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CAS No. : | 110-38-3 | MDL No. : | MFCD00009581 |
Formula : | C12H24O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | RGXWDWUGBIJHDO-UHFFFAOYSA-N |
M.W : | 200.32 | Pubchem ID : | 8048 |
Synonyms : |
Decanoic Acid Ethyl Ester
|
Num. heavy atoms : | 14 |
Num. arom. heavy atoms : | 0 |
Fraction Csp3 : | 0.92 |
Num. rotatable bonds : | 10 |
Num. H-bond acceptors : | 2.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 61.08 |
TPSA : | 26.3 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -4.23 cm/s |
Log Po/w (iLOGP) : | 3.29 |
Log Po/w (XLOGP3) : | 4.63 |
Log Po/w (WLOGP) : | 3.69 |
Log Po/w (MLOGP) : | 3.15 |
Log Po/w (SILICOS-IT) : | 3.65 |
Consensus Log Po/w : | 3.68 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -3.34 |
Solubility : | 0.0918 mg/ml ; 0.000458 mol/l |
Class : | Soluble |
Log S (Ali) : | -4.91 |
Solubility : | 0.00248 mg/ml ; 0.0000124 mol/l |
Class : | Moderately soluble |
Log S (SILICOS-IT) : | -3.99 |
Solubility : | 0.0204 mg/ml ; 0.000102 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 3.0 |
Synthetic accessibility : | 2.14 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P233-P260-P261-P264-P271-P280-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | With alumina methanesulfonic acid; at 120℃; for 0.333333h;Microwave irradiation; | General procedure: In a typical reaction, AMA 2:3 (332 g, 0.6 mol), the corresponding carboxylicacid (1 mol), and alcohol (1.5-2 mol) were mixed in the provided reaction glass tubeequipped with a screw cap and magnetic agitation until a wet mixture was achieved.The reaction mixture was irradiated with microwaves (Anton Parr Monowave 300reactor) at 80 C for 8 min or 120 C for 20 min. On cooling, the mixture was diluted with dichloromethane (41 mL), filtered under gravity, and washed with dichloromethane;then the filtrate was washed with Na2CO3 (ss) and water. The organic layerwas dried over Na2SO4, filtered, and concentrated under reduced pressure to give theester. |
With sulfuric acid; at 20℃; for 12h; | General procedure: Prior to Gas Chromatography-Mass Spectrometry (GC-MS) analysis, active fractions andcommercial decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, and tetradecanoic acid(purity > 98%; Sigma-Aldrich, St. Louis, MI, USA) were methylated and ethylated. Samples (30 mg)were diluted with 10 mL acidified methanol or ethanol (1% sulfuric acid) and stirred for 12 h at roomtemperature. The product of the reaction was suspended in an aqueous solution of 20% Na2CO3(20 mL) and extracted with CHCl3 (3, 20 mL, each one) and the solvent was eliminated under vacuumuntil dry. These derivatives were stored at 4 C until use in assays [60]. | |
10.5 kg | With sulfuric acid; In ethanol; at 20 - 70℃; for 10h;Inert atmosphere; Reflux; Large scale; | In a 15L reactor, 10 kg of sunflower acid was added.Stir vigorously with 5L of absolute ethanol at room temperature.500 ml of concentrated sulfuric acid was added dropwise, heated to 70 C, and stirred under reflux for 10 h.At the same time, add a certain amount of anhydrous sodium sulfate as a dehydrating agent.After the reaction is completed, the solvent is evaporated to dryness and recrystallized from acetone.10.5 kg of ethyl oleate was obtained |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With C32H36ClNO2P2Ru; potassium tert-butylate; hydrogen; In tetrahydrofuran; at 120℃; under 38002.6 Torr; for 20h;Autoclave; Green chemistry; | General procedure: In a glove box in a nitrogen atmosphere, 3.33 mg of ruthenium complex 1c (0.005 mmol) Add to a 125-mL Parr autoclave, After adding 11.2 mg of potassium t-butoxide (0.1 mmol), Then take 2mL of tetrahydrofuran and add it to the kettle for a while. Finally, methyl benzoate (1.3615 g, 10 mmol) was added. After the autoclave is sealed, it is taken out of the glove box. Charge hydrogen to 50 atm. The mixture in the reaction kettle was heated and stirred in an oil bath at 120 C for 10 hours, The reactor was cooled to room temperature in a water bath and the remaining gas was slowly drained from the fume hood. Tridecane (50 muL) was added to the mixture as an internal standard, and the yield of methyl benzoate was determined by gas chromatography to be 99%. |
96% | With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen; In tetrahydrofuran; at 100℃; under 38002.6 - 76005.1 Torr; for 15h;Glovebox; Autoclave; | General procedure: In a glove box, add a ruthenium complex Ia (0.3 to 0.7 mg, 0.0002 to 0.001 mmol) to a 300 mL autoclave,Potassium methoxide (35-700 mg, 0.5-10 mmol), tetrahydrofuran (4-60 mL), and ester compounds (10-200 mmol).After sealing the autoclave, take it out of the glove box and fill it with 50 100atm of hydrogen.The reaction kettle was heated and stirred in an oil bath at 100 C for 10 to 336 hours.After the reaction kettle was cooled in an ice-water bath for 1.5 hours, the excess hydrogen was slowly released.The solvent was removed from the reaction solution under reduced pressure, and the residue was purified with a short silica gel column to obtain an alcohol compound. The results are shown in Table 5. |
93% | EXAMPLE 1 (REDUCTION OF ETHYL DECANOATE) General procedure I was followed to reduce ethyl decanoate (696 muL, 3 mmol). The reduction took 6.5 hours at 40 C. Work-up yielded 441 mg (93% yield) of decanol as a clear oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
...ch compound constitutes of the total identified extracted compounds for the respective oil sources when extracted from the oil using the specified solvent)): isobutanol (e.g., at a level of at least 0.30, 0.40, 0.50, 0.60, 0.70, or 0.80%; or in a range of 0.30-1.00, 0.50-0.90, or 0.60-0.90%); ... phenyl ethyl alcohol (e.g., at a level of at least 0.20, 0.50, 0.70, 1.00, 1.20, 1.50, 1.70, 2.00, 2.50, or 3.00%, or in a range of 0.20-0.70, 0.50-1.00, 1.00-2.00, 1.00-3.00, 1.00-4.00, 1.50-4.00, 1.50-3.50, 1.50-2.50, 2.00-4.00, or 2.00-3.50%); caprylic acid (e.g., at a level of at least 0.10, 0.20, 0.30, 0.40, 0.50, 0.60, or 0.70%, or in a range of 0.10-0.50, 0.20-0.80, 0.30-0.80, 0.40-1.00, 0.50-1.00, 0.50-0.80, or 0.50-1.20%); ethyl caprylate (e.g., at a level of at least 0.30, 0.50, 0.70, 1.00, 1.20, 1.50, 1.70, 2.00, 2.50, or 3.00%, or in a range of 0.10-0.50, 0.30-1.00, 0.50-1.50, 0.50-2.00, 0.50-3.00, 1.00-2.00, 1.00-3.00, 1.00-3.50, 1.00-4.00, 2.00-4.00, 2.00-3.50, or 2.00-3.00%); decanoic acid (e.g., at a level of at least 0.20, 0.30, 0.40, 0.50, 0.70, 1.00, 1.20, 1.50, or 1.70%, or in a range of 0.20-0.50, 0.50-1.00, 0.70-1.00, 0.70-2.00, 0.80-1.20, 0.80-1.70, 0.80-2.00, 1.00-1.50,1.00-2.00, or 1.50-2.00%); ethyl decylate (e.g., at a level of at least 0.20, 0.30, 0.40, 0.50, 0.70, 1.00, 1.20, 1.50, 1.70, 2.00, 2.20, 2.50, 1.70, 3.00, or 3.50, or in a range of 0.20-0.50, 0.50-0.70, 0.50-1.00, 0.50-1.50, 1.00-1.50, 1.00-2.00, 1.00-3.00, 1.00-4.00, 1.50-3.00, or 1.50-4.00); | ||
...mpound constitutes of the total identified extracted compounds for the respective oil sources when extracted from the oil using the specified solvent)): isobutanol (e.g., at a level of at least 0.30, 0.40, 0.50, 0.60, 0.70, or 0.80%; or in a range of 0.30-1.00, 0.50-0.90, or 0.60-0.90%); ... phenyl ethyl alcohol (e.g., at a level of at least 0.20, 0.50, 0.70, 1.00, 1.20, 1.50, 1.70, 2.00, 2.50, or 3.00%, or in a range of 0.20-0.70, 0.50-1.00, 1.00-2.00, 1.00-3.00, 1.00-4.00, 1.50-4.00, 1.50-3.50, 1.50-2.50, 2.00-4.00, or 2.00-3.50%); caprylic acid (e.g., at a level of at least 0.10, 0.20, 0.30, 0.40, 0.50, 0.60, or 0.70%, or in a range of 0.10-0.50, 0.20-0.80, 0.30-0.80, 0.40-1.00, 0.50-1.00, 0.50-0.80, or 0.50-1.20%); ethyl caprylate (e.g., at a level of at least 0.30, 0.50, 0.70, 1.00, 1.20, 1.50, 1.70, 2.00, 2.50, or 3.00%, or in a range of 0.10-0.50, 0.30-1.00, 0.50-1.50, 0.50-2.00, 0.50-3.00, 1.00-2.00, 1.00-3.00, 1.00-3.50, 1.00-4.00, 2.00-4.00, 2.00-3.50, or 2.00-3.00%); decanoic acid (e.g., at a level of at least 0.20, 0.30, 0.40, 0.50, 0.70, 1.00, 1.20, 1.50, or 1.70%, or in a range of 0.20-0.50, 0.50-1.00, 0.70-1.00, 0.70-2.00, 0.80-1.20, 0.80-1.70, 0.80-2.00, 1.00-1.50, 1.00-2.00, or 1.50-2.00%); ethyl decylate (e.g., at a level of at least 0.20, 0.30, 0.40, 0.50, 0.70, 1.00, 1.20, 1.50, 1.70, 2.00, 2.20, 2.50, 1.70, 3.00, or 3.50, or in a range of 0.20-0.50, 0.50-0.70, 0.50-1.00, 0.50-1.50, 1.00-1.50, 1.00-2.00, 1.00-3.00, 1.00-4.00, 1.50-3.00, or 1.50-4.00); |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
56% | With lanthanum complex grafted upon hydrotalcite; for 8h;pH 10.0;Reflux; | General procedure: The HT catalyst and substrate were added to MeOH and the mixture was refluxed with stirring. The reaction condition using HT and HT-like compounds as shown in Table 1 was carried out as follows: butyl decanoate 0.34 mmol, catalyst 5.2 mg, and MeOH 8 mL. After 8 h reaction, the amounts of the product and unreacted substrate were determined by GC using dichlorobenzene as an internal standard. Reaction condition in Table 2 was as follows: butyl decanoate 0.674 mmol, MeOH 16 mL, catalyst 10 mg(0.25 mmol of La/1 g HT). After 24 h reaction, the reaction mixture was analyzed by GC. Reaction condition in Table 3 was as follows: butyl dacanoate 0.674 mmol, MeOH 16 mL, catalyst 52 mg (0.25-1.00 mmol of La/1 g HT). After 8 h reaction, the reaction mixture was analyzed by GC. Reaction condition in Table 4 was as follows: substrate 0.674 mmol, MeOH 16 mL, catalyst La/HT-A 52 mg. The yields of products in the transesterification were determined by GC using dichlorobenzene or diethylene glycol dibutyl ether as an internal standard. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
for 2h;Reflux; | Decanoic acid was dissolved in thionyl chloride (10 ml) and treated in water bath for 3 hours to distill off excess thionyl chloride. Ethanol (30 ml) was added to chloride of decanoic acid and refluxed in water bath for 2 hours. After cooling, the reaction mixture was added to 1N HCl (80 ml) to be acidic and distributed with EtOAc. The distributed liquid was purified with column chromatography (developing solvent: C6H14-EtOAc (3 :1)) after concentration, and decanoic acid ethyl ester shown in the following was isolated. Colorless oily substance, C12H24O2 MW 200, EIMS m/z (%): 200 (M+, 10), 155 (26), 101 (44), 88 (100), 73 (19) |
Tags: 110-38-3 synthesis path| 110-38-3 SDS| 110-38-3 COA| 110-38-3 purity| 110-38-3 application| 110-38-3 NMR| 110-38-3 COA| 110-38-3 structure
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H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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