Conditions | Yield |
---|---|
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
lauric acid
Conditions | Yield |
---|---|
With water; hydrophobic polystyrene-supported sulfonic acid for 168h; Heating; | 100% |
3-oxo-2-phenylsulfanyltetradecanamide
lauric acid
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; 2-oxopropanal In methanol; water at 20℃; for 1h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With aluminum tri-bromide; ethanethiol for 0.5h; Ambient temperature; | 99.2% |
With magnesium iodide In toluene for 48h; Heating; | 70% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In d(4)-methanol at 20℃; Conversion of starting material; light irradiation; | A 99% B n/a |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
lauric acid
Conditions | Yield |
---|---|
With water; hydrophobic polystyrene-supported sulfonic acid for 24h; Heating; | 98% |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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; |
lauric acid
Conditions | Yield |
---|---|
With iodine In cyclohexane for 6h; Ambient temperature; | 97% |
Conditions | Yield |
---|---|
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
A
lauric acid
B
didodecyl sulfide
C
1-dodecylthiol
Conditions | Yield |
---|---|
With water; hydrophobic polystyrene-supported sulfonic acid for 72h; Heating; | A 95% B 2% C n/a |
Conditions | Yield |
---|---|
With tert.-butylnitrite; water at 29℃; for 0.583333h; | 95% |
lauric acid
Conditions | Yield |
---|---|
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 | Yield |
---|---|
With water; hydrophobic polystyrene-supported sulfonic acid for 36h; Heating; | 93% |
Conditions | Yield |
---|---|
With hydrogen In ethanol; water at 240℃; under 25066.7 Torr; for 144h; | A 6% B 93% |
2-chloroethyl dodecanoate
lauric acid
Conditions | Yield |
---|---|
With sodium tetrahydroborate; selenium In N,N-dimethyl-formamide for 3h; Ambient temperature; also with NaHTe as cat.; | 92% |
2,2,2-Trichloroethyl dodecanoate
lauric acid
Conditions | Yield |
---|---|
With sodium tetrahydroborate; selenium In N,N-dimethyl-formamide at 40 - 50℃; for 1h; | 92% |
Conditions | Yield |
---|---|
With 2C33H37N*H2O7S2; water at 60℃; for 24h; | 92% |
With 2C33H37N*H2O7S2; water at 80℃; | 92 %Spectr. |
benzyl dodecanoate
toluene
A
lauric acid
B
1-methyl-3-(phenylmethyl)-benzene
C
1-methyl-4-(phenylmethyl)benzene
D
2-benzyltoluene
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate; water at 80℃; for 2h; regioselective reaction; | A 92% B n/a C n/a D n/a |
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0); zinc In N,N-dimethyl acetamide at 80℃; for 12h; | 92% |
lauric anhydride
phenylboronic acid
A
lauric acid
B
dodecanophenone
Conditions | Yield |
---|---|
With P(p-CH3OC6H4)3; palladium diacetate In tetrahydrofuran; water at 60℃; for 16h; | A n/a B 90% |
Conditions | Yield |
---|---|
With H2SO4*2NH2OH; Rh(OH)x/Al2O3 In water for 9h; Heating; | A 6 % Chromat. B 89% C 5 % Chromat. |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With oxygen; lithium bromide In ethyl acetate at 20℃; for 6h; UV-irradiation; | A 7% B 86% |
B
5-hydroxy-4-methyl-3-phenylsulfanyl-3-pyrrolin-2-one
Conditions | Yield |
---|---|
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
(1R,5R)-1-dodecanoyl-4-hydroxy-4-methyl-6-oxa-3-azabicyclo[3.1.0]hexan-2-one
A
lauric acid
B
3-oxo-2-phenylsulfanyltetradecanamide
C
diphenyldisulfane
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In methanol; water at 20℃; for 0.5h; Inert atmosphere; | A 20% B 9% C 85% |
Conditions | Yield |
---|---|
With boron trifluoride at 65℃; for 0.333333h; | 100% |
With ethenetetracarbonitrile for 48h; Ambient temperature; | 99% |
polyaniline hydrocloride at 70℃; for 24h; | 99% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
With camphor sulphuric acid for 18h; Heating; | 100% |
lauric acid
2-chloro-1,3-dimethylimidazolinium chloride
A
1,3-dimethyl-2-imidazolidinone
B
n-dodecanoyl chloride
Conditions | Yield |
---|---|
In toluene | A 94% B 100% |
lauric acid
2-chloro-1,3-dimethylimidazolinium chloride
n-dodecanoyl chloride
Conditions | Yield |
---|---|
In toluene | 100% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; 2-oxopropanal In methanol; water at 20℃; for 1h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
In isopropyl alcohol for 1.5h; Product distribution / selectivity; | 100% |
Conditions | Yield |
---|---|
In water at 20℃; | 100% |
In water at 100℃; for 24h; |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 40℃; for 1h; | 100% |
lauric acid
levobupivacaine
Conditions | Yield |
---|---|
In acetonitrile at 50℃; for 6h; | 100% |
Conditions | Yield |
---|---|
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
A
lauric acid
B
C16H10O3S
Conditions | Yield |
---|---|
In d(4)-methanol at 20℃; Conversion of starting material; light irradiation; | A 99% B n/a |
Conditions | Yield |
---|---|
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% |
lauric acid
Conditions | Yield |
---|---|
With tert.-butylnitrite; water at 29℃; for 0.583333h; | 95% |
Conditions | Yield |
---|---|
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
lauric acid
Conditions | Yield |
---|---|
With water; hydrophobic polystyrene-supported sulfonic acid for 36h; Heating; | 93% |
ethyl 7-(5-methyltetrahydrothran-2-yl)-5-oxoheptanoate
ethyl 5-hydroxy-7-(5-methyltetrahydrothran-2-yl)heptanoate
A
lauric acid
B
ethyl laurate
Conditions | Yield |
---|---|
With hydrogen In ethanol; water at 240℃; under 25066.7 Torr; for 144h; | A 6% B 93% |
Conditions | Yield |
---|---|
With oxygen; lithium bromide In ethyl acetate at 20℃; for 6h; UV-irradiation; | A 7% B 86% |
methanol
3-oxo-2-phenylsulfanyltetradecanamide
2-oxopropanal
A
lauric acid
B
5-hydroxy-4-methyl-3-phenylsulfanyl-3-pyrrolin-2-one
Conditions | Yield |
---|---|
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
pregabilin
(S)-3-(aminomethyl)-5-methylhexanoic acid laurate
Conditions | Yield |
---|---|
In isopropyl alcohol for 1.5h; Product distribution / selectivity; | 100% |
lauric acid
cholinium hydrogen carbonate
2-hydroxyethyltrimethylammonium laurate
Conditions | Yield |
---|---|
In water at 20℃; | 100% |
In water at 100℃; for 24h; |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In cyclohexane at 40℃; Solvent; | 100% |
Conditions | Yield |
---|---|
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
trichlorovinylsilane
Octanoic acid
n-tetradecanoic acid
C36H68O6Si
Conditions | Yield |
---|---|
In toluene at 60 - 150℃; for 4h; | 99.82% |
lauric acid
copper
copper(II) laurate
Conditions | Yield |
---|---|
With ammonium acetate In ethanol; water at 27℃; for 4h; Concentration; Reagent/catalyst; Electrochemical reaction; | 99.69% |
Conditions | Yield |
---|---|
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; |
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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