°C
Boiling point: 412 °C at 760 mmHg
Storage Temperature: −20°C
Flash Point: 154.6 °C
Density: 0,925 g/cm³
Surface Tension: 34 dyne/cm
Enthalpy of Vaporization: 76.78 kJ/mol
Vapour Pressure: 1.66E-08 mmHg at 25°C
XLogP3-AA: 6.1
H-Bond Donor: 1
H-Bond Acceptor: 3
Canonical SMILES: CCCCCCC(CC=CCCCCCCCC(=O)OC)O
Isomeric SMILES: CCCCCC[C@H](C/C=C\CCCCCCCC(=O)OC)O
InChI: InChI=1S/C19H36O3/c1-3-4-5-12-15-18(20)16-13-10-8-6-7-9-11-14-17-19(21)
22-2/h10,13,18,20H,3-9,11-12,14-17H2,1-2H3/b13-10-/t18-/m1/s1
InChIKey: XKGDWZQXVZSXAO-ADYSOMBNSA-N

Methyl ricinoleate Uses

Methyl ricinoleate (CAS NO.141-24-2) is used a special preparation of organic chemicals.

Methyl ricinoleate Specification

Methyl ricinoleate ,its CAS NO. is 141-24-2,the synonyms is Recinoleic acid methyl ester ; Ricinoleic acid methyl ester ; Ricinolic acid methyl ester ; Delta 9 cis 12 hydroxy octadecenoic acid methyl ester ; Methyl ricinoleate ; Methyl ricinolate ; Methyl 12-hydroxyoleate ; Methyl 12-hydroxy-9-octadecenoate .

Product Name

METHYL RICINOLEATE

Synthetic route

Methyl ricinoleate Chemical Properties

Methyl ricinoleate Uses

Methyl ricinoleate Specification

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