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112-61-8 Usage

General Description

Methyl octadecanoate, also known as methyl stearate, is a chemical compound with the molecular formula C19H38O2. It is a colorless, odorless, and tasteless wax-like substance commonly found in many natural sources such as animal and vegetable fats and oils. Methyl octadecanoate is widely used in the production of cosmetics, fragrances, and as a flavoring agent in the food industry. It is also used as a lubricant or a base material in the manufacturing of various products such as candles, soaps, and detergents. Additionally, it has potential applications in the pharmaceutical and agricultural industries as well.

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

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  • (Code)Product description
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  • 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

Dithranol, singlet oxygen and unsaturated fatty acids

Muller,Eibler,Mayer,et al.

, p. 2 - 9 (1986)

-

Bagby,M.O. et al.

, p. 4227 - 4229 (1965)

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.

-

Powell,R.G. et al.

, p. 528 - 533 (1966)

-

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.

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.

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Tabacik,C.,Bard,M.

, p. 3093 - 3106 (1971)

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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.

Bioactive dammarane triterpenes from the mangrove Plant Bruguiera gymnorrhiza

Homhual, Sudarat,Bunyapraphatsara, Nuntavan,Kondratyuk, Tamara,Herunsalee, Angkana,Chaukul, Wongsatit,Pezzuto, John M.,Fong, Harry H. S.,Zhang, Hong-Jie

, p. 421 - 424 (2006)

Three new dammarane triterpenes, bruguierins A-C (1-3), were isolated from a petroleum ether extract of the flowers of Bruguiera gymnorrhiza. Their structures were determined on the basis of physical and spectroscopic data interpretation. With stably transfected HepG2 cells, the three isolates activated antioxidant response element (ARE luciferase activation) with EC50 values of 7.8, 9.4, and 15.7 μM, respectively. Bruguierin A (1) also inhibited phorbol ester-induced NFκB (nuclear factor-κB) luciferase activation with an IC50 value of 1.4 μM and selectively inhibited cyclooxygenase-2 (COX-2) activity with an IC50 value of 0.37 μM. Compounds 2 and 3 were not active in these bioassays.

Toxic acetylene-containing lipids from the red marine alga Liagora farinosa lamouroux

Paul,Fenical

, p. 3327 - 3330 (1980)

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Guarino et al.

, p. 147 (1968)

Effects of Si/Al ratio and Pt loading on Pt/SAPO-11 catalysts in hydroconversion of Jatropha oil

Chen, Ning,Gong, Shaofeng,Shirai, Hisakazu,Watanabe, Toshitaka,Qian, Eika W.

, p. 105 - 115 (2013)

A series of Pt/SAPO-11 catalysts were prepared with various Si/Al ratios and Pt loadings and characterized by using BET, XRD, XRF, and CO pulse adsorption, as well as 29Si NMR and NH3-TPD techniques. Their catalytic performances in hydroconversion of Jatropha oil were tested with a fixed-bed flow reactor system. The isomerization activity increased with the Si/Al ratio because there were more medium acidic sites on the SAPO-11 supports. Pt/SAPO-11 catalysts with a Si/Al ratio of 0.4 demonstrated high activity for both deoxygenation and isomerization among catalysts with the same Pt loading. The deoxygenation, isomerization and cracking activities strongly depended on the Pt loading. The best activity was observed for the sample with a 3 wt% Pt loading, which generated an 83% yield of iso-C15-18 hydrocarbons under the LHSV of 0.5 h-1. Based on the mechanistic study of hydroconversion of methyl oleate, a reaction network for the hydroconversion of Jatropha oil was suggested.

GERMACRANOLIDES, A GUAIANOLIDE WITH A β-LACTONE RING AND FURTHER CONSTITUENTS FROM GRAZIELIA SPECIES

Bohlmann, Ferdinand,Zdero, Christa,King, Robert M.,Robinson, Harold

, p. 1069 - 1076 (1981)

An investigation of three Grazielia species afforded, in addition to known compounds, several new sesquiterpene lactones, eight germacranolides, two melampolides and one guaianolide as well as three diterpenes, two geranylgeraniol derivatives and a labda-diene.Three of the sesquiterpene lactones had an additional β-lactone ring, one an acid function, and two others unusual ester functions.The structures were elucidated by spectroscopic methods and some chemical transformations.The chemotaxonomic situation is discussed briefly.Key Word Index- Grazielia intermedia; G. dimorpholepsis; G. serreta; Compositae; Eupatorieae; sesquiterpene lactones; germacranolides; guaianolides; melampolides; β-lactones; diterpenes.

Iron complex with ionic tag-catalyzed olefin reduction under oxidative conditionsa-A different reaction for iron

Dos Santos, Marcelo R.,Gomes, Alexandre F.,Gozzo, Fabio C.,Suarez, Paulo A. Z.,Neto, Brenno A. D.

, p. 2383 - 2389 (2012)

An iron(III) complex with ionic tags was applied to the reduction of alkenes in imidazolium-based ionic liquids (ILs) under oxidative conditions. The catalyst is very efficient to promote reactions of biomass derivatives. At least ten recycling reactions were performed without any loss of catalytic activity. Some important mechanistic insights for this new reaction are also provided based mostly on electrospray ionization quadrupole-time of flight mass spectrometry (ESI-QTOF-MS).

A NEW HYDROXYOLEFINIC ACID FROM PLANTAGO MAJOR SEED OIL

Ahmad, Mohammad Shamim,Ahmad, Moghis U.,Osman, S. M.

, p. 2137 - 2140 (1980)

Key Word Index - Plantago major; Plantaginaceae; greater plantain; seed oil; 9-hydroxy-cis-11-octadecenoic acid.A new isomer of ricinoleic acid has been found as a minor constituent (1.5percent) of the seed oil of Plantago major.This previously unknown β-hydroxyolefinic acid, 9-hydroxy-cis-11-octadecenoic, was characterized by IR, 1H NMR and oxidative cleavage, and the structure was supported by MS.

Protic ionic liquids from di- or triamines: even cheaper Br?nsted acidic catalysts

Barteczko, Natalia,Brz?czek-Szafran, Alina,Byrne, Emily,Chrobok, Anna,Kolanowska, Anna,Swad?ba Kwa?ny, Ma?gorzata,Szelwicka, Anna,Wi?c?awik, Justyna

, p. 4421 - 4429 (2021/06/28)

Dicationic and tricationic ionic liquids, synthesised by proton transfer from sulfuric acid and corresponding di- and triamines, were characterised and used as Br?nsted acidic catalysts in biodiesel production. It has been demonstrated that the new ionic liquids are less expensive than those based on monoamines (even on triethylamine) and are highly acidic. Their performance in a model catalytic esterification reaction surpassed that of sulfuric acid and other literature reports, due to the capability of the ionic liquids to absorb water while phase-separating the ester, thereby shifting the reaction equilibrium towards products. The overall catalytic performance was an interplay between acidity (quantified by Gutmann AN) and physical properties: density and viscosity, which enabled easy phase separation, thereby separating water from the ester. The substrate scope and recycling studies have demonstrated that the new ionic liquids are robust and recyclable catalysts.

Anionic Amphiphilic Cyclodextrins Bearing Oleic Grafts for the Stabilization of Ruthenium Nanoparticles Efficient in Aqueous Catalytic Hydrogenation

Cocq, Aurélien,Léger, Bastien,No?l, Sébastien,Bricout, Hervé,Djeda?ni-Pilard, Florence,Tilloy, Sébastien,Monflier, Eric

, p. 1013 - 1018 (2019/12/27)

Oleic succinyl β-cyclodextrin was proved to be efficient for the stabilization of ruthenium nanoparticles (NPs) in aqueous medium. These NPs were characterized by FTIR spectroscopy and transition electron microscopy (TEM). The catalytic activity of these NPs was evaluated in the aqueous hydrogenation of petrosourced and biosourced unsaturated compounds such as benzene and furfural derivatives. The catalytic system can be easily recycled and reused up to nine runs without any loss of activity and selectivity, demonstrating its robustness.

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