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Methyl O-acetylricinoleate
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Name

Methyl O-acetylricinoleate

 EINECS 205-392-9
CAS No. 140-03-4 Density 0.943 g/cm3
PSA 52.60000 LogP 5.73850
Solubility N/A 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 N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 140-03-4 (O-ACETYLRICINOLEIC ACID METHYL ESTER) Hazard Symbols N/A
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;

Article Data 7

Methyl O-acetylricinoleate 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

Methyl O-acetylricinoleate Chemical Properties

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

Methyl O-acetylricinoleate 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.

Methyl O-acetylricinoleate Consensus Reports

Reported in EPA TSCA Inventory.

Methyl O-acetylricinoleate 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.

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