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Methyl octadecanoate, also known as methyl stearate, is a colorless, odorless, and tasteless wax-like substance with the molecular formula C19H38O2. It is commonly found in natural sources such as animal and vegetable fats and oils and is widely used in various industries.

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  • 112-61-8 Structure
  • Basic information

    1. Product Name: Methyl octadecanoate
    2. Synonyms: Stearicacid, methyl ester (6CI,8CI);Emery 2218;Esterol A;Exceparl MS;Kemester9718;Methyl n-octadecanoate;Methyl octadecanoate;NSC 9418;Pastell M 180;n-Octadecanoic acid methyl ester;
    3. CAS NO:112-61-8
    4. Molecular Formula: C19H38O2
    5. Molecular Weight: 298.51
    6. EINECS: 203-990-4
    7. Product Categories: N/A
    8. Mol File: 112-61-8.mol
  • Chemical Properties

    1. Melting Point: 37-39℃
    2. Boiling Point: 355.5 °C at 760 mmHg
    3. Flash Point: 169.3 °C
    4. Appearance: White crystals or chunky solid
    5. Density: 0.863 g/cm3
    6. Vapor Pressure: 3.11E-05mmHg at 25°C
    7. Refractive Index: 1.444
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: Methyl octadecanoate(CAS DataBase Reference)
    11. NIST Chemistry Reference: Methyl octadecanoate(112-61-8)
    12. EPA Substance Registry System: Methyl octadecanoate(112-61-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: S24/25:Avoid contact with skin and eyes.;
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 112-61-8(Hazardous Substances Data)

112-61-8 Usage

Uses

Used in Cosmetics Industry:
Methyl octadecanoate is used as an ingredient in cosmetics for its emollient properties, helping to moisturize and soften the skin.
Used in Fragrance Industry:
Methyl octadecanoate is used as a fixative in fragrances to extend the longevity of scents and provide a smooth, creamy base note.
Used in Food Industry:
Methyl octadecanoate is used as a flavoring agent in the food industry to impart a creamy, fatty taste to various products.
Used in Manufacturing of Candles, Soaps, and Detergents:
Methyl octadecanoate is used as a lubricant or a base material in the production of candles, soaps, and detergents, providing a smooth texture and improving product performance.
Used in Pharmaceutical Industry:
Methyl octadecanoate has potential applications in the pharmaceutical industry, although specific uses are not detailed in the provided materials.
Used in Agricultural Industry:
Methyl octadecanoate also has potential applications in the agricultural industry, but the specific uses are not mentioned in the provided materials.

Check Digit Verification of cas no

The CAS Registry Mumber 112-61-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 2 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 112-61:
(5*1)+(4*1)+(3*2)+(2*6)+(1*1)=28
28 % 10 = 8
So 112-61-8 is a valid CAS Registry Number.
InChI:InChI=1/C19H38O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h3-18H2,1-2H3

112-61-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A13265)  Methyl stearate, 99%   

  • 112-61-8

  • 5g

  • 554.0CNY

  • Detail
  • Alfa Aesar

  • (A13265)  Methyl stearate, 99%   

  • 112-61-8

  • 25g

  • 1886.0CNY

  • Detail
  • Sigma-Aldrich

  • (75533)  Methylstearate  certified reference material, TraceCERT®

  • 112-61-8

  • 75533-100MG

  • 1,075.23CNY

  • Detail
  • Sigma-Aldrich

  • (M1770200)  Methylstearate  European Pharmacopoeia (EP) Reference Standard

  • 112-61-8

  • M1770200

  • 1,880.19CNY

  • Detail
  • USP

  • (1437508)  Methylstearate  United States Pharmacopeia (USP) Reference Standard

  • 112-61-8

  • 1437508-300MG

  • 4,662.45CNY

  • Detail

112-61-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name METHYL STEARATE

1.2 Other means of identification

Product number -
Other names 3-Aminobenzoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:112-61-8 SDS

112-61-8Synthetic route

methanol
67-56-1

methanol

stearic acid
57-11-4

stearic acid

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
Gel-0.5percent DVB at 65 - 67℃; under 760.051 Torr; for 2h; Conversion of starting material; Molecular sieves 3A; Canola oil;100%
Gel-1percent DVB at 65 - 67℃; under 760.051 Torr; for 2h; Conversion of starting material; Molecular sieves 3A; Canola oil;100%
Gel-1.5percent DVB at 65 - 67℃; under 760.051 Torr; for 2h; Conversion of starting material; Molecular sieves 3A; Canola oil;100%
methyl linolenate
301-00-8

methyl linolenate

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With hydrogen; 1,5-hexadienerhodium(I)-chloride dimer In hexane for 9h; Ambient temperature; pH=7.6;100%
octadec-9-enoic acid methyl ester
112-62-9

octadec-9-enoic acid methyl ester

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With hydrogen; palladium dichloride In dichloromethane at 20℃; under 760 Torr;98%
With hydrogen In octane at 65℃; under 45004.5 Torr; for 0.25h; Autoclave;
With hydrogen at 200℃; under 22502.3 Torr;
methanol
67-56-1

methanol

(2S)-1-chloro-3-[4-(2-methoxyethyl)phenoxy]-2-propyl stearate
1107647-82-4

(2S)-1-chloro-3-[4-(2-methoxyethyl)phenoxy]-2-propyl stearate

A

Methyl stearate
112-61-8

Methyl stearate

B

(R)-2-{[4-(2-methoxyethyl)phenoxy]methyl}oxirane
133397-54-3

(R)-2-{[4-(2-methoxyethyl)phenoxy]methyl}oxirane

Conditions
ConditionsYield
With sodium hydroxide at 20℃; for 24h; optical yield given as %ee;A n/a
B 96%
1-iodopentadecane
35599-78-1

1-iodopentadecane

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With tris(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)bromostannane; 2,2'-azobis(isobutyronitrile); sodium cyanoborohydride In tert-butyl alcohol Reflux;92%
With tris(1H,1H,2H,2H-perfluorooctyl)tin hydride; sodium cyanoborohydride In tert-butyl alcohol Heating;92 % Spectr.
O-methyl-N-cyclohexyl-N\-methylpolystyrene isourea

O-methyl-N-cyclohexyl-N\-methylpolystyrene isourea

stearic acid
57-11-4

stearic acid

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
In tetrahydrofuran at 60℃; for 40h;91%
(+/-)-threo-9,10-dibromo-octadecanoic acid methyl ester
25456-04-6, 49775-52-2, 53246-06-3, 63872-68-4

(+/-)-threo-9,10-dibromo-octadecanoic acid methyl ester

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel dichloride In methanol at 20℃; for 0.25h;91%
N-cyclohexyl-O-methylisourea-N'-methylpolystyrene

N-cyclohexyl-O-methylisourea-N'-methylpolystyrene

stearic acid
57-11-4

stearic acid

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
In tetrahydrofuran at 60℃; for 40h;91%
stearic anhydride
638-08-4

stearic anhydride

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In chloroform at 61℃; for 4h; Acylation;90%
methanol
67-56-1

methanol

propyl stearate
3634-92-2

propyl stearate

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With tetrachlorosilane for 10h; Heating;86%
methanol
67-56-1

methanol

n-butyl stearate
123-95-5

n-butyl stearate

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
iodine for 20h; Heating;82%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

stearic acid
57-11-4

stearic acid

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With pyridine for 0.416667h;68%
1,2-dihydro-2-methoxycarbonylisoquinoline-1-carbonitrile
17954-40-4

1,2-dihydro-2-methoxycarbonylisoquinoline-1-carbonitrile

stearic acid
57-11-4

stearic acid

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
at 135℃; for 2.5h;42%
methyl (9E)-octadec-9-enoate
2462-84-2

methyl (9E)-octadec-9-enoate

A

Methyl stearate
112-61-8

Methyl stearate

B

methyl 16-hydroxyoctadecanoate
2380-12-3

methyl 16-hydroxyoctadecanoate

C

methyl 17-hydroxystearate
2380-14-5

methyl 17-hydroxystearate

D

methyl 19-hydroxynonadecanoate
94035-99-1

methyl 19-hydroxynonadecanoate

Conditions
ConditionsYield
With acetylacetonatodicarbonylrhodium(l); 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); carbon monoxide; C70H72O2P2; hydrogen In 1,4-dioxane at 120℃; under 3750.38 Torr; for 36h; Inert atmosphere; Autoclave;A 23 %Spectr.
B n/a
C n/a
D 37%
methyl 12-hydroxyoctadec-trans-10-enoate
95080-12-9

methyl 12-hydroxyoctadec-trans-10-enoate

A

methyl 12-hydroxyoctadecanoate
6114-39-2, 7309-59-3, 82008-61-5, 141-23-1

methyl 12-hydroxyoctadecanoate

B

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetateA n/a
B 13%
methanol
67-56-1

methanol

1,2-bis-stearoylmercapto-ethane
7362-19-8

1,2-bis-stearoylmercapto-ethane

sodium methylate
124-41-4

sodium methylate

Methyl stearate
112-61-8

Methyl stearate

methanol
67-56-1

methanol

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With hydrogenchloride aus Cocosfett;
Methyl oleate
112-62-9

Methyl oleate

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With hydrogen; nickel at 180 - 200℃;
With hydrogen In ethanol at 50℃; under 30003 Torr; for 2h; chemoselective reaction;100 %Chromat.
With palladium on activated charcoal; hydrogen at 80℃; under 76005.1 Torr;
Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With nickel kieselguhr at 180℃; under 73550.8 Torr; Hydrogenation;
9,12,15-octadecatrienoic acid methyl ester
7361-80-0

9,12,15-octadecatrienoic acid methyl ester

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With nickel kieselguhr at 180℃; Hydrogenation;
Conditions
ConditionsYield
With diethyl ether; platinum Hydrogenation;
With methanol; platinum Hydrogenation;
methyl ricinoleate
41989-07-5

methyl ricinoleate

A

methyl 12-hydroxyoctadecanoate
6114-39-2, 7309-59-3, 82008-61-5, 141-23-1

methyl 12-hydroxyoctadecanoate

B

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With acetic acid; platinum Hydrogenation;
methanol
67-56-1

methanol

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

stearic acid
57-11-4

stearic acid

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
at 30 - 40℃; Rate constant;
magnesium methanolate
109-88-6, 16436-83-2, 16436-85-4

magnesium methanolate

Stearoyl chloride
112-76-5

Stearoyl chloride

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With methanol; Petroleum ether
silver(1+) stearate
3507-99-1

silver(1+) stearate

methyl iodide
74-88-4

methyl iodide

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With xylene at 100℃;
wigthianone-palmitic acid clathrate

wigthianone-palmitic acid clathrate

A

methyl myristoate
124-10-7

methyl myristoate

B

hexadecanoic acid methyl ester
112-39-0

hexadecanoic acid methyl ester

C

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
With urea 1.) methanol, 2.) ether, 5 min; Yield given. Multistep reaction. Yields of byproduct given;
stearic acid
57-11-4

stearic acid

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
for 0.5h;
In diethyl ether at 5 - 15℃;107 mg
In diethyl ether at 20℃; Methylation;
In Petroleum ether Acidic conditions;
methanol
67-56-1

methanol

benzyl stearate
5531-65-7

benzyl stearate

Methyl stearate
112-61-8

Methyl stearate

Conditions
ConditionsYield
In hexane at 39℃; for 24h; lipase from Pseudomonas fluorescens;92.5 % Spectr.
Conditions
ConditionsYield
at 20℃; for 5h;
methanol
67-56-1

methanol

(R,S)-2-(1-octadecyloxy)-2-phenylethylacetat
87515-21-7

(R,S)-2-(1-octadecyloxy)-2-phenylethylacetat

A

Methyl stearate
112-61-8

Methyl stearate

B

methyl 6-oxooctadecanoate
2380-21-4

methyl 6-oxooctadecanoate

Conditions
ConditionsYield
With hydrogenchloride; ruthenium(IV) oxide; sodium periodate 1.) aceton, water, 48 h, room temperature 2.) 2.5 d, room temperature; Yield given. Multistep reaction. Yields of byproduct given;
Methyl stearate
112-61-8

Methyl stearate

butan-1-ol
71-36-3

butan-1-ol

n-butyl stearate
123-95-5

n-butyl stearate

Conditions
ConditionsYield
With C12H25InN2O2S2 for 19h; Reagent/catalyst; Reflux;100%
With C13H27BiN2O2S2 for 19h; Reagent/catalyst; Reflux;100%
With Zn4(OCOCF3)6O In di-isopropyl ether for 24h; Heating;92%
Methyl stearate
112-61-8

Methyl stearate

1-octadecanol
112-92-5

1-octadecanol

Conditions
ConditionsYield
With sodium tetrahydroborate; N,N-dimethyl-aniline; zinc(II) chloride In tetrahydrofuran for 2h; Heating;99%
With lithium aluminium tetrahydride In toluene at 90℃;98%
With lithium borohydride; 9-methoxy-9-BBN In diethyl ether for 0.5h; Heating;97%
Methyl stearate
112-61-8

Methyl stearate

acetophenone
98-86-2

acetophenone

stearoylbenzoylmethane
58446-52-9

stearoylbenzoylmethane

Conditions
ConditionsYield
With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene for 1.25h; Concentration; Time; Claisen Condensation; Inert atmosphere; Reflux; Microwave irradiation;98.3%
With sodium t-butanolate In Isopropylbenzene
With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene
With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene
Methyl stearate
112-61-8

Methyl stearate

octadecane
593-45-3

octadecane

Conditions
ConditionsYield
With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃;98%
Stage #1: Methyl stearate With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 20h;
Stage #2: In ethanol for 7h; Heating; Further stages.;
96%
With tris(pentafluorophenyl)borate In cyclohexane at 20℃; for 6h; Schlenk technique; Inert atmosphere; Green chemistry;81%
With hydrogen In hexane at 260℃; under 18751.9 Torr; Autoclave;
With hydrogen In cyclohexane at 179.84℃; under 15001.5 Torr; for 3h; Sealed tube;
octanol
111-87-5

octanol

Methyl stearate
112-61-8

Methyl stearate

A

methanol
67-56-1

methanol

B

octyl stearate
109-36-4

octyl stearate

Conditions
ConditionsYield
With potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate In neat (no solvent) at 55℃; for 2h; Product distribution;A n/a
B 97%
With potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate In neat (no solvent) at 55℃; for 2h;A n/a
B 97%
Methyl stearate
112-61-8

Methyl stearate

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide for 0.75h; Ambient temperature;96%
With water; indium (III) iodide; silica gel for 0.533333h; Hydrolysis; Irradiation;90%
With potassium hydroxide In methanol at 35℃; for 1h;73%
N,N'-bis(2-hydroxyethyl)ethylene diamine
4439-20-7

N,N'-bis(2-hydroxyethyl)ethylene diamine

Methyl stearate
112-61-8

Methyl stearate

Octadecanoic acid (2-hydroxy-ethyl)-{2-[(2-hydroxy-ethyl)-octadecanoyl-amino]-ethyl}-amide
24231-57-0

Octadecanoic acid (2-hydroxy-ethyl)-{2-[(2-hydroxy-ethyl)-octadecanoyl-amino]-ethyl}-amide

Conditions
ConditionsYield
With potassium hydroxide at 150℃; Temperature;96%
propan-1-ol
71-23-8

propan-1-ol

Methyl stearate
112-61-8

Methyl stearate

propyl stearate
3634-92-2

propyl stearate

Conditions
ConditionsYield
With chloro-trimethyl-silane at 25℃; for 6h;95%
Methyl stearate
112-61-8

Methyl stearate

n-Octadecanal
638-66-4

n-Octadecanal

Conditions
ConditionsYield
With diisobutylaluminium hydride In dichloromethane; toluene at -70℃; for 3h; Inert atmosphere;95%
With diisobutylaluminium hydride In toluene at -70℃; for 0.25h;30 % Spectr.
Methyl stearate
112-61-8

Methyl stearate

<1,1-d2>stearyl alcohol
86369-69-9

<1,1-d2>stearyl alcohol

Conditions
ConditionsYield
With lithium aluminium deuteride In diethyl ether94.7%
With lithium aluminium deuteride In diethyl ether for 1h;
Methyl stearate
112-61-8

Methyl stearate

1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

stearamidopropyl dimethylamine
7651-02-7

stearamidopropyl dimethylamine

Conditions
ConditionsYield
With zeolite at 115 - 120℃; for 12h; Dean-Stark;93%
1-hydroxyethylene-(1,1-diphosphonic acid) at 185 - 200℃; for 12h; Product distribution / selectivity;
at 185 - 200℃; for 12h; Product distribution / selectivity;
Methyl stearate
112-61-8

Methyl stearate

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

dimethyl 2-hexadecylmalonate
23130-42-9

dimethyl 2-hexadecylmalonate

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 55℃; for 26h; Claisen Condensation; Inert atmosphere;93%
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE
36768-62-4

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

Methyl stearate
112-61-8

Methyl stearate

4-stearamido-2,2,6,6-tetramethylpiperidine
22977-66-8

4-stearamido-2,2,6,6-tetramethylpiperidine

Conditions
ConditionsYield
Inert atmosphere; Reflux;92.9%
In neat (no solvent) at 30 - 145℃; Alkaline conditions;
Methyl stearate
112-61-8

Methyl stearate

tert-butyl alcohol
75-65-0

tert-butyl alcohol

tert-butyl octadecanoate
31158-92-6

tert-butyl octadecanoate

Conditions
ConditionsYield
With K5 In toluene at 85℃; for 12h;91%
iodine for 20h; Heating;45%
Methyl stearate
112-61-8

Methyl stearate

Sucrose
57-50-1

Sucrose

stearic acid sucrose ester

stearic acid sucrose ester

Conditions
ConditionsYield
With potassium methanolate In N,N-dimethyl-formamide at 132℃; for 0.35h; Temperature; Time; Microwave irradiation; Sealed tube;88.2%
With potassium carbonate In dimethyl sulfoxide under 27.7528 Torr; Pressure; Heating;
Methyl stearate
112-61-8

Methyl stearate

stearonitrile
638-65-3

stearonitrile

Conditions
ConditionsYield
With ammonia; zinc dioxide; toluene-4-sulfonic acid at 210 - 300℃; for 4h; Product distribution / selectivity;87.9%
With ammonia; zinc dioxide at 210 - 300℃; for 4h; Product distribution / selectivity;81.1%
With ammonia; titanium silicalite for 8h;98.7 %Chromat.
Methyl stearate
112-61-8

Methyl stearate

benzyl alcohol
100-51-6

benzyl alcohol

benzyl stearate
5531-65-7

benzyl stearate

Conditions
ConditionsYield
With K5 In toluene at 85℃; for 10h;87%
With ion-exchange resin - form>
Methyl stearate
112-61-8

Methyl stearate

2-((tetrahydro-2H-pyran-2-yl)oxy)propanal
80629-88-5

2-((tetrahydro-2H-pyran-2-yl)oxy)propanal

3-hexadecyl-4-hydroxy-5-methyl-dihydro-furan-2-one

3-hexadecyl-4-hydroxy-5-methyl-dihydro-furan-2-one

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 1.5h;86%
benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

Methyl stearate
112-61-8

Methyl stearate

Methyl 2-benzoylstearate

Methyl 2-benzoylstearate

Conditions
ConditionsYield
With methanol; sodium hydride In 1,2-dimethoxyethane 1.) 0 deg C, 10 min, 2.) reflux, 8 h;85%

112-61-8Relevant articles and documents

Selectivity in sorption and hydrogenation of methyl oleate and elaidate on MFI zeolites

Philippaerts, An,Paulussen, Sabine,Turner, Stuart,Lebedev, Oleg I.,Van Tendeloo, Gustaaf,Poelman, Hilde,Bulut, Metin,De Clippel, Filip,Smeets, Pieter,Sels, Bert,Jacobs, Pierre

, p. 172 - 184 (2010)

Different zeolites were tested for selective removal of methyl elaidate (trans isomer) from an equimolar mixture with methyl oleate (cis isomer). Sorption experiments of the geometric isomers show that only ZSM-5 samples with reduced Al content in the framework are able to discriminate among the bent cis and the linear trans fatty acid methyl esters. Hydrogenation experiments of equimolar methyl oleate and elaidate mixtures at low temperature (65 °C) and high hydrogen pressure (6.0 MPa), using Pt catalysts, confirm this result. Only with a Pt/Na-ZSM-5 catalyst outspoken selectivity for the hydrogenation of the trans isomer is obtained. In order to prepare a selective Pt/ZSM-5 catalyst, the influence of Pt addition (impregnation, ion-exchange and competitive ion-exchange) and Pt activation (different calcination and reduction temperatures) on the Pt-distribution and Pt particle size was investigated using SEM, bright-field and HR TEM, EDX, electron tomography, CO-chemisorption, XPS, XRD, and UV-vis measurements. The best result in terms of hydrogenation activity and selectivity is obtained with a Pt/ZSM-5 catalyst, which is prepared via competitive ion-exchange, followed by slow calcination up to 350 °C under high O2 flow and a reduction up to 500 °C under H2. This preparation method leads to a Pt/ZSM-5 catalyst with the best Pt distribution and the smallest Pt clusters occluded in the zeolite structure. Finally, the influence of zeolite crystal size, morphology, and elemental composition of ZSM-5 on hydrogenation activity and selectivity was investigated in detail.

A new reagent for the methylation of carboxyl groups

Siddiqui, Bina S.,Firdous,Begum, Sabira

, p. 9059 - 9060 (2001)

A new reagent for the preparation of methyl esters of carboxylic acids is described. The reaction involves treatment of acids with methanesulfonyl chloride in pyridine at 0°C.

Synthesis and characterization of composites based on polyaniline and styrene-divinylbenzene copolymer using benzoyl peroxide as oxidant agent

Moura,Assis,Franco,Antoniosi Filho,Rabelo

, p. 1255 - 1261 (2013)

This work presents a method to prepare composites based on polyaniline (Pani) and styrene-divinylbenzene copolymers (SD) by in situ polymerization of aniline using benzoyl peroxide as oxidant agent. The composites were obtained from copolymers with two degrees of porosities which have higher and lower surface areas. Emeraldine Pani was prepared using hydrochloric acid as dopant. One cycle or four cycles of aniline polymerization were performed. The copolymers and their respective composites characterizations were performed by infrared spectroscopy, thermogravimetric analysis, physical nitrogen adsorption-desorption measurements, morphology analysis, elemental analysis and determination of Br?nsted acid sites. The Pani was distributed overall porous SD copolymer producing composites with high surface area. Then, they were evaluated as catalysts for esterification reaction of a fat acid. It was found that that composites prepared with four cycles of in situ polymerization presented best catalytic activity than one cycle composites.

The dichapetalins - A new class of triterpenoids

Addae-Mensah, Ivan,Waibel, Reiner,Asunka, Stephen A.,Oppong, Isaac V.,Achenbach, Hans

, p. 649 - 656 (1996)

Further to our recent report on dichapetalin A, we describe the isolation and structure elucidation by spectroscopic methods of dichapetalins B-H from the roots of Dichapetalum madagascariense. These compounds constitute a novel class of triterpenoids. Dichapetalin A shows a strong and selective cytotoxic activity.

Comparison of phosphatidylcholine vesicle properties related to geometrical isomerism

Ferreri, Carla,Pierotti, Silvia,Barbieri, Andrea,Zambonin, Laura,Landi, Laura,Rasi, Silvia,Luisi, Pier Luigi,Barigelletti, Francesco,Chatgilialoglu, Chryssostomos

, p. 274 - 280 (2006)

Glycerophosphatidylcholine containing trans-unsaturated fatty acid residues was prepared by reaction of the corresponding naturally occurring cis lipid with photochemically generated thiyl radicals. This modified lipid was chosen as the simplest model for gaining some insights of the complex scenario of membrane formation, in connection with the role of lipid geometry and the predominance of cis lipids in eukaryotic cells. The critical aggregation concentration for the spontaneous formation of vesicles was determined for cis and trans isomers with cis-parinaric acid used as a fluorescent probe and it was found to be similar for both lipids. Vesicle dimensions were investigated by light scattering and electron microscopy, and the type of fatty acid residues influenced the vesicle diameter, with a decrease along the series cis > trans > saturated. Fluorescence measurement of dye release from trans and cis vesicles showed also a different permeability. A picture emerged of the geometrical isomer preference in cells as a process driven by natural selection during the life evolution of different organisms, both in terms of compartment dimensions and membrane functionality.

HYDROGENATION OF FATTY ACIDS ESTERS. III. HYDROGENATION OF METHYL (9Z,12Z)-OCTADECADIENOATE AND METHYL (9Z,12Z,15Z)-OCTADECATRIENOATE

Krupickova, Jana,Vcelak, Jaroslav,Hetflejs, Jiri

, p. 2593 - 2604 (1992)

The title hydrogenation catalyzed by nickel(II) 2,4-pentanedionate-triethylaluminium system has been studied with the use of combination of initial rate measurements with time changes of product distribution.It was found that the hydrogenation of methyl (9Z,12Z)-octadecadienoate is first order in the octadecadienoate.Similar results were obtained also for (9Z,12Z,15Z)-octadecatrienoate.The course of both reactions has been described by models involving set of parallel and consecutive hydrogenation steps and reversible isomerizations.Computer rate constants for hydrogenation of methyl (9Z,12Z)-octadecadienoate support qualitative conclusions deduced from the product analysis.

Mesoporous RuO2/TiO2 composites prepared by cyclodextrin-assisted colloidal self-assembly: Towards efficient catalysts for the hydrogenation of methyl oleate

Bleta, Rudina,No?l, Sébastien,Addad, Ahmed,Ponchel, Anne,Monflier, Eric

, p. 14570 - 14579 (2016)

Mesoporous RuO2/TiO2 composites were prepared using a template-directed colloidal self-assembly approach combined with a cyclodextrin (CD)-assisted aqueous impregnation method. The supramolecular assemblies formed between the randomly methylated β-cyclodextrin (RaMeβ-CD) and the block copolymer P123 acted as a template for the formation of a highly porous TiO2 network over which uniform dispersion of ruthenium nanoparticles was achieved. By combining dynamic light scattering, X-ray diffraction, N2-adsorption, temperature-programmed reduction, field-emission scanning electron microscopy and high-resolution transmission electron microscopy, we show that CD-based assemblies provide a versatile and easily accessible toolbox with different functionalities for generating metal-supported catalysts with controlled pore architecture and uniform metal distribution. The performance of these supported catalysts was evaluated in the liquid phase hydrogenation of methyl oleate (MO, C18:1) to methyl stearate (MS, C18:0). Control of ruthenium dispersion into the large pores of RaMeβ-CD-P123-templated TiO2 material enhanced catalyst activity and selectivity for the hydrogenation of the internal C = C bond and permitted catalyst separation and reuse without loss of activity. Our findings highlight the pivotal role played by the CD-based assemblies on the performance of supported ruthenium catalysts.

Chromatographic analyses of fatty acid methyl esters by HPLC-UV and GC-FID

Carvalho, Myller S.,Mendonc?a, Ma?rcio A.,Pinho, David M. M.,Resck, Ine?s S.,Suarez, Paulo A. Z.

, p. 763 - 769 (2012)

An analytical method using high performance liquid chromatography with UV detection (HPLC-UV) (method A) was used for simultaneous determination of total amounts of triacylglycerides, diacylglycerides, monoacylglycerides and fatty acid methyl esters in alcoholysis of different oil (cotton, canola, sunflower, corn and soybean) samples. Analyses were carried out at 40 °C for 20 min using a gradient of methanol (MeOH) and 2-propanol-hexane 5:4(v/v) (PrHex):100percent of MeOH in 0 min, 50percent of MeOH and 50percent of PrHex in 10 min maintained with isocratic elution for 10 min. Another HPLC-UV method (method B) with acetonitrile isocratic elution for 34 min was used to determine the fatty acid composition of oils analyzing their methyl ester derivatives. Contents were determined with satisfactory repeatability (relative standard deviation, RSD 2 > 0.99) and sensitivity (limit of quantification). Method B was compared with an official gas chromatographic method with flame ionization detection (GC-FID) from American Oil Chemists' Society (AOCS) in the determination of fatty acid methyl esters (FAME) in biodiesel real samples.

AN ACYLATED SITOSTEROL GLUCOSIDE FROM ALISMA PLANTAGO-AQUATICA

Pei-Wu, Geng,Fukuyama, Yoshiyasu,Rei, Wang,Jinxian, Bao,Nakagawa,Kazuyuki

, p. 1895 - 1896 (1988)

A phytosterol glucoside acylated with stearic acid has been isolated from the methanol extract of the rhizome of Alisma Plantago-aquatica, and its structure has been determined as sitosterol-3-O-6-stearoyl-β-D-glucopyranoside by spectroscopic data and chemical conversions.Key Word Index-Alisma Plantago-aquatica; Alismataceae; sitosterol-3-O-6-stearoyl-β-D-glucopyranoside; sitosterol; methyl stearate.

A direct novel synthesis of highly uniform dispersed ruthenium nanoparticles over P6mm ordered mesoporous carbon by host-guest complexes

Gokulakrishnan,Peru,Rio,Blach,Leger,Grosso,Monflier,Ponchel

, p. 6641 - 6648 (2014)

We report a novel concept to prepare a highly ordered mesoporous carbon with a uniform dispersion of ruthenium nanoparticles of 1-2 nm size range using a nano-templating method, based on the combined utilization of a β-cyclodextrin host-guest complex and ruthenium trichloride as respective sources of carbon and metal. The composite material synthesized (Ru@MCA-2) through the polymerization and carbonization of these metallo-supramolecular assemblies possesses high surface area and high pore volume after the removal of the silica template and exhibits high catalytic activity in the hydrogenation of unsaturated fatty acid methyl esters. The reusability of this nanoreplicated catalyst is also demonstrated. This journal is the Partner Organisations 2014.

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