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Suberic dihydrazide, with the molecular formula C8H18N4O2, is a white solid chemical compound that serves as a versatile curing agent in the manufacturing of various industrial products. Its ability to form crosslinks between polymer chains contributes to the enhanced strength, durability, and heat resistance of materials, making it a valuable component in the production of epoxy resins, adhesives, and coatings.

20247-84-1

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20247-84-1 Usage

Uses

Used in Adhesive Industry:
Suberic dihydrazide is used as a curing agent for improving the adhesive properties of materials. Its crosslinking capability between polymer chains results in increased strength and durability, making it an essential component in the formulation of high-performance adhesives.
Used in Coating Industry:
In the coating industry, suberic dihydrazide is utilized as a curing agent to enhance the heat resistance and durability of coatings. Its crosslinking action between polymer chains leads to the production of coatings with improved mechanical properties and resistance to environmental factors.
Used in Polymer Industry:
Suberic dihydrazide plays a crucial role in the polymer industry as a curing agent. It is used to improve the strength, durability, and heat resistance of polymers, contributing to the development of high-quality industrial products with enhanced performance characteristics.
Used as a Chemical Intermediate:
Suberic dihydrazide is also employed as a chemical intermediate in the synthesis of other compounds. Its versatile chemical properties make it a valuable building block for the production of various specialty chemicals and materials.

Check Digit Verification of cas no

The CAS Registry Mumber 20247-84-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,2,4 and 7 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 20247-84:
(7*2)+(6*0)+(5*2)+(4*4)+(3*7)+(2*8)+(1*4)=81
81 % 10 = 1
So 20247-84-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H18N4O2/c9-11-7(13)5-3-1-2-4-6-8(14)12-10/h1-6,9-10H2,(H,11,13)(H,12,14)

20247-84-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name octanedihydrazide

1.2 Other means of identification

Product number -
Other names Korksaeure-dihydrazid

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:20247-84-1 SDS

20247-84-1Synthetic route

dimethyl subarate
1732-09-8

dimethyl subarate

corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

Conditions
ConditionsYield
With hydrazine hydrate In methanol at 20℃; for 16h;100%
With hydrazine hydrate In methanol85%
With hydrazine hydrate In di-isopropyl ether for 24h; Ambient temperature;57%
diethyl suberate
2050-23-9

diethyl suberate

corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

Conditions
ConditionsYield
With hydrazine hydrate
octane-1,8-dioic acid
505-48-6

octane-1,8-dioic acid

corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride / 12 h / 0 - 20 °C
2: hydrazine hydrate / methanol
View Scheme
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

2-phenoxyacetic acid
122-59-8

2-phenoxyacetic acid

8-oxo-8-(N'-phenoxyacetyl-hydrazino)-octanoic acid N'-phenoxyacetyl-hydrazide
858537-99-2

8-oxo-8-(N'-phenoxyacetyl-hydrazino)-octanoic acid N'-phenoxyacetyl-hydrazide

Conditions
ConditionsYield
With trichlorophosphate In acetonitrile Heating;36%
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

cis-nitrous acid
7782-77-6

cis-nitrous acid

octanedioyl azide

octanedioyl azide

corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

C24H26N4O4
858538-33-7

C24H26N4O4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 36 percent / POCl3 / acetonitrile / Heating
2: 28 percent / POCl3 / acetonitrile / 7 h / Heating
View Scheme
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

C38H40N6O2

C38H40N6O2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 36 percent / POCl3 / acetonitrile / Heating
2: 28 percent / POCl3 / acetonitrile / 7 h / Heating
3: 27 percent / 30 h / 150 °C
View Scheme
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

Bis-(dimethylamino)-phenylboran
1201-45-2

Bis-(dimethylamino)-phenylboran

CO(CH2)6COB2N2(NH)2(C6H5)2

CO(CH2)6COB2N2(NH)2(C6H5)2

Conditions
ConditionsYield
In N,N-dimethyl-formamide byproducts: (CH3)2NH; under dry N2 at 153°C for 5 h; filtration, distn. of solvent at 50°C/2-3 Torr, drying under N2;
In N,N-dimethyl-formamide byproducts: (CH3)2NH; under dry N2 at 50°C for 18 h; filtration, distn. of solvent at 50°C/2-3 Torr, drying under N2;
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

copper(II) sulfate
7758-99-8

copper(II) sulfate

{Cu((CH2)6(CONHNH2)2)}(2+)*SO4(2-)={Cu((CH2)6(CONHNH2)2)}SO4

{Cu((CH2)6(CONHNH2)2)}(2+)*SO4(2-)={Cu((CH2)6(CONHNH2)2)}SO4

Conditions
ConditionsYield
In sulfuric acid addn. of aq. dihydrazide-soln. with CuSO4 in aq. H2SO4, covering with a layer of ethanol, rubbing;; washing with hot H2O and 50% ethanol, drying in vac. over P2O5;;
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

octane-1,8-diyl bis{13-O-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-acetyl-β-D-glucopyranosyl]-16-oxo-ent-kauran-19-oate}

octane-1,8-diyl bis{13-O-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-acetyl-β-D-glucopyranosyl]-16-oxo-ent-kauran-19-oate}

A

113,1413,2713,4013-tetrakis[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-acetyl-β-D-glucopyranosyloxy]-16,25,42,51-tetraoxa-2,3,12,13,28,29,38,39-octaaza-1,14,27,40(16,4α)-tetra(19-nor-ent-kaurana)cyclodopentacontaphane-116(2),1416(13),2716(28),4016(39)-tetraene-4,11,15,26,30,37,41,52-octaone

113,1413,2713,4013-tetrakis[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-acetyl-β-D-glucopyranosyloxy]-16,25,42,51-tetraoxa-2,3,12,13,28,29,38,39-octaaza-1,14,27,40(16,4α)-tetra(19-nor-ent-kaurana)cyclodopentacontaphane-116(2),1416(13),2716(28),4016(39)-tetraene-4,11,15,26,30,37,41,52-octaone

B

113,1413-bis[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-acetyl-β-D-glucopyranosyloxy]-16,25-dioxa-2,3,12,13-tetraaza-1,14(16,4)-di(19-nor-ent-kaurana)cyclohexacosaphane-116(2),1416(12)-diene-4,11,15,26-tetraone

113,1413-bis[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-acetyl-β-D-glucopyranosyloxy]-16,25-dioxa-2,3,12,13-tetraaza-1,14(16,4)-di(19-nor-ent-kaurana)cyclohexacosaphane-116(2),1416(12)-diene-4,11,15,26-tetraone

Conditions
ConditionsYield
With trifluoroacetic acid In methanol at 20℃; for 24h; Overall yield = 80 %;
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

octane-1,8-diyl bis{13-O-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-acetyl-β-D-glucopyranosyl]-16-oxo-ent-kauran-19-oate}

octane-1,8-diyl bis{13-O-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-acetyl-β-D-glucopyranosyl]-16-oxo-ent-kauran-19-oate}

113,1413-bis[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-acetyl-β-D-glucopyranosyloxy]-16,25-dioxa-2,3,12,13-tetraaza-1,14(16,4)-di(19-nor-ent-kaurana)cyclohexacosaphane-116(2),1416(12)-diene-4,11,15,26-tetraone

113,1413-bis[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-acetyl-β-D-glucopyranosyloxy]-16,25-dioxa-2,3,12,13-tetraaza-1,14(16,4)-di(19-nor-ent-kaurana)cyclohexacosaphane-116(2),1416(12)-diene-4,11,15,26-tetraone

Conditions
ConditionsYield
With trifluoroacetic acid In methanol at 20℃; for 24h;
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

C22H26N4O4

C22H26N4O4

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=5;
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

4-[2-(2-methoxyethoxy)ethoxy]benzaldehyde
64994-51-0

4-[2-(2-methoxyethoxy)ethoxy]benzaldehyde

C32H46N4O8

C32H46N4O8

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=5;
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

4-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)benzaldehyde
153364-63-7

4-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)benzaldehyde

C36H54N4O10

C36H54N4O10

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=5;
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

4-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)benzaldehyde
197513-69-2

4-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)benzaldehyde

C40H62N4O12

C40H62N4O12

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=5;
4-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)benzaldehyde
143570-97-2

4-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)benzaldehyde

corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

C34H50N4O10

C34H50N4O10

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=5;
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

C22H26N4O4

C22H26N4O4

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=5;
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

3-(2-(2-methoxyethoxy)ethoxy)benzaldehyde

3-(2-(2-methoxyethoxy)ethoxy)benzaldehyde

C32H46N4O8

C32H46N4O8

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=5;
3-(2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy)-benzaldehyde
868159-50-6

3-(2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy)-benzaldehyde

corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

C36H54N4O10

C36H54N4O10

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=5;
3-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)benzaldehyde
928122-90-1

3-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)benzaldehyde

corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

C40H62N4O12

C40H62N4O12

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=5;
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

3,4-dihydroxybenzaldehyde
139-85-5

3,4-dihydroxybenzaldehyde

C22H26N4O6

C22H26N4O6

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=5;
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

3,4-bis(2-(2-methoxyethoxy)ethoxy)benzaldehyde

3,4-bis(2-(2-methoxyethoxy)ethoxy)benzaldehyde

C42H66N4O14

C42H66N4O14

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=5;
3,4-bis-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-benzaldehyde

3,4-bis-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-benzaldehyde

corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

C50H82N4O18

C50H82N4O18

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=5;
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

3,4-bis(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)benzaldehyde

3,4-bis(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)benzaldehyde

C58H98N4O22

C58H98N4O22

Conditions
ConditionsYield
In aq. phosphate buffer at 20℃; pH=5;
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

C28H22N2O2(2+)*2Br(1-)

C28H22N2O2(2+)*2Br(1-)

C36H36N6O2(2+)*2F6P(1-)

C36H36N6O2(2+)*2F6P(1-)

Conditions
ConditionsYield
Stage #1: corkic acid dihydrazide; C28H22N2O2(2+)*2Br(1-) With 2-[2-(2-{2-[5-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-naphthalen-1-yloxy]-ethoxy}-ethoxy)-ethoxy]-ethanol; trifluoroacetic acid In water at 50℃; for 8h;
Stage #2: With ammonium hexafluorophosphate In water
corkic acid dihydrazide
20247-84-1

corkic acid dihydrazide

C28H22N2O2(2+)*2Br(1-)

C28H22N2O2(2+)*2Br(1-)

trifluoroacetic acid
76-05-1

trifluoroacetic acid

A

C36H36N6O2(2+)*2C2F3O2(1-)

C36H36N6O2(2+)*2C2F3O2(1-)

B

2C36H36N6O2(2+)*4C2F3O2(1-)

2C36H36N6O2(2+)*4C2F3O2(1-)

Conditions
ConditionsYield
In water-d2 at 70℃; pH=5;

20247-84-1Relevant academic research and scientific papers

Ultralow-Molecular-Weight Stimuli-Responsive and Multifunctional Supramolecular Gels Based on Monomers and Trimers of Hydrazides

Wu, Dehua,Song, Jintong,Qu, Lang,Zhou, Weilan,Wang, Lei,Zhou, Xiangge,Xiang, Haifeng

, p. 3370 - 3378 (2020/10/02)

The simpler, the better. A series of simple, neutral and ultralow-molecular-weight (MW: 140–200) hydrazide-derived supramolecular gelators have been designed and synthesized in two straightforward steps. For non-conjugated cyclohexane-derived hydrazides, their monomers can self-assemble to form gels through intermolecular hydrogen bonds and dipole-dipole interactions. Significantly, conjugated phthalhydrazide can self-aggregate into planar and circular trimers through intermolecular hydrogen bonds and then self-assemble to form gels through intermolecular π–π stacking interactions. It is interesting that these simple gelators exhibit unusual properties, such as self-healing, multi-response fluorescence, and visual and selective recognition of chiral (R)/(S)-1,1′-binaphthalene-2,2′-diamine and S2? through much different times of gel re-formation and blue-green color change, respectively. These results underline the importance of supramolecular gels and extend the scope of supramolecular gelators.

A toolbox for controlling the properties and functionalisation of hydrazone-based supramolecular hydrogels

Poolman, Jos M.,Maity, Chandan,Boekhoven, Job,Van Der Mee, Lars,Le Sage, Vincent A.A.,Groenewold, G.J. Mirjam,Van Kasteren, Sander I.,Versluis, Frank,Van Esch, Jan H.,Eelkema, Rienk

supporting information, p. 852 - 858 (2016/02/05)

In recent years, we have developed a low molecular weight hydrogelator system that is formed in situ under ambient conditions through catalysed hydrazone formation between two individually non-gelating components. In this contribution, we describe a molecular toolbox based on this system which allows us to (1) investigate the limits of gel formation and fine-tuning of their bulk properties, (2) introduce multicolour fluorescent probes in an easy fashion to enable high-resolution imaging, and (3) chemically modify the supramolecular gel fibres through click and non-covalent chemistry, to expand the functionality of the resultant materials. In this paper we show preliminary applications of this toolbox, enabling covalent and non-covalent functionalisation of the gel network with proteins and multicolour imaging of hydrogel networks with embedded mammalian cells and their substructures. Overall, the results show that the toolbox allows for on demand gel network visualisation and functionalisation, enabling a wealth of applications in the areas of chemical biology and smart materials.

Enzymatic hydrazinolysis of diesters and synthesis of N-aminosuccinimide derivatives

Astorga,Rebolledo,Gotor

, p. 287 - 289 (2007/10/02)

Selective hydrazinolysis of diesters is catalyzed by PS lipase. This enzyme is an efficient catalyst for the preparation of N-aminosuccinimide derivatives.

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