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Lauric acid CAS NO.143-07-7
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dodecanoate
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143-07-7 Usage

Air & Water Reactions

Insoluble in water.

Health Hazard

May be harmful by inhalation, ingestion or skin absorption. Vapor or mist is irritating to eyes, mucous membrane and upper respiratory tract. Causes eye and skin irritation.

Chemical Properties

white solid with a faint odour of bay oil

Uses

1. lauric acid Used for the preparation of alkyd resins, as well as wetting agents, detergents and pesticides
2. Used for peeling vegetables and fruits with a maximum amount of 3.0g/kg.
3. Used as defoamer; GB 2760-86 provides for the spices allowed to use; used for the preparation of other food grade additives.
4. lauric acid is widely used in the surfactant industry and can be, according to the classification of surfactants, divided into cationic, anionic, non-ionic and amphoteric type. The surfactants types of dodecanoic acid are listed in the attached table of this item. Some surfactants of the derivatives of dodecanoic acid and dodecanol are also antiseptics, such as dodecyl dimethyl benzyl ammonium chloride (geramine), dodecyl dimethyl benzyl ammonium bromide (bromo-geramine) and dodecyl dimethyl (2-phenoxyethyl) ammonium bromide (domiphen bromide). The dodecyldimethyllammonium-2,4,5-trichlorophenolate in these derivatives can be used as citrus preservative. Dodecanoic acid also has many applications in plastic additives, food additives, spices and pharmaceutical industries.

Reactivity Profile

Lauric acid is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in Lauric acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions. Lauric acid can react with oxidizing materials.

What Is Lauric Acid?

Lauric acid is a medium-length long-chain fatty acid, or lipid, that makes up about half of the fatty acids within coconut oil. It’s a powerful substance that is sometimes extracted from the coconut for use in developing monolaurin. Monolaurin is an antimicrobial agent that is able to fight bacteria, viruses, yeasts, and other pathogens. Because you can’t ingest lauric acid alone (it’s irritating and not found alone in nature), you’re most likely to get it in the form of coconut oil or from fresh coconuts.
Though coconut oil is being studied at a breakneck pace, much of the research doesn’t pinpoint what in the oil is responsible for its reported benefits. Because coconut oil contains much more than just lauric acid, it would be a stretch to credit it with all of the coconut oil benefits. Still, a 2015 analysis suggests that many of the benefits tied to coconut oil are directly linked to lauric acid. Among the benefits, they suggest lauric acid could aid weight loss and even protect against Alzheimer’s disease. Its effects on blood cholesterol levels still need to be clarified.
This research suggests that the benefits of lauric acid are due to how the body uses it. The majority of lauric acid is sent directly to the liver, where it’s converted to energy rather than stored as fat. When compared with other saturated fats, lauric acid contributes the least to fat storage.

Toxicity

Natural fatty acids, non-toxic.
Safe for use in food products (FDA, §172.860, 2000).
LD50 12 g/kg (rat, oral).

Chemical properties

Colorless needle-like crystals. Soluble in methanol, slightly soluble in acetone and petroleum ether.

Uses

Intermediates of Liquid Crystals

Including Lauric Acid in Your Diet

Lauric acid can be taken as a supplement, but it is most commonly consumed as part of coconut oil or palm kernel oil. It is considered to be safe based on the amounts generally found in food. According to NYU Langone Medical Center, coconut and palm kernel oil contain up to 15 percent MCTs, along with a number of other fats. However, because they are still pure oil, limit your intake of MCTs to stay within the recommended 5 to 7 teaspoons of oil per day as set out by the U.S. Department of Agriculture. You can use coconut and palm kernel oil for stir-fries because both oils withstand high heat. They can also be used in baking, adding a natural richness to your food.

Production methods

1. Industrial production methods can be grouped into two categories: 1) derived from the saponification or high temperature and pressure decomposition of natural vegetable oils and fats; 2) separated from the synthetic fatty acid. Japan mainly uses coconut oil and palm kernel oil as the raw materials for the preparation of lauric acid. The natural vegetable oils used to produce dodecanoic acid include coconut oil, litsea cubeba kernel oil, palm kernel oil and mountain pepper seed oil. Other plants oil, such as palm kernel oil, tea tree seed oil and camphor tree seed oil, can also service industry to produce dodecanoic acid. The residual C12 distillate from the extraction of dodecanoic acid, containing a large number of dodecenoic acid, can be hydrogenated at atmospheric pressure, without catalyst, to convert into dodecanoic acid with a yield of more than 86%.
2. Derived from the separation and purification of coconut oil and other vegetable oil.
3. Lauric acid naturally exists in coconut oil, litsea cubeba kernel oil, palm kernel oil and pepper kernel oil in the form of glyceride. It can be derived from the hydrolysis of natural oils and fats in industry. The coconut oil, water and catalyst are added into the autoclave and hydrolyzed to glycerol and fatty acid at 250 ℃ under the pressure of 5MPa. The content of dodecanoic acid is 45%~80%, and can be further distilled to obtain dodecanoic acid.

Usage limits

FEMA (mg/kg): soft drinks 15, cold drinks 16, candy 2.4, baked food 39, pudding class 25, oil 315.
GB 2760-1996: fruit and vegetable peeling 3.0g/kg.

Definition

ChEBI: A straight-chain, twelve-carbon medium-chain saturated fatty acid with strong bactericidal properties; the main fatty acid in coconut oil and palm kernel oil.

Fire Hazard

Behavior in Fire: May cause dust explosion.

Purification Methods

Distil the acid in a vacuum. Also crystallise it from absolute EtOH, or from acetone at -25o. Alternatively, purify it via its methyl ester (b 140.0o/15mm), as described for capric acid. It has also been purified by zone melting. [cf Beilstein 1 III 2913.]

General Description

White solid with a slight odor of bay oil.

Medium-Chain Triglycerides

Medium-chain triglycerides, or fatty acids, such as lauric acid, are characterized by a specific chemical structure that allows your body to absorb them whole. This makes them more easily digestible--your body processes them as it would carbohydrates, and they are used as a source of direct energy. Compared to long-chain triglycerides, the type in other saturated fats, MCTs have fewer calories per serving, roughly 8.3 calories per gram rather than the standard 9 calories per gram, according to an article in "Nutrition Review."
InChI:InChI=1/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14)

143-07-7 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma (L4250)  Dodecanoicacid  ≥99% (GC/titration) 143-07-7 L4250-500G 1,148.94CNY Detail
Sigma (L4250)  Dodecanoicacid  ≥99% (GC/titration) 143-07-7 L4250-100G 334.62CNY Detail
USP (1356949)  Lauricacid  United States Pharmacopeia (USP) Reference Standard 143-07-7 1356949-500MG 4,326.66CNY Detail
Sigma-Aldrich (Y0001474)  Lauricacid  European Pharmacopoeia (EP) Reference Standard 143-07-7 Y0001474 1,880.19CNY Detail
Alfa Aesar (42038)  Dodecanoic acid, typically 99.5%    143-07-7 1kg 439.0CNY Detail
Alfa Aesar (42038)  Dodecanoic acid, typically 99.5%    143-07-7 250g 265.0CNY Detail
Alfa Aesar (42038)  Dodecanoic acid, typically 99.5%    143-07-7 50g 157.0CNY Detail
Alfa Aesar (A11672)  Dodecanoic acid, 98%    143-07-7 10000g 2306.0CNY Detail
Alfa Aesar (A11672)  Dodecanoic acid, 98%    143-07-7 2500g 748.0CNY Detail
Alfa Aesar (A11672)  Dodecanoic acid, 98%    143-07-7 500g 218.0CNY Detail

143-07-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name dodecanoic acid

1.2 Other means of identification

Product number -
Other names Lauric acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Surfactants
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:143-07-7 SDS

143-07-7Synthetic route

1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With air; sodium nitrite In trifluoroacetic acid at 0 - 20℃; for 5h;100%
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen In 1,2-dichloro-ethane at 25℃; for 12h;100%
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen In 1,2-dichloro-ethane at 20℃; for 12h; Reagent/catalyst; Schlenk technique;100%
S-tert-butyl dodecanethioate
107154-75-6

S-tert-butyl dodecanethioate

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With water; hydrophobic polystyrene-supported sulfonic acid for 168h; Heating;100%
3-oxo-2-phenylsulfanyltetradecanamide
1321499-06-2

3-oxo-2-phenylsulfanyltetradecanamide

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With sodium hydrogencarbonate; 2-oxopropanal In methanol; water at 20℃; for 1h; Inert atmosphere;100%
benzyl dodecanoate
140-25-0

benzyl dodecanoate

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With aluminum tri-bromide; ethanethiol for 0.5h; Ambient temperature;99.2%
With magnesium iodide In toluene for 48h; Heating;70%
Dodecanal
112-54-9

Dodecanal

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With iron oxide; oxygen; ethyl acetoacetate at 75 - 80℃; under 760.051 Torr; for 24h; Green chemistry;99%
With oxygen; copper(II) acetate monohydrate; cobalt(II) diacetate tetrahydrate In water at 40℃; under 760.051 Torr; for 3h;97%
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen In 1,2-dichloro-ethane at 25℃; for 12h;94%
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

A

lauric acid
143-07-7

lauric acid

B

Conditions
ConditionsYield
With sodium hypochlorite; sodium hydrogencarbonate; potassium bromide; [4-(TEMPO-4-yloxymethyl)-1H-[1,2,3]triazol-1-ylmethyl]-PS In dichloromethane at 0℃; for 0.5h;A n/a
B 99%
With C30H24N2O7W; dihydrogen peroxide In water; acetonitrile for 22h; Reflux;A 1%
B 82%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxone; potassium bromide; methyltrioxorhenium(VII) In acetonitrile at 0℃; for 4h;A 6%
B 53%

A

B

C16H10O3S

C16H10O3S

Conditions
ConditionsYield
In d(4)-methanol at 20℃; Conversion of starting material; light irradiation;A 99%
B n/a
bromobutyric acid

bromobutyric acid

n-octylmagnesium chloride

n-octylmagnesium chloride

lauric acid

lauric acid

Conditions
ConditionsYield
Stage #1: bromobutyric acid With 1-methyl-pyrrolidin-2-one; tert-butylmagnesium chloride In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: n-octylmagnesium chloride With buta-1,3-diene; nickel dichloride In tetrahydrofuran under 760.051 Torr; for 1h; Inert atmosphere; Cooling with ice;
99%
methyl n-dodecanoate
111-82-0

methyl n-dodecanoate

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With aluminum tri-bromide; ethanethiol for 48h; Ambient temperature;98.7%
With AlBrCl3(1-)*C5H5N*H(1+) at 140℃; for 3h;98%
With iodine; aluminium In acetonitrile at 80℃; for 18h;97%
S-phenyl dodecanethioate
79817-20-2

S-phenyl dodecanethioate

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With water; hydrophobic polystyrene-supported sulfonic acid for 24h; Heating;98%
tridodecanoylglycerol
538-24-9

tridodecanoylglycerol

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;98%
With aquivion perfluorosulfonic superacid loaded on H+ In neat (no solvent) at 100℃; under 760.051 Torr; for 8h; Reagent/catalyst;
ethyl laurate
106-33-2

ethyl laurate

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With AlBrCl3(1-)*C5H5N*H(1+) at 140℃; for 3h;97%
With 2C33H37N*H2O7S2; water at 60℃; for 20h;83%
With aluminum tri-bromide; ethanethiol for 792h; Ambient temperature;73.5%
With 2C33H37N*H2O7S2; water at 80℃;83 %Spectr.
With Novozym 435 from Candida antarctica at 0 - 40℃; for 32h;
Dodecanoic acid 3-methyl-but-2-enyl ester

Dodecanoic acid 3-methyl-but-2-enyl ester

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With iodine In cyclohexane for 6h; Ambient temperature;97%
S-dodecyl dodecanethioate
103212-64-2

S-dodecyl dodecanethioate

A

lauric acid
143-07-7

lauric acid

B

1-dodecylthiol
112-55-0

1-dodecylthiol

Conditions
ConditionsYield
With C18-alkylated polystyrene-supported sulfonic acid; water for 24h; Heating;A 96%
B n/a
With water; hydrophobic polystyrene-supported sulfonic acid for 72h; Heating;A 95%
B 95%
With C18-alkylated polystyrene-supported sulfonic acid; water for 24h; Heating;
S-dodecyl dodecanethioate
103212-64-2

S-dodecyl dodecanethioate

A

lauric acid
143-07-7

lauric acid

B

didodecyl sulfide
2469-45-6

didodecyl sulfide

C

1-dodecylthiol
112-55-0

1-dodecylthiol

Conditions
ConditionsYield
With water; hydrophobic polystyrene-supported sulfonic acid for 72h; Heating;A 95%
B 2%
C n/a
lauric acid

lauric acid

Conditions
ConditionsYield
With tert.-butylnitrite; water at 29℃; for 0.583333h;95%
lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; W(OTf)6; hydrogen at 135℃; under 760.051 Torr; for 12h;94%
With palladium on activated carbon; W(OTf)6; hydrogen In neat (no solvent) at 135℃; under 760.051 Torr; for 12h;94%
Conditions
ConditionsYield
With water; hydrophobic polystyrene-supported sulfonic acid for 36h; Heating;93%

A

lauric acid
143-07-7

lauric acid

B

ethyl laurate
106-33-2

ethyl laurate

Conditions
ConditionsYield
With hydrogen In ethanol; water at 240℃; under 25066.7 Torr; for 144h;A 6%
B 93%
2-chloroethyl dodecanoate
64919-15-9

2-chloroethyl dodecanoate

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With sodium tetrahydroborate; selenium In N,N-dimethyl-formamide for 3h; Ambient temperature; also with NaHTe as cat.;92%
2,2,2-Trichloroethyl dodecanoate
71071-51-7

2,2,2-Trichloroethyl dodecanoate

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With sodium tetrahydroborate; selenium In N,N-dimethyl-formamide at 40 - 50℃; for 1h;92%
2-dodecanoyloxyethyl dodecanoate
624-04-4

2-dodecanoyloxyethyl dodecanoate

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With 2C33H37N*H2O7S2; water at 60℃; for 24h;92%
With 2C33H37N*H2O7S2; water at 80℃;92 %Spectr.
benzyl dodecanoate
140-25-0

benzyl dodecanoate

toluene
108-88-3

toluene

A

lauric acid
143-07-7

lauric acid

B

1-methyl-3-(phenylmethyl)-benzene
620-47-3

1-methyl-3-(phenylmethyl)-benzene

C

1-methyl-4-(phenylmethyl)benzene
620-83-7

1-methyl-4-(phenylmethyl)benzene

D

2-benzyltoluene
713-36-0

2-benzyltoluene

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; water at 80℃; for 2h; regioselective reaction;A 92%
B n/a
C n/a
D n/a
glutaric anhydride,
108-55-4

glutaric anhydride,

1-bromo-octane
111-83-1

1-bromo-octane

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0); zinc In N,N-dimethyl acetamide at 80℃; for 12h;92%
lauric anhydride
645-66-9

lauric anhydride

phenylboronic acid
98-80-6

phenylboronic acid

A

lauric acid
143-07-7

lauric acid

B

dodecanophenone
1674-38-0

dodecanophenone

Conditions
ConditionsYield
With P(p-CH3OC6H4)3; palladium diacetate In tetrahydrofuran; water at 60℃; for 16h;A n/a
B 90%
Dodecanal
112-54-9

Dodecanal

A

lauric acid
143-07-7

lauric acid

B

lauric acid amide
1120-16-7

lauric acid amide

C

undecyl cyanide
2437-25-4

undecyl cyanide

Conditions
ConditionsYield
With H2SO4*2NH2OH; Rh(OH)x/Al2O3 In water for 9h; Heating;A 6 % Chromat.
B 89%
C 5 % Chromat.
1-tridecene
2437-56-1

1-tridecene

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With Oxone; 2-iodo-3,4,5,6-tetramethylbenzoic acid In water; acetonitrile for 24h;86%
With Oxone In water; acetonitrile for 24h; Reflux;61%
With sodium permanganate In hexane at 69℃; for 24h;13%

A

lauric acid

lauric acid

B

Conditions
ConditionsYield
With oxygen; lithium bromide In ethyl acetate at 20℃; for 6h; UV-irradiation;A 7%
B 86%
methanol

methanol

A

lauric acid

lauric acid

B

5-hydroxy-4-methyl-3-phenylsulfanyl-3-pyrrolin-2-one
1321499-15-3

5-hydroxy-4-methyl-3-phenylsulfanyl-3-pyrrolin-2-one

(+/-)-(3R*,4S*)-4,5-dihydroxy-5-methyl-3-phenylsulfanyl-2-pyrrolidinone

(+/-)-(3R*,4S*)-4,5-dihydroxy-5-methyl-3-phenylsulfanyl-2-pyrrolidinone

(+/-)-(3R*,4S*,5R*)-4-hydroxy-5-methoxy-5-methyl-3-phenylsulfanyl-2-pyrrolidinone

(+/-)-(3R*,4S*,5R*)-4-hydroxy-5-methoxy-5-methyl-3-phenylsulfanyl-2-pyrrolidinone

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 24h; Inert atmosphere;A 86%
B 7.8 mg
C 18.2 mg
D 2.5 mg
E 2.3 mg
thiophenol
108-98-5

thiophenol

(1R,5R)-1-dodecanoyl-4-hydroxy-4-methyl-6-oxa-3-azabicyclo[3.1.0]hexan-2-one
288854-03-5

(1R,5R)-1-dodecanoyl-4-hydroxy-4-methyl-6-oxa-3-azabicyclo[3.1.0]hexan-2-one

A

lauric acid
143-07-7

lauric acid

B

3-oxo-2-phenylsulfanyltetradecanamide
1321499-06-2

3-oxo-2-phenylsulfanyltetradecanamide

C

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol; water at 20℃; for 0.5h; Inert atmosphere;A 20%
B 9%
C 85%
methanol
67-56-1

methanol

lauric acid
143-07-7

lauric acid

methyl n-dodecanoate
111-82-0

methyl n-dodecanoate

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
With ethenetetracarbonitrile for 48h; Ambient temperature;99%
polyaniline hydrocloride at 70℃; for 24h;99%
lauric acid
143-07-7

lauric acid

n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl-formamide at 78℃; for 3h;100%
With thionyl chloride; N,N-dimethyl-formamide at 88℃; for 2h;99%
With thionyl chloride; sodium dodecanoylglycinate at 25℃; for 6h; Reagent/catalyst; Inert atmosphere;99.8%
lauric acid
143-07-7

lauric acid

1,1,1-trifluoro-dodecane
764-84-1

1,1,1-trifluoro-dodecane

Conditions
ConditionsYield
With pyridine; phenylsulphur trifluoride; hydrogen fluoride at 50℃; for 24h; Product distribution / selectivity; Neat (no solvent);100%
With phenylsulphur trifluoride at 20 - 100℃; for 2h; Product distribution / selectivity; Neat (no solvent);83%
With 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride at 100℃; for 2h; Reactivity;55%
lauric acid
143-07-7

lauric acid

1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

N-succinimidyl laurate
14565-47-0

N-succinimidyl laurate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane for 24h;100%
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane for 3h;98%
With dicyclohexyl-carbodiimide In ethyl acetate for 6h;98%
lauric acid
143-07-7

lauric acid

1-Tetradecanol
112-72-1

1-Tetradecanol

dodecanoic acid tetradecyl ester
22412-97-1

dodecanoic acid tetradecyl ester

Conditions
ConditionsYield
With dodecylbenzene-sulphonic acid In water at 40℃; for 48h;100%
With para-dodecylbenzenesulfonic acid In water at 40℃; for 48h;99%
With triphenylphosphine-sulfur trioxide adduct In neat (no solvent) at 110℃; for 2h; Green chemistry;82%
lauric acid
143-07-7

lauric acid

monomethoxy poly(ethylene glycol)

monomethoxy poly(ethylene glycol)

dodecanoic acid monomethoxy poly(ethylene glycol) ester

dodecanoic acid monomethoxy poly(ethylene glycol) ester

Conditions
ConditionsYield
With camphor sulphuric acid for 18h; Heating;100%
lauric acid
143-07-7

lauric acid

2-chloro-1,3-dimethylimidazolinium chloride
37091-73-9

2-chloro-1,3-dimethylimidazolinium chloride

A

1,3-dimethyl-2-imidazolidinone
80-73-9

1,3-dimethyl-2-imidazolidinone

B

n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

Conditions
ConditionsYield
In tolueneA 94%
B 100%
lauric acid
143-07-7

lauric acid

2-chloro-1,3-dimethylimidazolinium chloride
37091-73-9

2-chloro-1,3-dimethylimidazolinium chloride

n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

Conditions
ConditionsYield
In toluene100%
Conditions
ConditionsYield
With sodium hydrogencarbonate; 2-oxopropanal In methanol; water at 20℃; for 1h; Inert atmosphere;100%
Conditions
ConditionsYield
In isopropyl alcohol for 1.5h; Product distribution / selectivity;100%
2-hydroxyethyltrimethylammonium laurate
88371-70-4

2-hydroxyethyltrimethylammonium laurate

Conditions
ConditionsYield
In water at 20℃;100%
In water at 100℃; for 24h;
lauric acid
143-07-7

lauric acid

di(succinimido) carbonate
74124-79-1

di(succinimido) carbonate

N-succinimidyl laurate
14565-47-0

N-succinimidyl laurate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 40℃; for 1h;100%
lauric acid
143-07-7

lauric acid

levobupivacaine
27262-47-1

levobupivacaine

[(2S)-1-butylpiperidine-2-carbonyl]-(2,6-dimethylphenyl)ammonium dodecanoate

[(2S)-1-butylpiperidine-2-carbonyl]-(2,6-dimethylphenyl)ammonium dodecanoate

Conditions
ConditionsYield
In acetonitrile at 50℃; for 6h;100%
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

A

lauric acid
143-07-7

lauric acid

B

Dodecanal
112-54-9

Dodecanal

Conditions
ConditionsYield
With sodium hypochlorite; sodium hydrogencarbonate; potassium bromide; [4-(TEMPO-4-yloxymethyl)-1H-[1,2,3]triazol-1-ylmethyl]-PS In dichloromethane at 0℃; for 0.5h;A n/a
B 99%
With C30H24N2O7W; dihydrogen peroxide In water; acetonitrile for 22h; Reflux;A 1%
B 82%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxone; potassium bromide; methyltrioxorhenium(VII) In acetonitrile at 0℃; for 4h;A 6%
B 53%
(4-oxo-3-phenyl-4H-1,1-dioxothiochromen-2-yl)methyl dodecanoate
1033736-99-0

(4-oxo-3-phenyl-4H-1,1-dioxothiochromen-2-yl)methyl dodecanoate

A

lauric acid
143-07-7

lauric acid

B

C16H10O3S
1033736-87-6

C16H10O3S

Conditions
ConditionsYield
In d(4)-methanol at 20℃; Conversion of starting material; light irradiation;A 99%
B n/a
bromobutyric acid
2623-87-2

bromobutyric acid

n-octylmagnesium chloride
38841-98-4

n-octylmagnesium chloride

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
Stage #1: bromobutyric acid With 1-methyl-pyrrolidin-2-one; tert-butylmagnesium chloride In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: n-octylmagnesium chloride With buta-1,3-diene; nickel dichloride In tetrahydrofuran under 760.051 Torr; for 1h; Inert atmosphere; Cooling with ice;
99%
Dodecanoic acid methoxy-amide

Dodecanoic acid methoxy-amide

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With tert.-butylnitrite; water at 29℃; for 0.583333h;95%
5-dodecanolide
713-95-1

5-dodecanolide

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; W(OTf)6; hydrogen at 135℃; under 760.051 Torr; for 12h;94%
With palladium on activated carbon; W(OTf)6; hydrogen In neat (no solvent) at 135℃; under 760.051 Torr; for 12h;94%
ethyl dodecanethionate
100962-82-1

ethyl dodecanethionate

lauric acid
143-07-7

lauric acid

Conditions
ConditionsYield
With water; hydrophobic polystyrene-supported sulfonic acid for 36h; Heating;93%
ethyl 7-(5-methyltetrahydrothran-2-yl)-5-oxoheptanoate
1427085-03-7

ethyl 7-(5-methyltetrahydrothran-2-yl)-5-oxoheptanoate

ethyl 5-hydroxy-7-(5-methyltetrahydrothran-2-yl)heptanoate
1454314-43-2

ethyl 5-hydroxy-7-(5-methyltetrahydrothran-2-yl)heptanoate

A

lauric acid
143-07-7

lauric acid

B

ethyl laurate
106-33-2

ethyl laurate

Conditions
ConditionsYield
With hydrogen In ethanol; water at 240℃; under 25066.7 Torr; for 144h;A 6%
B 93%
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

A

lauric acid
143-07-7

lauric acid

B

dodecyl laurate
13945-76-1

dodecyl laurate

Conditions
ConditionsYield
With oxygen; lithium bromide In ethyl acetate at 20℃; for 6h; UV-irradiation;A 7%
B 86%
methanol
67-56-1

methanol

3-oxo-2-phenylsulfanyltetradecanamide
1321499-06-2

3-oxo-2-phenylsulfanyltetradecanamide

2-oxopropanal
78-98-8

2-oxopropanal

A

lauric acid
143-07-7

lauric acid

B

5-hydroxy-4-methyl-3-phenylsulfanyl-3-pyrrolin-2-one
1321499-15-3

5-hydroxy-4-methyl-3-phenylsulfanyl-3-pyrrolin-2-one

(+/-)-(3R*,4S*)-4,5-dihydroxy-5-methyl-3-phenylsulfanyl-2-pyrrolidinone

(+/-)-(3R*,4S*)-4,5-dihydroxy-5-methyl-3-phenylsulfanyl-2-pyrrolidinone

(+/-)-(3R*,4S*,5S*)-4-hydroxy-5-methoxy-5-methyl-3-phenylsulfanyl-2-pyrrolidinone

(+/-)-(3R*,4S*,5S*)-4-hydroxy-5-methoxy-5-methyl-3-phenylsulfanyl-2-pyrrolidinone

(+/-)-(3R*,4S*,5R*)-4-hydroxy-5-methoxy-5-methyl-3-phenylsulfanyl-2-pyrrolidinone

(+/-)-(3R*,4S*,5R*)-4-hydroxy-5-methoxy-5-methyl-3-phenylsulfanyl-2-pyrrolidinone

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 24h; Inert atmosphere;A 86%
B 7.8 mg
C 18.2 mg
D 2.5 mg
E 2.3 mg
lauric acid
143-07-7

lauric acid

pregabilin
148553-50-8

pregabilin

(S)-3-(aminomethyl)-5-methylhexanoic acid laurate
1414928-47-4

(S)-3-(aminomethyl)-5-methylhexanoic acid laurate

Conditions
ConditionsYield
In isopropyl alcohol for 1.5h; Product distribution / selectivity;100%
lauric acid
143-07-7

lauric acid

cholinium hydrogen carbonate
78-73-9

cholinium hydrogen carbonate

2-hydroxyethyltrimethylammonium laurate
88371-70-4

2-hydroxyethyltrimethylammonium laurate

Conditions
ConditionsYield
In water at 20℃;100%
In water at 100℃; for 24h;
lauric acid
143-07-7

lauric acid

Fmoc-glycine-2-chlorotrityl resin

Fmoc-glycine-2-chlorotrityl resin

N-(fluoren-9-ylmethoxycarbonyl)glycine
29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Fmoc-Lys-OH
105047-45-8

Fmoc-Lys-OH

n-dodecanoyl-HN-Lys(Boc)-Lys(Boc)-Lys(Boc)-Gly-Gly-CO2H

n-dodecanoyl-HN-Lys(Boc)-Lys(Boc)-Lys(Boc)-Gly-Gly-CO2H

Conditions
ConditionsYield
Stage #1: Fmoc-glycine-2-chlorotrityl resin With piperidine In N,N-dimethyl-formamide 2-Cl-Trt-Resin;
Stage #2: N-(fluoren-9-ylmethoxycarbonyl)glycine With benzotriazol-1-ol; diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 1h; 2-Cl-Trt-Resin;
Stage #3: lauric acid; Fmoc-Lys-OH Further stages;
100%
lauric acid
143-07-7

lauric acid

palladium diacetate
3375-31-3

palladium diacetate

palladium dodecanoate

palladium dodecanoate

Conditions
ConditionsYield
In cyclohexane at 40℃; Solvent;100%
lauric acid
143-07-7

lauric acid

1-Hexadecanol
36653-82-4

1-Hexadecanol

undecanyl cetanoate
20834-06-4

undecanyl cetanoate

Conditions
ConditionsYield
With zirconium(IV) oxychloride In 1,3,5-trimethyl-benzene at 162℃; for 24h;99.9%
With choline chloride; zinc(II) chloride at 110℃; for 8h;99%
lipase In hexane for 4h;94%
lauric acid
143-07-7

lauric acid

trichlorovinylsilane
75-94-5

trichlorovinylsilane

Octanoic acid
124-07-2

Octanoic acid

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

C36H68O6Si
1330066-17-5

C36H68O6Si

Conditions
ConditionsYield
In toluene at 60 - 150℃; for 4h;99.82%
lauric acid
143-07-7

lauric acid

ascorbic acid
50-81-7

ascorbic acid

6-O-dodecanoyl-L-ascorbic acid
16690-40-7

6-O-dodecanoyl-L-ascorbic acid

Conditions
ConditionsYield
With Amberlyst 15 ion exchange resin In ethanol; water at 60℃; for 3h; Temperature;99.2%
With sulfuric acid
With sulfuric acid at 40℃;
With lipase from Candida antarctica type B (Chirazyme(R) L-2 C2) In acetone at 50℃;
With Chirazyme(R) L-2 C2 In acetone at 55℃; for 24h;

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