• Name

  O-ACETYLRICINOLEIC ACID METHYL ESTER

• EINECS 205-392-9
• CAS No. 140-03-4
• Article Data7
• CAS DataBase
• Density 0.943 g/cm³
• Solubility
• Melting Point -26 °C
• Formula C₂₁H₃₈O₄
• Boiling Point 428.476 °C at 760 mmHg
• Molecular Weight 354.53
• Flash Point 200.07 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 9-Octadecenoicacid, 12-(acetyloxy)-, methyl ester, [R-(Z)]-;Ricinoleic acid, methyl ester,acetate (6CI,7CI,8CI);Flexricin P 4;MAR-N;Methyl acetyl ricinoleate;Methylricinoleate acetate;NSC 2398;NSC 4818;Ric-Cizer C 101;Methyl acetyl ricinoleate;Ricinoleic acid, methyl ester, acetate;
• PSA 52.60000
• LogP 5.73850

Synthetic route

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

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℃;

67-56-1

methanol

14936-79-9

12-O-acetylricinoleic acid

140-03-4

[R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 100℃; for 4h;	73%

108-22-5

Isopropenyl acetate

41989-07-5

methyl ricinoleate

A

140-03-4

[R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester

B

84799-82-6

(Z)-(S)-12-hydroxyoctadec-9-enoic acid methyl ester

Conditions

Conditions	Yield
With Candida cylindrica lipase In hexane for 12h; Ambient temperature;	A 30% B 50%

...Expand

41989-07-5

methyl ricinoleate

108-24-7

acetic anhydride

140-03-4

[R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester

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%

140-03-4

[R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester

1269416-82-1

methyl (12R)-acetoxy-9,10-dihydroxyoctadecanoate

Conditions

Conditions	Yield
With sulfuric acid; dihydrogen peroxide; acetic acid at 40℃; for 4h;	65%
Multi-step reaction with 2 steps 1: formic acid; dihydrogen peroxide / water / 6 h / 50 °C 2: phosphonic Acid / water / 3 h / 90 °C View Scheme

140-03-4

[R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester

methyl 8-(3-((R)-2-acetoxyoctyl)oxiran-2-yl)octanoate

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); Pyridine-2,6-dicarboxylic acid; dihydrogen peroxide In water; acetonitrile at 25℃; for 24h;	35%
With formic acid; dihydrogen peroxide In water at 50℃; for 6h;

140-03-4

[R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester

2380-06-5

12-acetoxy-octadecanoic acid methyl ester

Conditions

Conditions	Yield
With acetic acid; platinum Hydrogenation;

140-03-4

[R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester

94904-75-3, 94943-30-3, 102518-16-1

(9R,10S,12R)-12-acetoxy-9,10-epoxy-octadecanoic acid methyl ester

Conditions

Conditions	Yield
With peracetic acid; diethyl ether

186581-53-3, 908094-01-9

diazomethane

140-03-4

[R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester

A

methyl cis-(9S,10S,12R)-12-acetoxy-9,10-methyleneoctadecenoate

B

methyl cis-(9R,10R,12R)-12-acetoxy-9,10-methyleneoctadecenoate

Conditions

Conditions	Yield
With palladium(II) acetylacetonate In diethyl ether at 0℃; for 2h;

...Expand

140-03-4

[R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester

A

94904-75-3, 94943-30-3, 102518-16-1

(9R,10S,12R)-12-acetoxy-9,10-epoxy-octadecanoic acid methyl ester

B

8-[(2S,3R)-3-((R)-2-Acetoxy-octyl)-oxiranyl]-octanoic acid methyl ester

Conditions

Conditions	Yield
With monoperoxyphthalic acid In diethyl ether

140-03-4

[R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester

C23H42O5

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 83 percent / LiOH, H2O / tetrahydrofuran / 6 h / Ambient temperature 2: (i-Pr)2NEt/4-pyrrolidinopyridine / toluene / 2 h / Ambient temperature View Scheme

140-03-4

[R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester

A

methyl 8-(5-((2R)-acetoxyoctyl)-2-oxo-1,3-dioxolan-4-yl)-octanoate

B

C22H38O7

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dihydrogen peroxide; tris(2,4-pentanedionato)ruthenium(III); Pyridine-2,6-dicarboxylic acid / acetonitrile; water / 24 h / 25 °C 2: molybdenum(VI) oxide; tetrabutyl phosphonium bromide / neat (no solvent) / 20 h / 100 °C / 37503.8 Torr / Autoclave View Scheme

140-03-4

[R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester

A

methyl 8-(3-acetoxy-5-hexyltetrahydrofuran-2-yl)octanoate

B

methyl 8-(3-acetoxy-5-hexyltetrahydrofuran-2-yl)octanoate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: formic acid; dihydrogen peroxide / water / 6 h / 50 °C 2: phosphonic Acid / water / 3 h / 90 °C 3: 5 wt% ruthenium/carbon / neat (no solvent) / 3 h / 175 °C / 75.01 Torr / Inert atmosphere; Green chemistry View Scheme

Methyl O-acetylricinoleate Chemical Properties

Methyl O-acetylricinoleate Toxicity Data With Reference

Methyl O-acetylricinoleate Consensus Reports

Methyl O-acetylricinoleate Safety Profile