Product Name

  • Name

    Bis(2,2,6,6-tetramethyl-1-piperidinyloxy-4-yl) sebacate

  • EINECS 1308068-626-2
  • CAS No. 2516-92-9
  • Article Data14
  • CAS DataBase
  • Density 1.12 at 22℃
  • Solubility
  • Melting Point 99.0 to 103.0 °C
  • Formula C28H50N2O6
  • Boiling Point 523.5°C at 760 mmHg
  • Molecular Weight 510.715
  • Flash Point 270.4°C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 2516-92-9 (Bis(2,2,6,6-tetramethyl-1-piperidinyloxy-4-yl) sebacate)
  • Hazard Symbols
  • Synonyms Piperidinooxy,4-hydroxy-2,2,6,6-tetramethyl-, sebacate (2:1) (ester) (8CI);Piperidinooxy,4-hydroxy-2,2,6,6-tetramethyl-, sebacate (7CI);Sebacic acid, diester with4-hydroxy-2,2,6,6-tetramethylpiperidinooxy (8CI);Bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl) sebacate;Bis(2,2,6,6-tetramethylpiperidin-1-oxyl-4-yl) decanedioate;Bis(2,2,6,6-tetramethylpiperidin-1-oxyl-4-yl) sebacate;CXA 5415;Ciba 5415;MP1002;Prostab 5415;
  • PSA 59.08000
  • LogP 5.80360

Synthetic route

bis-(2,2,6,6-tetramethyl-4-piperidinyl) sebacate
52829-07-9

bis-(2,2,6,6-tetramethyl-4-piperidinyl) sebacate

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

Conditions
ConditionsYield
With sodium tungstate; dihydrogen peroxide; edetate disodium In methanol; acetonitrile10%
bis-(2,2,6,6-tetramethyl-4-piperidinyl) sebacate
52829-07-9

bis-(2,2,6,6-tetramethyl-4-piperidinyl) sebacate

A

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

B

C28H51N2O5
80004-15-5

C28H51N2O5

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane 1) 273 K, 1 h, 2) 1 h, reflux;
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

Conditions
ConditionsYield
With sodium methylate In n-heptane Heating / reflux;
sebacoyl chloride
111-19-3

sebacoyl chloride

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 18h;
bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

octane
111-65-9

octane

bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl)sebacate

bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl)sebacate

Conditions
ConditionsYield
With dihydrogen peroxide at 75 - 80℃; for 9h; Reagent/catalyst; Temperature;89.7%
With iron(III) chloride; dihydrogen peroxide; acetic acid In water; acetonitrile at 76℃; for 4h; Heating / reflux;31%
bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

di(1-phenoxy-2,2,6,6-tetramethyl-piperidin-4-yl) sebacate
371756-16-0

di(1-phenoxy-2,2,6,6-tetramethyl-piperidin-4-yl) sebacate

Conditions
ConditionsYield
With pyridine; tert.-butylnitrite; aniline In n-heptane; ethyl acetate47.9%
bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

cyclohexane
110-82-7

cyclohexane

bis(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) sebacate

bis(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) sebacate

Conditions
ConditionsYield
With methanesulfonic acid; dihydrogen peroxide; iron(II) sulfate In water; acetonitrile at 55℃; for 5.5h; Heating / reflux;43%
bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

bis-(2,2,6,6-tetramethyl-4-piperidinyl) sebacate
52829-07-9

bis-(2,2,6,6-tetramethyl-4-piperidinyl) sebacate

Conditions
ConditionsYield
With ethanethiol In benzene17%
styrene
292638-84-7

styrene

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

polymer, Mn (g/mol) = 20600, Mw/Mn = 1.68; monomer(s): styrene; decanedioic acid bis(1-oxy-2,2,6,6-tetramethylpiperidin-4-yl) ester

polymer, Mn (g/mol) = 20600, Mw/Mn = 1.68; monomer(s): styrene; decanedioic acid bis(1-oxy-2,2,6,6-tetramethylpiperidin-4-yl) ester

Conditions
ConditionsYield
With dibenzoyl peroxide at 130℃; for 2.5h;53 % Turnov.
styrene
292638-84-7

styrene

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

polymer, Mn (g/mol) = 25000, Mw/Mn = 1.72; monomer(s): styrene; decanedioic acid bis(1-oxy-2,2,6,6-tetramethylpiperidin-4-yl) ester

polymer, Mn (g/mol) = 25000, Mw/Mn = 1.72; monomer(s): styrene; decanedioic acid bis(1-oxy-2,2,6,6-tetramethylpiperidin-4-yl) ester

Conditions
ConditionsYield
With dibenzoyl peroxide at 130℃; for 14h;86 % Turnov.
styrene
292638-84-7

styrene

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

polymer, Mn (g/mol) = 26300, Mw/Mn = 1.60; monomer(s): styrene; decanedioic acid bis(1-oxy-2,2,6,6-tetramethylpiperidin-4-yl) ester

polymer, Mn (g/mol) = 26300, Mw/Mn = 1.60; monomer(s): styrene; decanedioic acid bis(1-oxy-2,2,6,6-tetramethylpiperidin-4-yl) ester

Conditions
ConditionsYield
With dibenzoyl peroxide at 130℃; for 5h;76 % Turnov.
nonan-1-al
124-19-6

nonan-1-al

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl)sebacate

bis(1-octyloxy-2,2,6,6-tetramethyl-4-piperidyl)sebacate

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid; calcium chloride; copper dichloride In water; toluene at 20 - 40℃; for 11h; Product distribution / selectivity;
With dihydrogen peroxide; acetic acid; copper dichloride In water; toluene; tert-butyl alcohol at 25 - 40℃; for 12h; Product distribution / selectivity;
bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

n-heptane
142-82-5

n-heptane

bis(1-heptyloxy-2,2,6,6-tetramethylpiperidin-4-yl) sebacate

bis(1-heptyloxy-2,2,6,6-tetramethylpiperidin-4-yl) sebacate

Conditions
ConditionsYield
With hydrogenchloride; iron(III) chloride; dihydrogen peroxide In water; acetonitrile at 33 - 68℃; for 6.5h;
bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

oct-1-ene
111-66-0

oct-1-ene

A

C44H80N2O6

C44H80N2O6

B

C44H80N2O6
865710-98-1

C44H80N2O6

Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper(ll) bromide In water at 60℃; for 0.5h; Product distribution / selectivity;
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide In water at 60℃; for 2.5 - 5.25h; Product distribution / selectivity;
With tert.-butylhydroperoxide; copper dichloride In water at 60℃; for 3h; Product distribution / selectivity;
bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

1-bromo-3-propanol
627-18-9

1-bromo-3-propanol

bis[1-(3-hydroxypropoxy)-2,2,6,6-tetramethylpiperidin-4-yl] Sebacate
1098596-25-8

bis[1-(3-hydroxypropoxy)-2,2,6,6-tetramethylpiperidin-4-yl] Sebacate

Conditions
ConditionsYield
With tri-n-butyl-tin hydride In chlorobenzene
bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

12-bromododecanol
3344-77-2

12-bromododecanol

Bis[1-(12-hydroxy-1-dodecyloxy)-2,2,6,6-tetramethylpiperidin-4-yl] Sebacate
1098596-19-0

Bis[1-(12-hydroxy-1-dodecyloxy)-2,2,6,6-tetramethylpiperidin-4-yl] Sebacate

Conditions
ConditionsYield
With tri-n-butyl-tin hydride In chlorobenzene
1-bromo-2-propanol
19686-73-8

1-bromo-2-propanol

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

bis[1-(2-hydroxypropoxy)-2,2,6,6-tetramethylpiperidin-4-yl] Sebacate
1098596-20-3

bis[1-(2-hydroxypropoxy)-2,2,6,6-tetramethylpiperidin-4-yl] Sebacate

Conditions
ConditionsYield
With tri-n-butyl-tin hydride In chlorobenzene
bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

4,4'-[(1,10-dioxo-1,10-decanediyl)bis(oxy)]bis[2,2,6,6-tetramethyl-1-oxo-piperidinium] tetrafluoroborate

4,4'-[(1,10-dioxo-1,10-decanediyl)bis(oxy)]bis[2,2,6,6-tetramethyl-1-oxo-piperidinium] tetrafluoroborate

Conditions
ConditionsYield
Stage #1: boron trifluoride diethyl etherate With isopentyl nitrite In diethyl ether for 0.0833333h; Inert atmosphere;
Stage #2: bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate In diethyl ether for 0.5h; Inert atmosphere;
bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate
2516-92-9

bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

1,10-bis(1-hydroxy-2,2,6,6-tetramethyl-4-piperidinyl) decanedioate
30538-92-2

1,10-bis(1-hydroxy-2,2,6,6-tetramethyl-4-piperidinyl) decanedioate

Conditions
ConditionsYield
With ascorbic acid In 1,4-dioxane; water at 20℃; for 1h; Inert atmosphere;

Bis(2,2,6,6-tetramethyl-1-piperidinyloxy-4-yl) sebacate Specification

The Bis(2,2,6,6-tetramethyl-1-piperidinyloxy-4-yl) sebacate is an organic compound with the formula C28H50N2O6. With the CAS registry number 2516-92-9, it is also named as 1-Piperidinyloxy, 4,4'-((1,10-dioxo-1,10-decanediyl)bis(oxy))bis(2,2,6,6-tetramethyl-. The product's category is Pharmaceutical Intermediates.

You can still convert the following datas into molecular structure:
(1)SMILES: CC1(CC(CC(N1[O])(C)C)OC(=O)CCCCCCCCC(=O)OC2CC(N(C(C2)(C)C)[O])(C)C)C
(2)InChI: InChI=1/C28H50N2O6/c1-25(2)17-21(18-26(3,4)29(25)33)35-23(31)15-13-11-9-10-12-14-16-24(32)36-22-19-27(5,6)30(34)28(7,8)20-22/h21-22H,9-20H2,1-8H3
(3)InChIKey: XVJWWMHPPKXKRU-UHFFFAOYAB
(4)Std. InChI: InChI=1S/C28H50N2O6/c1-25(2)17-21(18-26(3,4)29(25)33)35-23(31)15-13-11-9-10-12-14-16-24(32)36-22-19-27(5,6)30(34)28(7,8)20-22/h21-22H,9-20H2,1-8H3
(5)Std. InChIKey: XVJWWMHPPKXKRU-UHFFFAOYSA-N

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