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2516-92-9

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2516-92-9 Usage

General Description

Bis(2,2,6,6-tetramethyl-1-piperidinyloxy-4-yl) sebacate is a chemical compound commonly used as a non-polluting, non-toxic, and non-flammable stabilizer for various materials, including plastics, rubber, adhesives, and coatings. It acts as a hindered amine light stabilizer (HALS), providing protection against degradation caused by UV radiation and thermal oxidation. Bis(2,2,6,6-tetramethyl-1-piperidinyloxy-4-yl) sebacate is particularly effective at inhibiting the degradation of polymers and extending their service life in outdoor applications. It works by scavenging free radicals and preventing their detrimental effects on the material. Bis(2,2,6,6-tetramethyl-1-piperidinyloxy-4-yl) sebacate is considered to be environmentally friendly and is approved for use in various industries, including food packaging and agricultural applications.

Check Digit Verification of cas no

The CAS Registry Mumber 2516-92-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,5,1 and 6 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 2516-92:
(6*2)+(5*5)+(4*1)+(3*6)+(2*9)+(1*2)=79
79 % 10 = 9
So 2516-92-9 is a valid CAS Registry Number.
InChI:InChI=1/C19H35NO6/c1-18(2)12-14(21)13-19(3,4)20(18)26-15(17(24)25)10-8-6-5-7-9-11-16(22)23/h14-15,21H,5-13H2,1-4H3,(H,22,23)(H,24,25)/p-2

2516-92-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name bis(1-λ<sup>1</sup>-oxidanyl-2,2,6,6-tetramethylpiperidin-4-yl) decanedioate

1.2 Other means of identification

Product number -
Other names I06-1579

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2516-92-9 SDS

2516-92-9Synthetic 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;

2516-92-9Relevant articles and documents

LIQUID-CRYSTALLINE MEDIUM, METHOD FOR THE STABILISATION THEREOF, AND LIQUID-CRYSTAL DISPLAY

-

Paragraph 0405-0407, (2021/05/04)

Liquid crystalline medium comprises (a) at least one substituted piperidine derivative (I) excluding substituted carbonic acid dipiperidin-4-yl ester compounds (Ia), and (b) at least one substituted 1-cyclohexylmethoxy-2,3-difluoro-benzene derivative (II). Liquid crystalline medium comprises (a) at least one substituted piperidine derivative of formula (I) excluding substituted carbonic acid dipiperidin-4-yl ester compounds of formula (Ia), and (b) at least one substituted 1-cyclohexylmethoxy-2,3-difluoro-benzene derivative of formula (II). n : 1-4; m : 4-n; Z1 : organic group having 4 binding sites; Z11, Z12 : -O-, -(C=O)-, -(N-R14)- or single bond, where Z11 and Z12 do not simultaneously represent -O-; r, s : 0 or 1; either Y11-Y14 : 1-4C alkyl; or Y11+Y12, Y13+Y14 : 3-6C divalent group; R11 : O-R13, oxygen free radical or OH, preferably O-R13, preferably isopropyloxy, cyclohexyloxy, acetophenyl-oxy or benzyloxy, or oxygen free radical (preferred); R12 : H, F, OR14, NR14R15, 1-20C alkyl (in which 1 CH 2 group or several CH 2 groups are optionally replaced by -O- or -C(=O)-, where two adjacent CH 2 groups are not optionally replaced by -O-), hydrocarbyl, preferably cycloalkyl or alkyl-cycloalkyl (in which 1 CH 2 group or several CH 2 groups are optionally replaced by -O- or -C(=O)-, where 2 adjacent CH 2 groups are not optionally replaced by -O-, and 1 H or several H are optionally replaced by OR14, N(R14)(R15) or R16) or (hetero)aromatic hydrocarbyl (in which 1 H or several H are optionally replaced by OR14, N(R14)(R15) or R16); R13 : 1-20C alkyl (in which 1 CH 2 group or several CH 2 groups are optionally replaced by -O- or -C(=O)-, where two adjacent CH 2 groups are not optionally replaced by -O-), hydrocarbyl, preferably cycloalkyl or alkyl-cycloalkyl (in which 1 CH 2 group or several CH 2 groups are optionally replaced by -O- or -C(=O)-, where 2 adjacent CH 2 groups are not optionally replaced by -O-, and 1 H or several H are optionally replaced by OR14, N(R14)(R15) or R16), (hetero)aromatic hydrocarbyl (in which 1 H or several H are optionally replaced by OR14, N(R14)(R15) or R16), 1,4-cyclohexylene (in which at least one CH 2 group is optionally replaced by -O-, -CO- or -NR14-) or acetophenyl, isopropyl or 3-heptyl; R14, R15 : 1-10C alkyl, 1-10C acyl, aromatic 6-12C hydrocarbyl or 6-12C carboxylic acid; R16 : 1-10C alkyl (in which 1 CH 2 group or several CH 2 groups are optionally replaced by -O- or -C(=O)-, where 2 adjacent CH 2 groups are not optionally replaced by -O-); G : oxygen free radical; G1 : 1-4C alkyl; R41 : unsubstituted 1-7C alkenyl; R42 : 1-7C alkyl, 1-6C alkoxy or 2-6C alkenyloxy (all unsubstituted); and i : 0 or 1. Provided that when n is 1, R11 is oxygen free radical and -[Z11] r-[Z12] s is -O-, -(CO)-O-, -O-(CO)-, -O-(CO)-O-, -NR14- or -NR14-(CO)-, then [R12] m-Z1 is not 1-10C alkyl, cycloalkyl, cycloalkylalkyl or alkyl-cycloalkyl (in all groups at least one CH 2 group is optionally replaced by -O- such that two O atoms are not directly bonded with each other); and when n is 2 and R11 is O-R13, then R13 is not nitrogen-1-9C alkyl. Independent claims are also included for: (1) an electro-optical display or an electro-optical component comprising the above liquid crystalline medium; (2) preparing the liquid crystalline medium, comprising mixing (I) with (II), substituted bicyclohexyl compounds of formula (IVb) and/or substituted 1-cyclohexyl-2,3-difluorobenzene derivatives of formula (IIIa), substituted 1-cyclohex-1-enyl-2,3-difluorobenzene derivatives of formula (IIIb), substituted 2,3-difluoro-biphenyl derivatives of formula (IIIc) or substituted 2',3'-difluoro-[1,1';4',1'']terphenyl compounds of formula (IIId); and (3) stabilizing the liquid crystalline medium, comprising adding a medium which comprises (I) and optionally 2,6-di-tert-butyl-4-(4-propyl-cyclohexyl)-phenol, 2,6-di-tert-butyl-4-(5-propyl-[1,3]dioxan-2-yl)-phenol, 3,5-di-tert-butyl-4-hydroxy-benzoic acid hexadecyl ester, 3,5-di-tert-butyl-4-hydroxy-benzoic acid 4-pentyl-cyclohexylmethyl ester, 2,5-bis-(1,1,3,3-tetramethyl-butyl)-benzene-1,4-diol and acrylic acid 2-tert-butyl-6-(3-tert-butyl-2-hydroxy-5-methyl-benzyl)-4-methyl-phenyl ester to a medium which comprises (II). R31 : unsubstituted 1-7C alkyl; R32 : 1-7C alkyl or 1-6C alkoxy (both unsubstituted); m, n, o : 0 or 1; R51 : 1-7C alkyl or 2-7C alkenyl (both unsubstituted); and R52 : unsubstituted 2-7C alkenyl. [Image] [Image] [Image].

NITROXYL COMPOUND, AND POLYMERIZATION INHIBITOR AND POLYMERIZATION INHIBITOR COMPOSITION USING SAME

-

Page/Page column 9, (2008/12/08)

The following compound, inhibitor, and composition are provided: a compound having low volatility, high nitroxyl group concentration, and high polymerization inhibitory activity; a polymerization inhibitor using the compound; and a polymerization inhibitor composition using the compound. They are a nitroxyl compound represented by the following formula, a polymerization inhibitor using the nitroxyl compound, and a polymerization inhibitor composition using the nitroxyl compound:

Inhibiting polymerization of vinyl aromatic monomers

-

, (2008/06/13)

When a nitroxyl compound is heated in an oxygen-free atmosphere with a vinyl aromatic monomer at 50-140 DEG C. for up to 60 days, it forms an activated inhibitor mixture which is superior to the nitroxyl compound itself in preventing the premature polymerization of a vinyl aromatic monomer during its processing and purification.

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