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505-48-6 Usage

Description

It was firstly produced by nitric acid oxidation of cork (Latin suber) material and then from castor oil. The oxidation of ricinoleic acid produces, by splitting at the level of the double bond and at the level of the OH group, at the same time, suberic acid (octanedioic acid) and the next homologue azelaic acid. Suberic acid was used in the manufacture of alkyd resins and in the synthesis of polyamides leading to nylon.

Chemical Properties

off-white crystalline powder

Uses

Different sources of media describe the Uses of 505-48-6 differently. You can refer to the following data:
1. Suberic Acid is used in the preparation of reduction-sensitive micelles affecting their cellular uptake. This has potential application in delivery of anticancer drugs. It is also used in the fluoresc ent detection of amidinium-carboxylate and amidinium formation.
2. In the plastics industry.
3. Suberic Acid is used in the preparation of reduction-sensitive micelles affecting their cellular uptake. This has potential application in delivery of anticancer drugs. It is also used in the fluorescent detection of amidinium-carboxylate and amidinium formation.

Definition

ChEBI: An alpha,omega-dicarboxylic acid that is the 1,6-dicarboxy derivative of hexane.

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 3677, 1959 DOI: 10.1021/ja01523a046

Purification Methods

Crystallise it from acetone. It sublimes at 300o without decomposition. [Beilstein 2 IV 2028.]

Check Digit Verification of cas no

The CAS Registry Mumber 505-48-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,0 and 5 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 505-48:
(5*5)+(4*0)+(3*5)+(2*4)+(1*8)=56
56 % 10 = 6
So 505-48-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H14O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1-6H2,(H,9,10)(H,11,12)/p-2

505-48-6 Well-known Company Product Price

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  • Alfa Aesar

  • (A13963)  Suberic acid, 99%   

  • 505-48-6

  • 100g

  • 435.0CNY

  • Detail
  • Alfa Aesar

  • (A13963)  Suberic acid, 99%   

  • 505-48-6

  • 500g

  • 1242.0CNY

  • Detail
  • Alfa Aesar

  • (A13963)  Suberic acid, 99%   

  • 505-48-6

  • 2500g

  • 5531.0CNY

  • Detail

505-48-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name suberic acid

1.2 Other means of identification

Product number -
Other names octanedinoic acid diethyl 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:505-48-6 SDS

505-48-6Synthetic route

cycloactanone
502-49-8

cycloactanone

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With oxygen; trifluoroacetic acid; sodium nitrite at 0 - 20℃; for 5.25h; Product distribution / selectivity;98%
With dihydrogen peroxide In water; acetonitrile at 90℃; for 11h; Green chemistry;92%
With dihydrogen peroxide; ortho-tungstic acid In water at 90℃; for 20h;85%
octanedinitrile
629-40-3

octanedinitrile

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
enzyme from Synechocystis sp. PCC 6803 In phosphate buffer at 30℃; for 2h;98%
With water for 48h; Rhodococcus rhodochrous AJ270;78%
With potassium phosphate buffer; Rhodococcus sp. AJ270 at 30℃; for 48h;78%
With hydrogenchloride at 100℃;
(Z)-Cyclooctene
931-88-4, 931-87-3

(Z)-Cyclooctene

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With periodic acid; ruthenium trichloride In water at 20℃; for 1.5h; Product distribution; Further Variations:; Solvents;97%
With sodium periodate; 2C16H13N2O10Ru2(1-)*Ca(2+) In water at 45℃; for 16h; Green chemistry;95%
With tert.-butylhydroperoxide; indium(III) chloride In water at 90℃; for 8h;94%
1,8-Octanediol
629-41-4

1,8-Octanediol

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With C24H33IrN4O3; water; sodium hydroxide for 18h; Reflux;97%
With sodium bromate; sodium hydrogensulfite In acetonitrile for 2h; Heating;91%
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen In 1,2-dichloro-ethane at 25℃; for 48h;86%
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen In 1,2-dichloro-ethane at 20℃; for 48h; Schlenk technique;86%
cyclooctanol
696-71-9

cyclooctanol

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With oxygen; sodium nitrite In trifluoroacetic acid at 0 - 20℃; for 5h;94%
With oxygen; trifluoroacetic acid; sodium nitrite at 0 - 20℃; for 5.25h; Product distribution / selectivity;94%
Stage #1: cyclooctanol With Oxone; ruthenium(III) chloride monohydrate In water at 70℃; for 8h;
Stage #2: In ethanol Cooling;
89%
With dihydrogen peroxide In water; acetonitrile at 90℃; for 11.5h; Green chemistry;86%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With sodium periodate; RuCl3*2.9H2O In water at 20℃; for 0.5h; Sonication;93%
With (tetra-n-butyl-ammonium)3(tetra(oxodiperoxotungstato)phosphate); dihydrogen peroxide In water at 90℃; for 3h;87%
Stage #1: 1,2-cyclooctene With oxygen; ozone In tetrahydrofuran at 0℃;
Stage #2: With hydroxylamine hydrochloride In tetrahydrofuran at 0 - 20℃; Reagent/catalyst; Inert atmosphere;
70%
(Z)-Cyclooctene
931-88-4, 931-87-3

(Z)-Cyclooctene

oxone

oxone

Os(VIII)

Os(VIII)

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium sulfate; OsO4 In ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol92%
2-nitrocyclooctanone
13154-28-4

2-nitrocyclooctanone

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With dihydrogen peroxide; potassium carbonate In methanol for 10h; Ambient temperature;89%
With Oxone; sodium hydroxide; disodium hydrogenphosphate; water 1.) MeOH, 70 deg C, 4 h, 2.) MeOH, r.t., 4 h; Yield given. Multistep reaction;
oct-4-ynedioic acid
65111-06-0

oct-4-ynedioic acid

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol for 15h;88%
With palladium 10% on activated carbon; hydrogen In ethanol for 14h; Inert atmosphere;68%
diethyl suberate
2050-23-9

diethyl suberate

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
Stage #1: diethyl suberate With iron(III) chloride In tetrachloromethane at 85℃; for 24h; Inert atmosphere;
Stage #2: With hydrogenchloride; water In tetrachloromethane Inert atmosphere;
88%
2-octene-1,8-dioic acid
5698-50-0

2-octene-1,8-dioic acid

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol; water86%
With sodium amalgam; water
(E)-1-trimethylsilyloxy-1-cyclooctene
50338-42-6

(E)-1-trimethylsilyloxy-1-cyclooctene

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; bis(acetylacetonato)dioxidomolybdenum(VI) In benzene at 60℃; for 48h;86%
octanedioic acid isopropyl ester methyl ester

octanedioic acid isopropyl ester methyl ester

A

octanedioic acid monoisopropyl ester

octanedioic acid monoisopropyl ester

B

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With trimethyltin hydroxide In 1,2-dichloro-ethane at 80℃; for 7h;A 82%
B n/a
(1R,2S)-Cyclooctane-1,2-diol
27607-33-6

(1R,2S)-Cyclooctane-1,2-diol

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With potassium carbonate for 2.7h; Ambient temperature; electrolysis: nickel(III) oxide hydroxide electrode, 0.3 A;80%
With dihydrogen peroxide; Na12[WZn3(H2O)2(ZnW9O34)2] at 75℃; for 7h;
With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide In dichloromethane at 0 - 20℃;
trans-1,2-cyclooctanediol
42565-22-0

trans-1,2-cyclooctanediol

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With potassium carbonate for 2.7h; Ambient temperature; electrolysis: nickel(III) oxide hydroxide electrode, 0.3 A;77%
Cyclooctene oxide
286-62-4

Cyclooctene oxide

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With dodecyltrimethylammonium phosphotungstate; water; dihydrogen peroxide In toluene at 80℃; for 12h; chemoselective reaction;76%
Octandisaeure-monoaethyl-monomethylester
51503-32-3

Octandisaeure-monoaethyl-monomethylester

A

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

B

Ethyl hydrogen suberate
14113-01-0

Ethyl hydrogen suberate

Conditions
ConditionsYield
With trimethyltin hydroxide In 1,2-dichloro-ethane at 70℃; for 10h;A n/a
B 70%
Cyclooctan
292-64-8

Cyclooctan

A

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

B

cycloactanone
502-49-8

cycloactanone

Conditions
ConditionsYield
With ozone In neat (no solvent) at 20℃; for 15h; UV-irradiation;A 70%
B 6%
With cobalt(II) 5,10,15,20-tetra(4'-chlorophenyl)porphyrinate; oxygen at 120℃; under 4500.45 Torr; for 8h; Reagent/catalyst; Pressure; Autoclave;A 5.7%
B 16.2%
With 5,10,15,20-tetrakis(m-chlorophenyl)porphyrin cobalt(II); oxygen at 120℃; under 7500.75 Torr; for 8h; Autoclave;A 10.9%
B 7.8%
With IrI(CO)2(2-(2′-pyridyl)-2-propanoate); acetic acid; periodic acid In water; acetonitrile at 25℃; for 1h; Catalytic behavior;A 11 %Chromat.
B 15 %Chromat.
octanedinitrile
629-40-3

octanedinitrile

A

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

B

7-Cyanoheptanoic acid
5810-22-0

7-Cyanoheptanoic acid

Conditions
ConditionsYield
With Arabidopsis thaliana nitrilase In methanol pH=8.5;A n/a
B 61%
(Z)-Cyclooctene
931-88-4, 931-87-3

(Z)-Cyclooctene

A

Cyclooctene oxide
286-62-4

Cyclooctene oxide

B

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With 3-methylimidazolinium hydrogensulfate; trimethylhexadecylammonium perrhenate; dihydrogen peroxide at 80℃; Reagent/catalyst; Ionic liquid; Green chemistry;A 20%
B 57%
With dihydrogen peroxide; 6-molybdo-6-tungstophosphoric acid/Al/C In tert-butyl alcohol at 60℃; for 10h;A 30%
B 7%
Cyclooctan
292-64-8

Cyclooctan

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With N-hydroxyphthalimide; bis(acetylacetonato)manganese(II); oxygen; acetic acid at 100℃; under 760.051 Torr; for 14h;53%
With N-hydroxyphthalimide; nitric acid; trifluoroacetic acid at 20℃; under 760.051 Torr; for 18h;30%
With nitric acid
With nitric acid
3,6-Hexano-4,5-oxepindicarbonsaeure-diethylester
77733-74-5

3,6-Hexano-4,5-oxepindicarbonsaeure-diethylester

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile for 2h; Ambient temperature;52%
With potassium permanganate; sulfuric acid In 1,4-dioxane; water17%
1,2-cyclooctanediol
4277-32-1

1,2-cyclooctanediol

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

Conditions
ConditionsYield
With oxygen; sodium methylate; silver trifluoromethanesulfonate In tetrahydrofuran; methanol at 37℃; under 760.051 Torr; for 6h; Sealed tube;52%
1,2-cyclooctanediol
4277-32-1

1,2-cyclooctanediol

A

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

B

cyclooctane-1,2-dione
3008-37-5

cyclooctane-1,2-dione

Conditions
ConditionsYield
With N-hydroxyphthalimide; oxygen; cobalt acetylacetonate In acetonitrile under 760.051 Torr; for 20h; Oxidation; Heating;A 44 % Chromat.
B 42%
With N-hydroxyphthalimide; cobalt(III) acetylacetonate; oxygen In acetonitrile at 65℃; for 12h;A 44 % Turnov.
B 42 % Turnov.
3,13-dimethoxy-10,20-dihydroperoxy-1,2-11,12-tetraoxacycloeicosane
74515-94-9

3,13-dimethoxy-10,20-dihydroperoxy-1,2-11,12-tetraoxacycloeicosane

A

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

B

ethene
74-85-1

ethene

C

8-oxodecanoic acid
3006-51-7

8-oxodecanoic acid

D

carbon monooxide, carbon dioxide, oxygen

carbon monooxide, carbon dioxide, oxygen

Conditions
ConditionsYield
In various solvent(s) at 150℃; Product distribution;A 40%
B n/a
C 12%
D n/a
1-(4-methoxyphenyl)pent-4-enyl pent-4-enoate

1-(4-methoxyphenyl)pent-4-enyl pent-4-enoate

A

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

B

8-(4-methoxyphenyl)octanoic acid
24536-02-5

8-(4-methoxyphenyl)octanoic acid

C

1,8-bis(4-methoxyphenyl)octane
4280-59-5

1,8-bis(4-methoxyphenyl)octane

Conditions
ConditionsYield
Stage #1: 1-(4-methoxyphenyl)pent-4-enyl pent-4-enoate With Hoveyda-Grubbs catalyst second generation In toluene at 110℃; for 0.5h;
Stage #2: With palladium on activated charcoal; hydrogen In methanol; ethyl acetate
Stage #3: With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 0.166667h;
A n/a
B 38%
C 31%
(Z)-Cyclooctene
931-88-4, 931-87-3

(Z)-Cyclooctene

A

Cyclooctene oxide
286-62-4

Cyclooctene oxide

B

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

C

1,2-cyclooctanediol
4277-32-1

1,2-cyclooctanediol

Conditions
ConditionsYield
With 3-methylimidazolinium hydrogensulfate; dihydrogen peroxide at 80℃; Ionic liquid; Green chemistry;A 31%
B 38%
C 11%
(S)-2-isopropyl-1-(4-methoxyphenyl)pent-4-enyl pent-4-enoate

(S)-2-isopropyl-1-(4-methoxyphenyl)pent-4-enyl pent-4-enoate

A

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

B

(3R,8R)-3,8-bis(4-methoxybenzyl)-2,9-dimethyldecane

(3R,8R)-3,8-bis(4-methoxybenzyl)-2,9-dimethyldecane

C

(R)-7-(4-methoxybenzyl)-8-methylnonanoic acid

(R)-7-(4-methoxybenzyl)-8-methylnonanoic acid

Conditions
ConditionsYield
Stage #1: (S)-2-isopropyl-1-(4-methoxyphenyl)pent-4-enyl pent-4-enoate With Hoveyda-Grubbs catalyst second generation In toluene at 110℃; for 0.333333h;
Stage #2: With palladium on activated charcoal; hydrogen In methanol; ethyl acetate
Stage #3: With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 0.166667h;
A n/a
B 36%
C 37%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

oxonane-2,9-dione
10521-06-9

oxonane-2,9-dione

Conditions
ConditionsYield
With acetic anhydride at 150℃; for 1.5h; Reagent/catalyst; Inert atmosphere;100%
With acetic anhydride100%
With acetic anhydride at 160℃; for 2h;99%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

suberoyl chloride
10027-07-3

suberoyl chloride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide for 1.5h; Reflux;100%
With thionyl chloride for 8h; Heating;77%
With thionyl chloride at 120℃; for 4h;69.2%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

di-tetrabutylammonium suberate

di-tetrabutylammonium suberate

Conditions
ConditionsYield
In methanol at 20℃; for 3h;100%
In tetrahydrofuran Inert atmosphere;
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

2-mercaptothiazoline
96-53-7

2-mercaptothiazoline

1,8-bis-(2-thioxo-thiazolidin-3-yl)-octane-1,8-dione

1,8-bis-(2-thioxo-thiazolidin-3-yl)-octane-1,8-dione

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide at 20℃; for 1h;100%
thiazolidine-2-thione
134469-06-0

thiazolidine-2-thione

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

1,8-bis-(2-thioxo-thiazolidin-3-yl)-octane-1,8-dione

1,8-bis-(2-thioxo-thiazolidin-3-yl)-octane-1,8-dione

Conditions
ConditionsYield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dimethyl sulfoxide at 20℃; for 1h;100%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

acetic anhydride
108-24-7

acetic anhydride

oxonane-2,9-dione
10521-06-9

oxonane-2,9-dione

Conditions
ConditionsYield
at 160℃; for 2h;99%
at 170℃; for 2.5h; Temperature;99.9%
for 1h; Reflux;96%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

1,1'-bis(4-pyridinyl)ferrocene
459142-93-9

1,1'-bis(4-pyridinyl)ferrocene

[(Fe(η5-C5H4-1-(4-C5H4N))2)2(1-siberic acid)2]

[(Fe(η5-C5H4-1-(4-C5H4N))2)2(1-siberic acid)2]

Conditions
ConditionsYield
In methanol 1:1 mixt. ground for 5 min, dissolved in methanol; crystd.;99%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

dimethyl subarate
1732-09-8

dimethyl subarate

Conditions
ConditionsYield
With triethylamine at 160℃; for 5h; Autoclave; Green chemistry;99%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

cobalt(II) diacetate tetrahydrate
6147-53-1

cobalt(II) diacetate tetrahydrate

Co(octanedioate) * 3 H2O

Co(octanedioate) * 3 H2O

Conditions
ConditionsYield
In ethanol; water addn. of ligand soln. (in H2O/EtOH=1:4) to slight excess of Co-salt, refluxing for 2 h (pptn.); cooling to room temp., filtration, washing (EtOH, ether), drying in air;elem. anal.;98%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

1,2-dimethoxybenzene
91-16-7

1,2-dimethoxybenzene

1,6-bis(3,4-dimethoxyphenyl)-1,6-hexanedione
50766-16-0

1,6-bis(3,4-dimethoxyphenyl)-1,6-hexanedione

Conditions
ConditionsYield
Stage #1: octane-1,8-dioic acid With thionyl chloride In dichloromethane for 4.5h; Reflux;
Stage #2: 1,2-dimethoxybenzene With aluminum (III) chloride In dichloromethane at 0℃; for 5h; Friedel-Crafts Acylation;
98%
methanol
67-56-1

methanol

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

dimethyl subarate
1732-09-8

dimethyl subarate

Conditions
ConditionsYield
With sulfuric acid Reflux;95%
With sulfuric acid Heating;90%
With thionyl chloride87%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

suberoyl ethylcarbonate
41246-58-6

suberoyl ethylcarbonate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;95%
With triethylamine In tetrahydrofuran
With triethylamine In tetrahydrofuran at -45℃; for 0.5h;
With TEA In chloroform at 0℃; for 0.5h;
With triethylamine In 1,4-dioxane at 5℃; for 0.5h; Acetoxylation;
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

cobalt(II) nitrate hexahydrate

cobalt(II) nitrate hexahydrate

hydrazine hydrate
7803-57-8

hydrazine hydrate

cobalt(II)suberate*2(hydrazine)

cobalt(II)suberate*2(hydrazine)

Conditions
ConditionsYield
In water byproducts: HNO3; aq. soln. of suberic acid and hydrazine hydrate added to metal nitrate soln.; ppt. collected, washed (water, ethanol, ether), air dried; elem. anal.;95%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

fluorure d'acide suberique
13022-56-5

fluorure d'acide suberique

Conditions
ConditionsYield
With 1-methyl-2-fluoropyridinium p-toluenesulfonate; triethylamine In dichloromethane for 0.5h; Ambient temperature;94%
With 1-methyl-2-fluoropyridinium p-toluenesulfonate94%
With uranium hexafluoride In 1,1,2-Trichloro-1,2,2-trifluoroethane at 20℃; for 17h; Inert atmosphere;99 %Spectr.
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

C115H159N3O74

C115H159N3O74

N-{2-N-{2-[1,3-di-(O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyloxy)]propanyl}pentane-1,5-diamidyl}octane-1,8-diamide

N-{2-N-{2-[1,3-di-(O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyloxy)]propanyl}pentane-1,5-diamidyl}octane-1,8-diamide

Conditions
ConditionsYield
Stage #1: octane-1,8-dioic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: C115H159N3O74 With 4-methyl-morpholine In tetrahydrofuran at 0 - 20℃; for 38h; pH=8 - 9;
Stage #3: With methanol; sodium methylate at 20℃; for 12h;
94%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

aniline
62-53-3

aniline

N-phenylhexanamide
6998-10-3

N-phenylhexanamide

Conditions
ConditionsYield
Stage #1: octane-1,8-dioic acid In tetrahydrofuran at 35℃; for 1h;
Stage #2: aniline With 2-chloro-1,3,2-benzodioxaborole In tetrahydrofuran at 45℃; for 3.5h; Temperature; Reagent/catalyst;
93.3%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

N-{2-[1-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy)-3-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)]propanyl}-2-aminopentane-1,5-diamide

N-{2-[1-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy)-3-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)]propanyl}-2-aminopentane-1,5-diamide

N-{2-N-{2-[1-(O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyloxy)-3-(O-α-D-mannopyranosyloxy)]propanyl}pentane-1,5-diamidyl}octane-1,8-diamide

N-{2-N-{2-[1-(O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyloxy)-3-(O-α-D-mannopyranosyloxy)]propanyl}pentane-1,5-diamidyl}octane-1,8-diamide

Conditions
ConditionsYield
Stage #1: octane-1,8-dioic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: N-{2-[1-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy)-3-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)]propanyl}-2-aminopentane-1,5-diamide In tetrahydrofuran at 0 - 20℃; for 38h; pH=8 - 9;
Stage #3: With methanol; sodium methylate at 20℃; for 12h;
93%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

n-butyl formate
592-84-7

n-butyl formate

A

Octanedioic acid dibutyl ester
16090-77-0

Octanedioic acid dibutyl ester

B

Octanedioic acid monobutyl ester

Octanedioic acid monobutyl ester

Conditions
ConditionsYield
With Dowex 50W-X2 (50-100 mesh) In octane at 100℃; for 1.66667h;A 5%
B 92%
With Dowex 50Wx2 In octane at 100℃; for 1.66667h; Esterification;A 5%
B 92%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

L-glutamic acid dibenzyl ester 4-toluenesulfonate
2791-84-6

L-glutamic acid dibenzyl ester 4-toluenesulfonate

C46H52N2O10
1448542-46-8

C46H52N2O10

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;92%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

oxalyl dichloride
79-37-8

oxalyl dichloride

suberoyl chloride
10027-07-3

suberoyl chloride

Conditions
ConditionsYield
With N,N-dimethylvinylamine In dichloromethane at 20℃; for 1h;92%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

3,3’-di-n-octyl-1,1’-(1,4-phenylenedimethylene)diimidazolium dibromide

3,3’-di-n-octyl-1,1’-(1,4-phenylenedimethylene)diimidazolium dibromide

3,3'-di-n-octyl-1,1'(1,4-phenylenedimethylene)diimidazolium suberate

3,3'-di-n-octyl-1,1'(1,4-phenylenedimethylene)diimidazolium suberate

Conditions
ConditionsYield
Stage #1: 3,3’-di-n-octyl-1,1’-(1,4-phenylenedimethylene)diimidazolium dibromide With Amberlite resin IRA-400 (hydroxide form) In methanol; water
Stage #2: octane-1,8-dioic acid In methanol; water
92%
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

uranyl nirate hexahydrate

uranyl nirate hexahydrate

manganese (II) nitrate tetrahydrate

manganese (II) nitrate tetrahydrate

[UO2Mn(suberic acid(-2H))2(1,10-phenanthroline)2]2

[UO2Mn(suberic acid(-2H))2(1,10-phenanthroline)2]2

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 140℃;91%
pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

methanol
67-56-1

methanol

octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

copper(ll) bromide
7789-45-9

copper(ll) bromide

[Cu(suberateH)2(3-aminopyridine)2*2MeOH]n

[Cu(suberateH)2(3-aminopyridine)2*2MeOH]n

Conditions
ConditionsYield
In methanol suberic acid added to MeOH soln. of CuBr2 while heating and stirring; 3-aminopyridine added; left for 1 wk at 4°C; elem. anal.;90%

505-48-6Relevant articles and documents

Vesonder,R.F. et al.

, p. 2029 - 2032 (1971)

A direct synthesis of carboxylic acidsviaplatinum-catalysed hydroxycarbonylation of olefins

Schneider, Carolin,Franke, Robert,Jackstell, Ralf,Beller, Matthias

, p. 2703 - 2707 (2021/05/05)

The platinum-catalysed hydroxycarbonylation of olefins is reported for the first time. Using a combination of PtCl2/2,2′-bis(tert-butyl(pyridin-2-yl)phosphanyl)-1,1′-binaphthalene (Neolephos) in the presence of sulfuric acid [0.6 M] in acetic acid selective carbonylation of terminal aliphatic olefins proceeds to good yields and selectivities to the corresponding carboxylic acids. Comparing the reactivity of different butenes (iso- andn-butenes), the terminal olefin can be selectively carbonylated.

Colloidal tectonics for tandem synergistic Pickering interfacial catalysis: Oxidative cleavage of cyclohexene oxide into adipic acid

Yang, Bingyu,Leclercq, Lo?c,Schmitt, Véronique,Pera-Titus, Marc,Nardello-Rataj, Véronique

, p. 501 - 507 (2019/01/10)

Supramolecular preorganization and interfacial recognition can provide useful architectures for colloidal building. To this aim, a novel approach, based on colloidal tectonics involving two surface-active particles containing both recognition and catalytic sites, has been developed for controlling the formation and the properties of Pickering emulsions. This was illustrated by the combination of dodecyltrimethylammonium phosphotungstate nanoparticles, [C12]3[PW12O40], and silica particles functionalized with alkyl and sulfonic acid groups, [Cn/SO3H]@SiO2. The interfacial self-assembly occurs by the penetration of the alkyl chains of [Cn/SO3H]@SiO2 into the [C12]3[PW12O40] supramolecular porous structure constituted of polar and apolar regions. The emulsions were used as a non-nitric acid route for adipic acid synthesis from the one-pot oxidative cleavage of cyclohexene oxide with aqueous H2O2. The catalytic performance was significantly boosted due to the synergistic interactions between the particles.

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