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106-79-6

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106-79-6 Usage

Chemical Properties

colourless melt or liquid

Uses

Polytetramethylene sebacate was prepared from dimethyl sebacate. Dimethyl sebacate was used in the biosynthesis of oligomeric sebacates as lubricant oils. Dimethyl sebacate was a convenient starting material for cyclization of N-Succinylglycine dimethyl ester.

General Description

Dimethyl sebacate (DMS) is a plasticizer that can be synthesized by esterification of sebacic acid.

Check Digit Verification of cas no

The CAS Registry Mumber 106-79-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 6 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 106-79:
(5*1)+(4*0)+(3*6)+(2*7)+(1*9)=46
46 % 10 = 6
So 106-79-6 is a valid CAS Registry Number.
InChI:InChI=1/C12H22O4/c1-15-11(13)9-7-5-3-4-6-8-10-12(14)16-2/h3-10H2,1-2H3

106-79-6 Well-known Company Product Price

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  • Alfa Aesar

  • (L15805)  Dimethyl sebacate, 97%   

  • 106-79-6

  • 100g

  • 394.0CNY

  • Detail
  • Alfa Aesar

  • (L15805)  Dimethyl sebacate, 97%   

  • 106-79-6

  • 500g

  • 1590.0CNY

  • Detail
  • Aldrich

  • (223115)  Dimethylsebacate  99%

  • 106-79-6

  • 223115-500G

  • 3,038.49CNY

  • Detail

106-79-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Dimethyl sebacate

1.2 Other means of identification

Product number -
Other names decanedioic acid dimethyl ester

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:106-79-6 SDS

106-79-6Synthetic route

methanol
67-56-1

methanol

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
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%
methanol
67-56-1

methanol

1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
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%
1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
With triethylamine at 160℃; for 5h; Autoclave; Green chemistry;99%
prop-2-enyl 4-quinolylmethyl decanedioate
274251-02-4

prop-2-enyl 4-quinolylmethyl decanedioate

methyl iodide
74-88-4

methyl iodide

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
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%
di(4-quinolylmethyl) decanedioate
274251-03-5

di(4-quinolylmethyl) decanedioate

methyl iodide
74-88-4

methyl iodide

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
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%
adipic acid monomethyl ester
627-91-8

adipic acid monomethyl ester

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
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;
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

methyl non-8-enoate
20731-23-1

methyl non-8-enoate

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
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%
1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

carbon dioxide
124-38-9

carbon dioxide

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
With hydrogen; C51H53ClOP3Ru(1+)*ClO4(1-) In 1,2-dimethoxyethane at 160℃; under 60006 Torr; for 24h; Autoclave;
methanol
67-56-1

methanol

octa-1,3-diene
1002-33-1

octa-1,3-diene

carbon monoxide
201230-82-2

carbon monoxide

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
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%
methanol
67-56-1

methanol

2,4-Octadiene
13643-08-8

2,4-Octadiene

carbon monoxide
201230-82-2

carbon monoxide

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
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%
methanol
67-56-1

methanol

octa-1,2-diene
1072-19-1

octa-1,2-diene

carbon monoxide
201230-82-2

carbon monoxide

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
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%
methanol
67-56-1

methanol

hexadecanoic acid methyl ester
112-39-0

hexadecanoic acid methyl ester

A

hexanedioic acid dimethyl ester
627-93-0

hexanedioic acid dimethyl ester

B

Dimethyl azelate
1732-10-1

Dimethyl azelate

C

nonanoic acid methyl ester
1731-84-6

nonanoic acid methyl ester

D

Methyl decanoate
110-42-9

Methyl decanoate

E

methyl undecanoate
1731-86-8

methyl undecanoate

F

methyl n-dodecanoate
111-82-0

methyl n-dodecanoate

G

methyl tridecanoate
1731-88-0

methyl tridecanoate

H

methyl myristoate
124-10-7

methyl myristoate

I

dimethyl 1,7-heptanedioate
1732-08-7

dimethyl 1,7-heptanedioate

J

dimethyl subarate
1732-09-8

dimethyl subarate

K

dimethyl sebacate
106-79-6

dimethyl sebacate

L

dimethyl undecanedioate
4567-98-0

dimethyl undecanedioate

M

dodecanedioic acid dimethyl ester
1731-79-9

dodecanedioic acid dimethyl ester

N

dimethyl 1,11-undecanedicarboxylate
1472-87-3

dimethyl 1,11-undecanedicarboxylate

O

dimethyl tetradecanedioate
5024-21-5

dimethyl tetradecanedioate

P

dimethyl pentadecanedioate
36575-82-3

dimethyl pentadecanedioate

Conditions
ConditionsYield
With cobalt(II) acetate; manganese(II) acetate; zirconium(IV) chloride; acetic acid; potassium bromide at 150℃; under 30003 Torr; for 2h; Autoclave;
methanol
67-56-1

methanol

Adipic acid
124-04-9

Adipic acid

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
With Fe3O4 immobilized thiol functionalized mesoporous silica at 24.84℃; for 20h;95%
adipic acid monomethyl ester
627-91-8

adipic acid monomethyl ester

sodium methylate
124-41-4

sodium methylate

A

hexanedioic acid dimethyl ester
627-93-0

hexanedioic acid dimethyl ester

B

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
With pyridine In methanol at 60 - 65℃; for 26.5h; Electrolysis;A n/a
B 71%
methanol
67-56-1

methanol

α-nitrocyclodecanone
13154-30-8

α-nitrocyclodecanone

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
With dipotassium peroxodisulfate; sulfuric acid at 80℃; for 3h;81%
methanol
67-56-1

methanol

1,10-Decanediol
112-47-0

1,10-Decanediol

A

methyl 10-hydroxydecanoate
2640-94-0

methyl 10-hydroxydecanoate

B

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
With (2-hydroxyethyl)(methyl)amine; potassium phosphate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In acetone at 25℃; for 24h; Inert atmosphere;A 48%
B 39%
methanol
67-56-1

methanol

10-undecenoic acid
112-38-9

10-undecenoic acid

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
Stage #1: methanol; 10-undecenoic acid With ozone at 0℃; Inert atmosphere;
Stage #2: With semicarbazide hydrochloride at 0 - 20℃; for 48h; Reagent/catalyst; Inert atmosphere;
97%
methanol
67-56-1

methanol

10-undecenoic acid
112-38-9

10-undecenoic acid

A

9-cyanononanoic acid methyl ester
53663-26-6

9-cyanononanoic acid methyl ester

B

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
Stage #1: methanol; 10-undecenoic acid With ozone at 0 - 20℃; Inert atmosphere;
Stage #2: With hydroxylamine hydrochloride Inert atmosphere;
A 10%
B 85%
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

methyl (E)-non-4-enoate
35329-51-2

methyl (E)-non-4-enoate

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
With methanesulfonic acid; 1,2-bis[(2,2,6,6-tetramethylphosphinan-4-onyl)methyl]benzene; palladium diacetate at 105℃; under 15001.5 - 37503.8 Torr; for 12h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;
adipic acid monomethyl ester
627-91-8

adipic acid monomethyl ester

A

dimethyl sebacate
106-79-6

dimethyl sebacate

B

7-(Acetyl-octadecyl-amino)-heptanoic acid methyl ester
120167-83-1

7-(Acetyl-octadecyl-amino)-heptanoic acid methyl ester

C

N-[4-(Acetyl-octadecyl-amino)-butyl]-N-octadecyl-acetamide
120167-85-3

N-[4-(Acetyl-octadecyl-amino)-butyl]-N-octadecyl-acetamide

Conditions
ConditionsYield
With acide (N-octadecyl acetamido)-3 propanoique; sodium In pyridine; methanol at 30℃; coelectrolysis;A 56%
B 57%
C 30%
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

methyl non-8-enoate
20731-23-1

methyl non-8-enoate

A

dimethyl sebacate
106-79-6

dimethyl sebacate

B

α-Methyl nonanedioic acid, dimethyl ester

α-Methyl nonanedioic acid, dimethyl ester

Conditions
ConditionsYield
With lithium chloride; tin(ll) chloride; palladium dichloride; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane In 1,2-dimethoxyethane at 110℃; under 18100.7 Torr; for 22h; Autoclave; Overall yield = 86 %; regioselective reaction;A 91 %Spectr.
B 9 %Spectr.
adipic acid monomethyl ester
627-91-8

adipic acid monomethyl ester

acide (N-dodecyl acetamido)-3 propanoique
120167-80-8

acide (N-dodecyl acetamido)-3 propanoique

A

dimethyl sebacate
106-79-6

dimethyl sebacate

B

7-(Acetyl-dodecyl-amino)-heptanoic acid methyl ester
120167-82-0

7-(Acetyl-dodecyl-amino)-heptanoic acid methyl ester

C

bis (N-dodecyl acetamido)-1,4 butane
120167-84-2

bis (N-dodecyl acetamido)-1,4 butane

Conditions
ConditionsYield
With sodium In pyridine; methanol at 30℃; coelectrolysis;A 44%
B 60%
C 32%
adipic acid monomethyl ester
627-91-8

adipic acid monomethyl ester

acide (N-octadecyl acetamido)-3 propanoique
13052-21-6

acide (N-octadecyl acetamido)-3 propanoique

A

dimethyl sebacate
106-79-6

dimethyl sebacate

B

7-(Acetyl-octadecyl-amino)-heptanoic acid methyl ester
120167-83-1

7-(Acetyl-octadecyl-amino)-heptanoic acid methyl ester

C

N-[4-(Acetyl-octadecyl-amino)-butyl]-N-octadecyl-acetamide
120167-85-3

N-[4-(Acetyl-octadecyl-amino)-butyl]-N-octadecyl-acetamide

Conditions
ConditionsYield
With sodium In pyridine; methanol at 30℃; coelectrolysis;A 56%
B 57%
C 30%
Hexanedioic acid methyl ester 2-thioxo-2H-pyridin-1-yl ester
114050-32-7

Hexanedioic acid methyl ester 2-thioxo-2H-pyridin-1-yl ester

A

dimethyl sebacate
106-79-6

dimethyl sebacate

B

5-(Pyridin-2-ylsulfanyl)-pentanoic acid methyl ester
114050-40-7

5-(Pyridin-2-ylsulfanyl)-pentanoic acid methyl ester

Conditions
ConditionsYield
In tetrahydrofuran at -64℃; for 2h; Irradiation;A 24%
B 35%
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

1,7-Octadiene
3710-30-3

1,7-Octadiene

A

dimethyl ester of/the/ hihger-melting 2,7-dimethyl-suberic acid
39590-02-8

dimethyl ester of/the/ hihger-melting 2,7-dimethyl-suberic acid

B

dimethyl sebacate
106-79-6

dimethyl sebacate

C

α-Methyl nonanedioic acid, dimethyl ester

α-Methyl nonanedioic acid, dimethyl ester

Conditions
ConditionsYield
With palladium(II) acetylacetonate; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; toluene-4-sulfonic acid at 120℃; under 30003 Torr; for 20h; Catalytic behavior; Reagent/catalyst; Schlenk technique; Inert atmosphere; Autoclave; Overall yield = 94 %;
10-undecenoic acid
112-38-9

10-undecenoic acid

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
Stage #1: 10-undecenoic acid With aluminum oxide; potassium permanganate; water for 0.166667h;
Stage #2: diazomethane In diethyl ether
23 % Chromat.
adipic acid monomethyl ester
627-91-8

adipic acid monomethyl ester

11-bromoundecanoic acid
2834-05-1

11-bromoundecanoic acid

A

1,20-dibromoeicosane
14296-16-3

1,20-dibromoeicosane

B

15-bromopentadecanoic acid methyl ester
41240-56-6

15-bromopentadecanoic acid methyl ester

C

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
With sodium In methanol; water at 45 - 50℃; for 42h; (electrolysis);
adipic acid monomethyl ester
627-91-8

adipic acid monomethyl ester

12-bromododecanoic acid
73367-80-3

12-bromododecanoic acid

A

1,22-dibromodocosane
34540-49-3

1,22-dibromodocosane

B

dimethyl sebacate
106-79-6

dimethyl sebacate

C

methyl 16-bromohexadecanoate
26825-89-8

methyl 16-bromohexadecanoate

Conditions
ConditionsYield
With sodium In methanol at 50 - 54℃; for 21h; (electrolysis);
5-octynolic acid
76469-08-4

5-octynolic acid

adipic acid monomethyl ester
627-91-8

adipic acid monomethyl ester

A

dimethyl sebacate
106-79-6

dimethyl sebacate

B

Dodec-9-ynoic acid methyl ester
76470-06-9

Dodec-9-ynoic acid methyl ester

Conditions
ConditionsYield
With potassium hydroxide In methanol at 30℃; electrolysis, Pt-electrodes, 150 mA/cm-2; Title compound not separated from byproducts;
adipic acid monomethyl ester
627-91-8

adipic acid monomethyl ester

5-Decinsaeure
55182-79-1

5-Decinsaeure

A

dimethyl sebacate
106-79-6

dimethyl sebacate

B

9-Tetradecynoic acid methyl ester
55538-60-8

9-Tetradecynoic acid methyl ester

Conditions
ConditionsYield
With potassium hydroxide In methanol at 30℃; electrolysis, Pt-electrodes, 150 mA/cm-2; Title compound not separated from byproducts;
2,2,6,6-tetramethylpiperidin-1-ol
7031-93-8

2,2,6,6-tetramethylpiperidin-1-ol

dimethyl sebacate
106-79-6

dimethyl sebacate

bis(2,2,6,6-tetramethylpiperidinyl)sebacate

bis(2,2,6,6-tetramethylpiperidinyl)sebacate

Conditions
ConditionsYield
Stage #1: 2,2,6,6-tetramethylpiperidin-1-ol; dimethyl sebacate In water-d2 at 120℃; Inert atmosphere;
Stage #2: With titanium(IV)isopropoxide In water-d2 at 150℃; Solvent;
99.62%
dimethyl sebacate
106-79-6

dimethyl sebacate

1-oxyl-2,2,6,6-tetramethylpiperidin-4-ol

1-oxyl-2,2,6,6-tetramethylpiperidin-4-ol

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

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

Conditions
ConditionsYield
With tetrakis(2,4-pentanedionato) hafnium(IV) In n-heptane at 90 - 105℃; for 12h; Reagent/catalyst; Solvent; Dean-Stark;99%
dimethyl sebacate
106-79-6

dimethyl sebacate

phenyl trifluoromethylsulfide
456-56-4

phenyl trifluoromethylsulfide

1,1,1,12,12,12-hexafluorododecan-2,11-dione

1,1,1,12,12,12-hexafluorododecan-2,11-dione

Conditions
ConditionsYield
With Triethylgermyl-natrium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at -60℃; for 1.5h;97%
dimethyl sebacate
106-79-6

dimethyl sebacate

N-cyclohexyloxy-4-hydroxy-2,2,6,6-tetramethylpiperidinol

N-cyclohexyloxy-4-hydroxy-2,2,6,6-tetramethylpiperidinol

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 titanium(IV) isopropylate; tetrabutylammomium bromide Reagent/catalyst;92%
acetylferrocene
1271-55-2

acetylferrocene

dimethyl sebacate
106-79-6

dimethyl sebacate

[(C5H5FeC5H4)CO(CH2)CO(CH2)8COCH2CO(C5H4FeC5H5)]
256955-97-2

[(C5H5FeC5H4)CO(CH2)CO(CH2)8COCH2CO(C5H4FeC5H5)]

Conditions
ConditionsYield
With KH In tetrahydrofuran stirring (room temp., 4 d); concn. (vac.), suspending (H2O), extraction (conc. HCl/CH2Cl2), drying (MgSO4, several h), evapn., washing (pentane), drying (vac.); elem. anal.;91%
dimethyl sebacate
106-79-6

dimethyl sebacate

N1,N10-dihydroxydecanediamide
5578-84-7

N1,N10-dihydroxydecanediamide

Conditions
ConditionsYield
With hydroxylamine hydrochloride; potassium hydroxide In methanol for 24h; Reflux;86%
1-octadecanol
112-92-5

1-octadecanol

dimethyl sebacate
106-79-6

dimethyl sebacate

Di-n-octadecyl sebacate
3072-03-5

Di-n-octadecyl sebacate

Conditions
ConditionsYield
With 1-hexadecyl-3-sulfo-1H-imidazol-3-ium chloride In neat (no solvent) at 110℃; for 16h; Green chemistry;84%
1-n-propoxy-4-hydroxy-2,2,6,6-tetramethylpiperidine
239792-70-2

1-n-propoxy-4-hydroxy-2,2,6,6-tetramethylpiperidine

dimethyl sebacate
106-79-6

dimethyl sebacate

A

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

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

B

(1-propoxy-2,2,6,6-tetramethylpiperidin-4-yl)sebacic acid monomethyl ester

(1-propoxy-2,2,6,6-tetramethylpiperidin-4-yl)sebacic acid monomethyl ester

Conditions
ConditionsYield
With tetrabutylammomium bromide; lithium hydroxide In n-heptane at 0.98℃; for 0.5h;A 80.4%
B n/a
1-cyclohexyloxy-4-hydroxy-2,2,6,6-tetramethylpiperidine
87018-00-6

1-cyclohexyloxy-4-hydroxy-2,2,6,6-tetramethylpiperidine

dimethyl sebacate
106-79-6

dimethyl sebacate

A

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

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

B

(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)sebacic acid monomethyl ester

(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)sebacic acid monomethyl ester

Conditions
ConditionsYield
With tetrabutylammomium bromide; lithium hydroxide In n-heptane at 0.98℃; for 0.5h;A 80.26%
B n/a
i-propyl-4-hydroxy-2,2,6,6-tetramethylpiperidinyl-1-oxyl
1001080-97-2

i-propyl-4-hydroxy-2,2,6,6-tetramethylpiperidinyl-1-oxyl

dimethyl sebacate
106-79-6

dimethyl sebacate

A

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

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

B

(1-isopropoxy-2,2,6,6-tetramethylpiperidin-4-yl)sebacic acid monomethyl ester

(1-isopropoxy-2,2,6,6-tetramethylpiperidin-4-yl)sebacic acid monomethyl ester

Conditions
ConditionsYield
With tetrabutylammomium bromide; lithium hydroxide In n-heptane at 0.98℃; for 0.5h;A 79.74%
B n/a
ethanol
64-17-5

ethanol

dimethyl sebacate
106-79-6

dimethyl sebacate

monoethyl sebacate
693-55-0

monoethyl sebacate

Conditions
ConditionsYield
With potassium hydroxide at 0℃; for 12h;75%
1-methoxy-2,2,6,6-tetramethylpiperidin-4-ol
122586-72-5

1-methoxy-2,2,6,6-tetramethylpiperidin-4-ol

dimethyl sebacate
106-79-6

dimethyl sebacate

A

bis(1-methoxy-2,2,6,6-tetramethylpiperidin-4-yl) sebacate
122586-50-9

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

B

(1-methoxy-2,2,6,6-tetramethylpiperidin-4-yl)sebacic acid monomethyl ester

(1-methoxy-2,2,6,6-tetramethylpiperidin-4-yl)sebacic acid monomethyl ester

Conditions
ConditionsYield
With tetrabutylammomium bromide; lithium hydroxide In n-heptane at 0.98℃; for 0.5h;A 74.31%
B n/a
1-ethoxy-4-hydroxy-2,2,6,6-tetramethylpiperidine

1-ethoxy-4-hydroxy-2,2,6,6-tetramethylpiperidine

dimethyl sebacate
106-79-6

dimethyl sebacate

A

bis(1-ethoxy-2,2,6,6-tetramethylpiperidin-4-yl) sebacate
122586-65-6

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

B

(1-ethoxy-2,2,6,6-tetramethylpiperidin-4-yl)sebacic acid monomethyl ester

(1-ethoxy-2,2,6,6-tetramethylpiperidin-4-yl)sebacic acid monomethyl ester

Conditions
ConditionsYield
With tetrabutylammomium bromide; lithium hydroxide In n-heptane at 0.98℃; for 0.5h;A 74.21%
B n/a

106-79-6Relevant articles and documents

Oncinotine-type spermidine alkaloids from Oncinotis tenuiloba. Transformation of N-acetyloncinotin-12-one to N,N-diacetylinandenin-12-one

Doll,Guggisberg,Hesse

, p. 973 - 981 (1996)

From extracts of Oncinotis tenuiloba STAPF, two novel polyamine alkaloids, oncinotin-11-one (5) and oncinotin-12-one (6), were isolated. Peracetylation of 6 provided the N-acetyl derivative 11 as well as N,N'-diacetylinandenin-10-en-12-one (12) due to a β-elimination-type side reaction resulting in ring enlargement of 11. Deuteration of 12 yielded 13, showing the same retention time as N,N'-diacetylinandenin-12-one (14), when co-HPLC was performed together with different keto-isomeric N,N'-diacetylinandeninones. Structure elucidation was extended by Schmidt degradation of 6 and N,N'-diacetyl(10,11-2H2)inandenin-12-one (13); the degradation products were identified by GC and ESI-MS. The structure of 5 was proposed on the basis of spectroscopic means. Comparison of the spectroscopic data of 5 with those obtained from synthetic material as well as co-HPLC of the N-acetyl derivative 20 together with the corresponding synthetic compound revealed the identity of the substances and confirmed the structure of 5. Additionally, oncinotine (2) and neooncinotine (3) were isolated, separated, and identified with authentic samples by co-HPLC of their N-acetyl derivatives 8 and 9, respectively.

Mg/MeOH mediated intramolecular reductive cyclization of activated dienes

Chavan, Subhash P.,Ethiraj, Krishna S.

, p. 2281 - 2284 (1995)

Facile intramolecular cyclisation of activated tethered dienes mediated by magnesium in methanol at room temperature is described.

-

Morgan,Walton

, p. 902,904 (1936)

-

α-nitrocycloalkanones as a source of α,ω,-dicarboxylic acid dimethyl esters

Ballini, Roberto,Bosica, Giovanna

, p. 16131 - 16138 (1997)

α,ω-Dicarboxylic acid dimethyl esters arc easily obtained by ring cleavage of α-nitrocycloalkanones. Thus, reaction of the latter compounds with three equivalents of potassium persulfate, in methanol and in presence of sulfuric acid at 80 °C, provides α,ω-dicarboxylic acid dimethyl esters in high yields. Long-chain, and alkylated α,ω-dicarboxylic acid dimethyl esters can be also efficiently obtained.

A magnetically recoverable nanocatalyst based on functionalized mesoporous silica

Bhanja, Piyali,Sen, Tapas,Bhaumik, Asim

, p. 17 - 26 (2016)

A magnetically separable 2D-hexagonally ordered thiol functionalized mesoporous silica material (Fe@TFMS) has been synthesized through co-condensation reaction of 3-mercaptopropyltriethoxysilane (MPTES) and tetraethylorthosilicate (TEOS) using cetyltrimethylammonium bromide (CTAB) as a cationic surfactant followed by immobilization of Fe3O4 nanocrystallies at the functionalized mesopore surface. Powder X-ray diffraction (XRD), N2 adsorption/desorption analysis, FT-IR, TEM, FE-SEM, TGA/DTA, CHNS, XPS and NH3-TPD tools are employed to characterize the materials. This functionalized mesoporous material exhibited high catalytic activity in the biodiesel production from a wide range of long chain fatty acids and soybean oil. The material showed high Lewis acidity of 1.02 mmolg-1 with a good Brunauer-Emmett-Teller (BET) surface area of 411 m2 g-1. Fe@TFMS exhibited excellent catalytic efficiency for this esterification reaction using methanol as a solvent cum reactant under eco-friendly and mild reaction conditions (room temperature, 25 °C).

Studies of Spin Labeled Sodium Dodecyl Sulfate. I. Synthesis and Properties

Yamaguchi, Takeo,Yamauchi, Akira,Kimoto, Eiji,Kimizuka, Hideo

, p. 372 - 376 (1980)

Nitroxide spin labeled surfactant, sodium salt of 2-ethyl-2--4,4-dimethyloxazolidin-3-yloxyl, was synthesized and some properties of the compound were studied by means of ESR and conductivity measurements.From conductivity measurements it was found that the critical micelle concentration of the compound was 21.6 mmol kg-1 at 25.0 +/- 0.1 deg C and the micelle consisted of a small number of labeled surfactant ions.The ESR spectra of the labeled surfactant were measured as a function of concentration and temperature.These spectra showed a typical pattern interpreted in terms of spin exchange.Regarding spin exchange as chemical reaction, second order rate constant was determined from the analysis of line width and compared with the values obtained by diffusion controlled model.

On the search of new I2-IBS aliphatic ligands: Bis-guanidino carbonyl derivatives

Corcoran, Jonathan,Rodriguez, Fernando,Rozas, Isabel,Meana, J. Javier,Callado, Luis F.

, p. 6009 - 6012 (2007)

Continuing with our search of aliphatic dicationic derivatives as I2-IBS ligands and looking at Amiloride, a known ligand of I2-IBS, we have incorporated the guanidinocarbonyl moiety into our aliphatic compounds with the intention of improving the binding to I2-IBS. Thus, we present the different approaches to the preparation and pharmacological evaluation (in human brain tissue) as I2-IBS ligands of a new series of aliphatic derivatives incorporating the guanidinocarbonyl group and with different chain length (n = 8-12, and 14 methylene groups).

REGIO AND STEREO SELECTIVE SYNTHESIS OF DISUBSTITUTED CYCLOOCTADIENES.

Brun, P.,Tenaglia, A.,Waegell, B.

, p. 385 - 388 (1983)

Functionalized dienes can be dimerized in the presence of Ni(o) catalyst in order to afford regio and stereo selectively 1,2-trans disubstituted 3,7-cyclooctadiene derivatives.

Self-assembled sulfated zirconia nanocrystals with mesoscopic void space synthesized via ionic liquid as a porogen and its catalytic activity for the synthesis of biodiesels

Banerjee, Biplab,Bhunia, Subhajit,Bhaumik, Asim

, p. 380 - 387 (2015)

Abstract Self-assembled ZrO2 nanocrystals have been synthesized through a facile chemical route via steam-assisted ionothermal method using 1-butyl-3-methylimidazolium chloride ([bmim][Cl]) as a porogen. The template-free material has been sulphonated by 1(N) H2SO4 at room temperature followed by calcination in air at 723 K. Both ZrO2 and the sulfonated zirconia materials are thoroughly characterized by powder X-ray diffraction (PXRD), ultra high-resolution transmission electron microscopy (UHR-TEM), Fourier transform infrared spectroscopy (FT-IR), FE-SEM, N2 sorption, and NH3-TPD analyses. The sulfonated material has been employed as efficient and environmentally benign heterogeneous catalyst for the synthesis of biodiesels based on long chain fatty acid esters. The catalyst can be easily recovered and reused at least for five times without significant decrease in its catalytic activity.

Efficient Palladium-Catalyzed Carbonylation of 1,3-Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters

Yang, Ji,Liu, Jiawang,Ge, Yao,Huang, Weiheng,Ferretti, Francesco,Neumann, Helfried,Jiao, Haijun,Franke, Robert,Jackstell, Ralf,Beller, Matthias

supporting information, p. 9527 - 9533 (2021/03/08)

The dicarbonylation of 1,3-butadiene to adipic acid derivatives offers the potential for a more cost-efficient and environmentally benign industrial process. However, the complex reaction network of regioisomeric carbonylation and isomerization pathways, make a selective and direct transformation particularly difficult. Here, we report surprising solvent effects on this palladium-catalysed process in the presence of 1,2-bis-di-tert-butylphosphin-oxylene (dtbpx) ligands, which allow adipate diester formation from 1,3-butadiene, carbon monoxide, and methanol with 97 % selectivity and 100 % atom-economy under scalable conditions. Under optimal conditions a variety of di- and triesters from 1,2- and 1,3-dienes can be obtained in good to excellent yields.

Synthesis and antiherpetic activity of novel purine conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine

Andronova, Valeriya L.,Charushin, Valery N.,Galegov, Georgii А.,Krasnov, Victor P.,Levit, Galina L.,Vozdvizhenskaya, Olga А.

, p. 490 - 497 (2021/06/26)

[Figure not available: see fulltext.] A method for the synthesis of novel purine conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine containing fragments of ω-amino acids with different lengths of the polymethylene chain as a linker has been developed. It was found in experiments in vitro that the obtained compounds are active against the herpes simplex virus type 1, including the acyclovir-resistant strain.

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