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| CAS No.: | 106-79-6 |
|---|---|
| Name: | Dimethyl sebacate |
| Article Data: | 104 |
| Molecular Structure: | |
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| Formula: | C12H22O4 |
| Molecular Weight: | 230.304 |
| Synonyms: | Decanedioicacid, dimethyl ester (9CI);Sebacic acid, dimethyl ester (6CI,8CI);Dimethyldecane-1,10-dioate;Dimethyl octane-1,8-dicarboxylate;Dimethyldecanedioate;NSC 9415;Decanedioic acid,1,10-dimethyl ester; |
| EINECS: | 203-431-4 |
| Density: | 0.985 g/cm3 |
| Melting Point: | 29-31 °C(lit.) |
| Boiling Point: | 299 °C at 760 mmHg |
| Flash Point: | 145 °C |
| Solubility: | Insoluble in water. |
| Appearance: | colourless melt or liquid |
| Safety: | 24/25 |
| PSA: | 52.60000 |
| LogP: | 2.45320 |
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| Conditions | Yield |
|---|---|
| Stage #1: methanol; Methyl 10-undecenoate With ozone In methanol at 0℃; Stage #2: With semicarbazide hydrochloride at 0 - 20℃; Reagent/catalyst; Inert atmosphere; | 95% |
| Conditions | Yield |
|---|---|
| With boron trifluoride at 65℃; for 0.333333h; | 100% |
| With modification of hypercrosslinked supermicroporous polymer (HMP-1) via sulfonation (HMP-1-SO3H) at 24.84℃; for 12h; Green chemistry; | 97% |
| With Fe3O4 immobilized thiol functionalized mesoporous silica at 24.84℃; for 20h; | 96% |
| Conditions | Yield |
|---|---|
| With triethylamine at 160℃; for 5h; Autoclave; Green chemistry; | 99% |
| Conditions | Yield |
|---|---|
| Stage #1: prop-2-enyl 4-quinolylmethyl decanedioate With ammonium formate; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In dimethyl sulfoxide at 50℃; for 12h; Reduction; Deprotection; Stage #2: methyl iodide With sodium carbonate In water; dimethyl sulfoxide at 20℃; for 12h; Methylation; | 92% |
| Conditions | Yield |
|---|---|
| Stage #1: di(4-quinolylmethyl) decanedioate With ammonium formate; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In dimethyl sulfoxide at 50℃; for 12h; Reduction; Deprotection; Stage #2: methyl iodide With sodium carbonate In water; dimethyl sulfoxide at 20℃; for 12h; Methylation; | 95% |
| Conditions | Yield |
|---|---|
| With piperidine; silica gel In methanol; acetonitrile Kolbe electrolytic synthesis; Electrolysis; cooling; | 88% |
| With sodium In pyridine; methanol at 20℃; electrolysis, Pt-anode, other anodes; | 73% |
| With methanol; sodium bei der Elektrolyse; | |
| With potassium hydroxide In methanol at 30℃; electrolysis, Pt-electrodes, 150 mA/cm-2; |
| Conditions | Yield |
|---|---|
| With P(p-CH3OC6H4)3; lithium chloride; tin(ll) chloride; palladium dichloride In 1,2-dimethoxyethane at 110℃; under 18100.7 Torr; for 22h; Autoclave; regioselective reaction; | 91% |
| Conditions | Yield |
|---|---|
| With hydrogen; C51H53ClOP3Ru(1+)*ClO4(1-) In 1,2-dimethoxyethane at 160℃; under 60006 Torr; for 24h; Autoclave; |
| Conditions | Yield |
|---|---|
| With palladium(II) trifluoroacetate; toluene-4-sulfonic acid; 1,2-bis[di(t-butyl)phosphinomethyl]benzene In toluene at 120℃; under 30003 Torr; for 24h; Autoclave; Green chemistry; regioselective reaction; | 73% |
| Conditions | Yield |
|---|---|
| With palladium(II) trifluoroacetate; toluene-4-sulfonic acid; 1,2-bis[di(t-butyl)phosphinomethyl]benzene In toluene at 120℃; under 30003 Torr; for 24h; Autoclave; Green chemistry; regioselective reaction; | 73% |
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Specification
The CAS register number of Dimethyl sebacate is 106-79-6. It also can be called as Decanedioic acid dimethyl ester and the IUPAC name about this chemical is dimethyl decanedioate. The molecular formula about this chemical is C12H22O4 and the molecular weight is 230.30. It belongs to the following product categories which include Fatty Acid Esters (Plasticizer); Functional Materials; Plasticizer and so on. When you are using it, please avoid contact with skin and eyes.
Physical properties about Dimethyl sebacate are: (1)ACD/LogP: 2.79; (2)ACD/LogD (pH 5.5): 2.79; (3)ACD/LogD (pH 7.4): 2.79; (4)ACD/BCF (pH 5.5): 77.24; (5)ACD/BCF (pH 7.4): 77.24; (6)ACD/KOC (pH 5.5): 781.48; (7)ACD/KOC (pH 7.4): 781.48; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 11; (10)Polar Surface Area: 52.6Å2; (11)Index of Refraction: 1.436; (12)Molar Refractivity: 61.19 cm3; (13)Molar Volume: 233.5 cm3; (14)Polarizability: 24.25x10-24cm3; (15)Surface Tension: 32.8 dyne/cm; (16)Flash Point: 145 °C; (17)Enthalpy of Vaporization: 53.89 kJ/mol; (18)Boiling Point: 299 °C at 760 mmHg; (19)Vapour Pressure: 0.00123 mmHg at 25°C.
Preparation: this chemical can be prepared by decanedioic acid and methanol at heating. This reaction will need reagent H2SO4.
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Uses of Dimethyl sebacate: it can be used to produce decanedioic acid at heating. This reaction will need reagent KOH and solvent methanol with reaction time of 24 hours.
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You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)CCCCCCCCC(=O)OC
(2)InChI: InChI=1/C12H22O4/c1-15-11(13)9-7-5-3-4-6-8-10-12(14)16-2/h3-10H2,1-2H3
(3)InChIKey: ALOUNLDAKADEEB-UHFFFAOYAX
(4)Std. InChI: InChI=1S/C12H22O4/c1-15-11(13)9-7-5-3-4-6-8-10-12(14)16-2/h3-10H2,1-2H3
(5)Std. InChIKey: ALOUNLDAKADEEB-UHFFFAOYSA-N