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40738-26-9

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40738-26-9 Usage

Chemical Properties

Beads

Uses

Glycerol monolaurate is a self emulsifying, medium HLB, nonionic surfactant suggested for use as an additive in vegetable oils, flavors and spice oils, and as defoamers in food processing systems.

Check Digit Verification of cas no

The CAS Registry Mumber 40738-26-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,0,7,3 and 8 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 40738-26:
(7*4)+(6*0)+(5*7)+(4*3)+(3*8)+(2*2)+(1*6)=109
109 % 10 = 9
So 40738-26-9 is a valid CAS Registry Number.

40738-26-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name MONOLAURIN

1.2 Other means of identification

Product number -
Other names glycerol laurate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:40738-26-9 SDS

40738-26-9Synthetic route

(2,2-dimethyl-1,3-dioxolan-4-yl)methyl dodecanoate
40630-75-9

(2,2-dimethyl-1,3-dioxolan-4-yl)methyl dodecanoate

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
With ion-exchange resin C-244 In methanol; dichloromethane at 20℃; for 4h;93%
With hydrogenchloride In methanol for 0.166667h; Hydrolysis; Heating;
With AmberlystTM 15 In ethanol; water for 3h; Reflux;
With amberlyst-15 In methanol at 20℃; for 16h;
lauric acid
143-07-7

lauric acid

4-hydroxymethyl-1,3-dioxolan-2-one
931-40-8

4-hydroxymethyl-1,3-dioxolan-2-one

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
With triethylamine at 143 - 145℃; for 8h;91%
lauric acid
143-07-7

lauric acid

oxiranyl-methanol
556-52-5

oxiranyl-methanol

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
With (4-aminobutyl)silyl-MCM-41 type silica In toluene at 119.9℃; for 24h;90%
With tributyl-amine at 85℃; for 5h;61%
With (3-aminopropyl)silyl-micelle-templated silica In toluene at 119.9℃; for 6h; Product distribution; other acids, silicas, reaction conditions;15%
allyl dodecanoate
7003-75-0

allyl dodecanoate

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
With cethyltrimethylammonium permanganate In dichloromethane for 5h; Ambient temperature;80%
vinyl laurate
2146-71-6

vinyl laurate

glycerol
56-81-5

glycerol

A

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

B

1,3-dilauroylglycerol
539-93-5

1,3-dilauroylglycerol

Conditions
ConditionsYield
lipase from Candida Antarctica type B, immobilized at 0℃; for 24h; Product distribution / selectivity; Enzymatic reaction;A n/a
B 78%
With silica gel; Lipozyme RM IM In tert-butyl methyl ether at 25℃; for 24h; Product distribution / selectivity; Schneider's method; Enzymatic reaction;
methyl n-dodecanoate
111-82-0

methyl n-dodecanoate

glycerol
56-81-5

glycerol

A

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

B

1,3-dilauroylglycerol
539-93-5

1,3-dilauroylglycerol

C

glyceryl dilaurate
17598-94-6

glyceryl dilaurate

Conditions
ConditionsYield
at 180℃; for 16h; Inert atmosphere; regioselective reaction;A 71%
B n/a
C n/a
lauric acid
143-07-7

lauric acid

glycerol
56-81-5

glycerol

A

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

B

1,3-dilauroylglycerol
539-93-5

1,3-dilauroylglycerol

Conditions
ConditionsYield
lipase from Candida Antarctica type B, immobilized In hexane at 0 - 25℃; Product distribution / selectivity; Enzymatic reaction;A n/a
B 65%
With toluene-4-sulfonic acid In water at 120℃; under 450 Torr; for 4.5h;
lauric acid
143-07-7

lauric acid

glycerol
56-81-5

glycerol

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 130℃; for 6h;60.34%
With layered double hydroxide, Mg-Al-CO3 In neat (no solvent) at 100℃; for 2h; Temperature;
With calcium hydroxide at 230℃; under 637.564 Torr; for 2.5h; Temperature; Pressure; Autoclave; Large scale;
Sodium laurate
629-25-4

Sodium laurate

3-monochloro-1,2-propanediol
96-24-2

3-monochloro-1,2-propanediol

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
at 130℃;
potassium laurate
10124-65-9

potassium laurate

3-monochloro-1,2-propanediol
96-24-2

3-monochloro-1,2-propanediol

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
at 180℃;
glycerol laurate
1678-45-1

glycerol laurate

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
In hexane at 30℃; for 168h; Rate constant; Equilibrium constant;
lauric acid
143-07-7

lauric acid

glycerol
56-81-5

glycerol

A

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

B

1,3-dilauroylglycerol
539-93-5

1,3-dilauroylglycerol

C

tridodecanoylglycerol
538-24-9

tridodecanoylglycerol

D

glycerol laurate
1678-45-1

glycerol laurate

E

glyceryl dilaurate
17598-94-6

glyceryl dilaurate

Conditions
ConditionsYield
With silylated MCM-41-SO3H at 111.85℃; for 24h; Product distribution; other homogeneous and heterogeneous catalysts; also reactions with propanediols and meso-erythritol;A 53 % Chromat.
B n/a
C n/a
D n/a
E n/a
Stage #1: lauric acid; glycerol at 120℃; under 450 Torr; for 2.5h;
Stage #2: In hexane for 0.166667h; Product distribution / selectivity; Separation stage;
lauric acid
143-07-7

lauric acid

glycerol
56-81-5

glycerol

A

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

B

1,3-dilauroylglycerol
539-93-5

1,3-dilauroylglycerol

C

tridodecanoylglycerol
538-24-9

tridodecanoylglycerol

D

glyceryl dilaurate
17598-94-6

glyceryl dilaurate

Conditions
ConditionsYield
With lipozyme at 45℃; under 3 Torr; for 3h; Esterification;A 14.07 % Chromat.
B 67.35 % Chromat.
C 6.68 % Chromat.
D 1.75 % Chromat.
β-oxy-γ-lauroyloxy-propylamine hydrochloride

β-oxy-γ-lauroyloxy-propylamine hydrochloride

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
With acetic acid; sodium nitrite at 0℃;
γ-chloro-propylene-α laurate

γ-chloro-propylene-α laurate

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
With silver(I) nitrite at 120℃;
<β.γ-dibromo-propyl>-laurate

<β.γ-dibromo-propyl>-laurate

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
With silver(I) nitrite at 110℃; und Verseifung des erhaltenen Nitrits;
lauric acid-(2,3-dibromo-propyl ester)
860764-99-4

lauric acid-(2,3-dibromo-propyl ester)

AgNO2

AgNO2

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

glycerol-α,β-isopropylidene ether-laurate

glycerol-α,β-isopropylidene ether-laurate

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
With sulfuric acid at 40℃;
With hydrogenchloride; diethyl ether
With hydrogenchloride; chloroform
tridodecanoylglycerol
538-24-9

tridodecanoylglycerol

glycerol
56-81-5

glycerol

Na3PO4

Na3PO4

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

O1,O2-isopropylidene-O3-lauroyl-glycerol

O1,O2-isopropylidene-O3-lauroyl-glycerol

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
With 2-methoxy-ethanol; boric acid und Behandeln der Reaktionsloesung in Aether mit Wasser;
lauric acid
143-07-7

lauric acid

glycerol
56-81-5

glycerol

A

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

B

dilaurin and trilaurin

dilaurin and trilaurin

Conditions
ConditionsYield
With (1S)-10-camphorsulfonic acid; phenol at 180℃;
acetic acid
64-19-7

acetic acid

(+/-)-lauric acid-(3-amino-2-hydroxy-propyl ester); hydrochloride

(+/-)-lauric acid-(3-amino-2-hydroxy-propyl ester); hydrochloride

sodium nitrite

sodium nitrite

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
at 0℃;
methanol
67-56-1

methanol

tridodecanoylglycerol
538-24-9

tridodecanoylglycerol

A

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

B

methyl n-dodecanoate
111-82-0

methyl n-dodecanoate

C

glyceryl dilaurate
17598-94-6

glyceryl dilaurate

D

glycerol
56-81-5

glycerol

Conditions
ConditionsYield
With potassium hydroxide at 60℃; for 0.25h; Kinetics; Product distribution;
tridodecanoylglycerol
538-24-9

tridodecanoylglycerol

A

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

B

glyceryl dilaurate
17598-94-6

glyceryl dilaurate

C

glycerol
56-81-5

glycerol

Conditions
ConditionsYield
With pseudomonas fluorescens lipase; ethanol In hexane at 28℃; for 0.5h; Product distribution; Further Variations:; Solvents; Reagents;
lauric anhydride
645-66-9

lauric anhydride

glycerol
56-81-5

glycerol

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
With Candida antarctica In 1,4-dioxane at 15℃; for 4h;15 % Chromat.
methyl n-dodecanoate
111-82-0

methyl n-dodecanoate

glycerol
56-81-5

glycerol

A

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

B

1,3-dilauroylglycerol
539-93-5

1,3-dilauroylglycerol

C

glycerol laurate
1678-45-1

glycerol laurate

D

glyceryl dilaurate
17598-94-6

glyceryl dilaurate

Conditions
ConditionsYield
HMS-TBD In dimethyl sulfoxide at 110℃; for 20h; Product distribution; Further Variations:; Catalysts; Pressures;
glyceryl dilaurate
17598-94-6

glyceryl dilaurate

A

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

B

1,3-dilauroylglycerol
539-93-5

1,3-dilauroylglycerol

C

glycerol laurate
1678-45-1

glycerol laurate

D

glycerol
56-81-5

glycerol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In Petroleum ether for 1h; Equilibrium constant; Heating;
1,3-dilauroylglycerol
539-93-5

1,3-dilauroylglycerol

A

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

B

glycerol laurate
1678-45-1

glycerol laurate

C

glyceryl dilaurate
17598-94-6

glyceryl dilaurate

D

glycerol
56-81-5

glycerol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In Petroleum ether for 1h; Equilibrium constant; Heating;
lauric acid
143-07-7

lauric acid

neutral potassium laurate

neutral potassium laurate

rac-1-monolauroylglycerol
40738-26-9

rac-1-monolauroylglycerol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 4-(dimethylamino)pyridine; N,N'-dicyclohexylcarbodiimide / diethyl ether / 4.5 h / 20 - 25 °C
2: aq. HCl / methanol / 0.17 h / Heating
View Scheme

40738-26-9Relevant articles and documents

Lipase-catalyzed two-step esterification for solvent-free production of mixed lauric acid esters with antibacterial and antioxidative activities

Yu, Hyunjong,Byun, Yerim,Chang, Pahn-Shick

, (2021/08/01)

Mixed lauric acid esters (MLE) with antibacterial and antioxidative activities were produced through lipase-catalyzed two-step esterification in solvent-free system without purification. In the first reaction, erythorbyl laurate was synthesized for 72 h. Successive reaction for 6 h at molar ratio of 1.0 (lauric acid to glycerol) produced MLE containing erythorbyl laurate and glyceryl laurate with small amounts of residual substrates, by converting 99.52% of lauric acid. MLE addition (0.5–2.0%, w/w) to Tween 20-stabilized emulsions decreased droplet size, polydispersity index, and zeta-potential, possibly enhancing the emulsion stability. In the emulsions, MLE at 0.5 and 2.0% (w/w) caused 4.4–4.6 and 5.9–6.1 log reductions of Gram-positive (Staphylococcus aureus, Listeria monocytogenes) and Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa), respectively, within 12 h. Lipid hydroperoxide concentrations decreased to 50.8–98.3% in the presence of 0.5–2.0% (w/w) MLE. These findings support a novel approach without needing purification to produce multi-functional food additives for emulsion foods.

Preparation method of glycerol monolaurate

-

Paragraph 0052; 0057-0112, (2021/08/07)

The invention provides a preparation method of glycerol monolaurate, and belongs to the field of organic synthesis. According to the method, lauric acid and glycerol are used as raw materials, the glycerol esterification reaction of long-chain fatty acid lauric acid is catalyzed through an acid catalyst, and an eutectic solvent is used as a solvent, so that the activation energy of the esterification reaction can be reduced, the esterification reaction can be carried out at a relatively low temperature, and meanwhile, the eutectic solvent is easily separated from and recycled from a product; and on one hand, hydroxyl on a glycerol structure can be protected, esterification reaction is promoted to directionally and selectively generate glycerol monolaurate, and generation of a byproduct diester is inhibited, so that the selectivity, the yield and the purity of the product glycerol monolaurate are improved. The result of the embodiment shows that the glycerol monolaurate can be prepared at the low temperature of 120-160 DEG C by utilizing the method provided by the invention, the product selectivity is 87.1%, the yield is 76.4%, and the purity is 89.4%.

High-selectivity synthesis method of long-chain fatty acid monoglyceride

-

Paragraph 0023; 0026, (2019/02/27)

The invention belongs to the field of fatty acid and synthetic fatty acid glycerides and relates to a high-selectivity synthesis method of long-chain fatty acid monoglyceride, in particular to a high-selectivity synthesis method of long-chain fatty acid and synthetic fatty acid glycerides. The method comprises the steps that tetraethyl silicate and glycerin are subjected to alcoholysis reaction, and part of glycerin is esterified to generate glyceryl silicate; then the glyceryl silicate is subjected to esterification reaction with fatty acid to generate fatty acid glyceride; finally the high activity (instability) of silicate ester is utilized to achieve hydrolysis under mild conditions to synthesize the synthetic fatty acid glyceride at high selectivity. A by-product is safe and harmlessSiO2. Accordingly, the product with high monoglyceride content is obtained by using a simple process under mild conditions.

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