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Basic Information
CAS No.: 140-03-4
Name: O-ACETYLRICINOLEIC ACID METHYL ESTER
Molecular Structure:
Molecular Structure of 140-03-4 (O-ACETYLRICINOLEIC ACID METHYL ESTER)
Formula: C21H38O4
Molecular Weight: 354.53
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;
EINECS: 205-392-9
Density: 0.943 g/cm3
Melting Point: -26 °C
Boiling Point: 428.476 °C at 760 mmHg
Flash Point: 200.07 °C
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With Candida cylindrica lipase In hexane for 12h; Ambient temperature;A 30%
B 50%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With peracetic acid; diethyl ether
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  • 9-Octadecenoic acid,12-(acetyloxy)-, methyl ester, (9Z,12R)-

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Chemistry

Chemical Name: O-acetylricinoleic acid methyl ester
IUPAC NAME: Methyl (Z)-12-acetyloxyoctadec-9-enoate
CAS No.: 140-03-4
EINECS: 205-392-9
Molecular Formula: C21H38O4
Molecular Weight: 354.52 g/mol
Melting Point: -26°C
Density: 0.942 g/cm3 
Flash Point: 200.1 °C
Boiling Point: 428.5 °C at 760 mmHg
Following is the structure of Methyl acetyl ricinoleate (140-03-4):


Product Categories about Methyl acetyl ricinoleate (140-03-4) are Functional Materials ; Hydroxycarboxylic Acid Esters (Plasticizer) ; Plasticizer
The chemical synonymous of Methyl acetyl ricinoleate (140-03-4) are O-Acetylricinoleic acid methyl ester ; Methyl (Z)-12-acetoxy-9-octadecenoate ; Methyl O-acetylricinoleate ; Methyl Acetyl ricinoleate ; 12-(Acetyloxy)-,methylester,[R-(Z)]-9-octadecenoicacid ; 12-(Acetyloxy)-,Methylester,[theta-(Z)]-9-octadecenoicaci ; 9-Octadecenoic acid, 12-(Acetyloxy)-, methyl ester, [R-(Z)]- ; Flexricin p-4

Toxicity Data With Reference

1.    

eye-rbt 500 mg

    AJOPAA    American Journal of Ophthalmology. 29 (1946),1363.
2.    

eye-rbt 500 mg/24H MLD

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,362.
3.    

orl-mus LD50:34,900 mg/kg

    IPSTB3    International Polymer Science and Technology. 3 (1976),93.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Low toxicity by ingestion. An irritant to the eye and probably the skin and mucous membranes. Combustible when exposed to heat or flame; can react with oxidizing materials. When heated to decomposition it emits toxic fumes of NOx.