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Lauric acid

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Name

Lauric acid

EINECS 205-582-1
CAS No. 143-07-7 Density 0.905 g/cm3
PSA 37.30000 LogP 3.99190
Solubility insoluble in water Melting Point 44-46 °C
Formula C12H24O2 Boiling Point 296.1 °C at 760 mmHg
Molecular Weight 200.321 Flash Point 134.1 °C
Transport Information N/A Appearance white solid
Safety 37/39-26 Risk Codes 36/38
Molecular Structure Molecular Structure of 143-07-7 (Lauric acid) Hazard Symbols IrritantXi
Synonyms

ABL;Dodecylic acid;Vulvic acid;Hydrofol acid 1295;1-Undecanecarboxylic acid;2661G Undecane,1-phenyl1-Undecanecarboxylic acid;Lunac L 70;Coconut oil fatty acids;Ninol AA62 extra;Prifac 2920;Hydrofol acid 1255;NAA 312;Dodecanoic acid, potassium salt;Univol U-314;

Article Data 325

Lauric acid Synthetic route

112-53-8

1-dodecyl alcohol

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%
107154-75-6

S-tert-butyl dodecanethioate

143-07-7

lauric acid

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

3-oxo-2-phenylsulfanyltetradecanamide

143-07-7

lauric acid

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

benzyl dodecanoate

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%
112-54-9

Dodecanal

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%
112-53-8

1-dodecyl alcohol

A

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%
111-82-0

methyl n-dodecanoate

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%
79817-20-2

S-phenyl dodecanethioate

143-07-7

lauric acid

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

Lauric acid Consensus Reports

Reported in EPA TSCA Inventory.

Lauric acid Specification

The IUPAC name of Lauric acid is dodecanoic acid. With the CAS registry number 143-07-7, it is also named as 1-Undecanecarboxylic acid. The product's categories are Miscellaneous Natural Products; Alkylcarboxylic Acids; Biochemistry; Color Former & Related Compounds; Functional Materials; Higher Fatty Acids & Higher Alcohols; Monofunctional & alpha,omega-Bifunctional Alkanes; Monofunctional Alkanes; Saturated Higher Fatty Acids; Sensitizer, and the other registry numbers are 203714-07-2; 7632-48-6; 8000-62-2; 8045-27-0. Besides, it is white solid with a faint odour of bay oil, which should be stored in a cool, ventilated and dry place. This chemical is stable, combustible, and incompatible with bases, oxidizing agents, reducing agents. In addition, its molecular formula is C12H24O2 and molecular weight is 200.32.

The other characteristics of this product can be summarized as: (1)EINECS: 205-582-1; (2)ACD/LogP: 5.03; (3)# of Rule of 5 Violations: 1; (4)ACD/LogD (pH 5.5): 4.23; (5)ACD/LogD (pH 7.4): 2.44; (6)ACD/BCF (pH 5.5): 627.67; (7)ACD/BCF (pH 7.4): 10.08; (8)ACD/KOC (pH 5.5): 2082.83; (9)ACD/KOC (pH 7.4): 33.43; (10)#H bond acceptors: 2; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 10; (13)Index of Refraction: 1.447; (14)Molar Refractivity: 59.2 cm3; (15)Molar Volume: 221.2 cm3; (16)Surface Tension: 33.2 dyne/cm; (17)Density: 0.905 g/cm3; (18)Flash Point: 134.1 °C; (19)Melting Point: 44-46 °C; (20)Enthalpy of Vaporization: 56.59 kJ/mol; (21)Boiling Point: 296.1 °C at 760 mmHg; (22)Vapour Pressure: 0.000661 mmHg at 25 °C.

Preparation of Lauric acid: this chemical can be prepared by the hydrolysis and separation of coconut oil and other vegetable oils.

Uses of Lauric acid: this chemical can be used in laboratory investigations of freezing-point depression. It is antibacterial, antioxidant, antiviral and COX-1-2 inhibitor which is also used for Benign prostatic hyperplasia in traditional medicinal remedies. Moreover, it is widely used as surfactant. The product is the material used in perfume industry and pharmaceutical industry. Similarly, it can react with Methanol to get Dodecanoic acid methyl ester.



This reaction needs Tetracyanoethylene at ambient temperature for 48 hours. The yield is 99 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C(O)CCCCCCCCCCC
(2)InChI: InChI=1/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14)
(3)InChIKey: POULHZVOKOAJMA-UHFFFAOYAP

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 131mg/kg (131mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Acta Pharmacologica et Toxicologica. Vol. 18, Pg. 141, 1961.
rat LD50 oral 12gm/kg (12000mg/kg)   Food & Drug Research Laboratories, Inc., Papers. Vol. 123, Pg. -, 1976.

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