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Butanedihydrazide, also known as succinic dihydrazide, is a chemical compound with the molecular formula C4H10N2O2. It is a white crystalline solid that is commonly used as a crosslinking agent in polymer applications, enhancing thermal stability, adhesion, and mechanical properties.

4146-43-4

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4146-43-4 Usage

Uses

Used in Polymer Industry:
Butanedihydrazide is used as a crosslinking agent for improving the thermal stability, adhesion, and overall mechanical properties of polymers.
Used in Corrosion Inhibition:
Butanedihydrazide is used as a corrosion inhibitor in various industries to protect materials from degradation and extend their service life.
Used in Water Treatment Chemicals Production:
Butanedihydrazide is utilized in the production of water treatment chemicals, contributing to the development of effective solutions for water purification and treatment processes.
Used in Pharmaceutical Industry:
Butanedihydrazide is used in the production of pharmaceuticals, playing a role in the synthesis of various drug compounds and formulations.
Used in Agricultural Products Production:
Butanedihydrazide is utilized in the production of agricultural products, potentially contributing to the development of effective pesticides, fertilizers, or other agrochemicals.
Considering its relatively low toxicity and general safety for use in specified applications, Butanedihydrazide offers a range of benefits across different industries.

Check Digit Verification of cas no

The CAS Registry Mumber 4146-43-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,1,4 and 6 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 4146-43:
(6*4)+(5*1)+(4*4)+(3*6)+(2*4)+(1*3)=74
74 % 10 = 4
So 4146-43-4 is a valid CAS Registry Number.

4146-43-4 Well-known Company Product Price

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  • Aldrich

  • (S5502)  Succinicdihydrazide  96%

  • 4146-43-4

  • S5502-25G

  • 1,304.55CNY

  • Detail

4146-43-4SDS

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 Butanedihydrazide

1.2 Other means of identification

Product number -
Other names Butanedioic acid, dihydrazide

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:4146-43-4 SDS

4146-43-4Synthetic route

succinic acid diethyl ester
123-25-1

succinic acid diethyl ester

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 8h; Reflux;98%
With hydrazine hydrate In ethanol for 12h; Reflux;65%
With ethanol; hydrazine hydrate
Dimethyl succinate
106-65-0

Dimethyl succinate

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
With hydrazine hydrate In di-isopropyl ether for 24h; Ambient temperature;96%
With hydrazine hydrate In methanol at 20℃;75%
With hydrazine hydrate In methanol at 20℃;69%
Succinimide
123-56-8

Succinimide

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
With ethanol; hydrazine hydrate
succinic acid anhydride
108-30-5

succinic acid anhydride

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
With ethanol; hydrazine hydrate
With hydrazine hydrate
N,N'-bis-(3-ethoxycarbonyl-propionyl)-hydrazine

N,N'-bis-(3-ethoxycarbonyl-propionyl)-hydrazine

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
With ethanol; hydrazine hydrate
succinic acid
110-15-6

succinic acid

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
With hydrazine hydrate Heating;
2,2'-ethanediylidene-bis-oxazolidine-4,5-dione
17511-68-1

2,2'-ethanediylidene-bis-oxazolidine-4,5-dione

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol Heating;
1-aminopyrrolidine-2,5-dione
19283-13-7

1-aminopyrrolidine-2,5-dione

hydrazine hydrate
7803-57-8

hydrazine hydrate

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

Succinimide
123-56-8

Succinimide

hydrazine hydrate (2 mol)

hydrazine hydrate (2 mol)

alcohol (boiling)

alcohol (boiling)

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

ethanol
64-17-5

ethanol

hydrazine hydrate
7803-57-8

hydrazine hydrate

succinic acid diethyl ester
123-25-1

succinic acid diethyl ester

A

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

B

N-amino-succinimide

N-amino-succinimide

Conditions
ConditionsYield
at 120 - 130℃;
ethane-1,1,2,2-tetracarboxylic acid tetrahydrazide
24820-65-3

ethane-1,1,2,2-tetracarboxylic acid tetrahydrazide

water
7732-18-5

water

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
at 130℃;
barium salt of succinic acid monoethyl ester

barium salt of succinic acid monoethyl ester

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
With hydrazin sulfate
ethane-tetracarboxylic acid-(1.1.2.2)-tetrahydrazide

ethane-tetracarboxylic acid-(1.1.2.2)-tetrahydrazide

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
With water at 130℃;
N-amino-succinimide

N-amino-succinimide

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
With hydrazine hydrate
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

uranyl(VI) acetate dihydrate

uranyl(VI) acetate dihydrate

UO2(2+)*2H2NNHCOCH2CH2CONHNH2*2CH3COO(1-)=UO2(H2NNHCOCH2CH2CONHNH2)2(CH3COO)2

UO2(2+)*2H2NNHCOCH2CH2CONHNH2*2CH3COO(1-)=UO2(H2NNHCOCH2CH2CONHNH2)2(CH3COO)2

Conditions
ConditionsYield
In ethanol a mixt. of UO2 salt and the ligand in EtOH was heated on a water bath for 1 h with stirring, refluxed for 1 h; soln. was concd., cooled, ppt. was filtered, washed with hot ethanol, dried in a desiccator over SiO2; elem. anal.;95.8%
uranyl sulfate
14305-55-6, 1314-64-3

uranyl sulfate

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

UO2(2+)*2H2NNHCOCH2CH2CONHNH2*SO4(2-)=UO2(H2NNHCOCH2CH2CONHNH2)2(SO4)

UO2(2+)*2H2NNHCOCH2CH2CONHNH2*SO4(2-)=UO2(H2NNHCOCH2CH2CONHNH2)2(SO4)

Conditions
ConditionsYield
In ethanol a mixt. of UO2 salt and the ligand in EtOH was heated on a water bath for 1 h with stirring, refluxed for 1 h; soln. was concd., cooled, ppt. was filtered, washed with hot ethanol, dried in a desiccator over SiO2; elem. anal.;95.6%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

indole-2,3-dione
91-56-5

indole-2,3-dione

N,N’-bis-(3-imino-1,3-dihydro-indolyl-2-one)succinamide

N,N’-bis-(3-imino-1,3-dihydro-indolyl-2-one)succinamide

Conditions
ConditionsYield
With iron oxide In ethanol; water for 0.5h; Reflux; Green chemistry;94%
uranyl sulfate
14305-55-6, 1314-64-3

uranyl sulfate

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

UO2(2+)*H2NNHCOCH2CH2CONHNH2*SO4(2-)*2H2O=UO2(H2NNHCOCH2CH2CONHNH2)SO4(H2O)2

UO2(2+)*H2NNHCOCH2CH2CONHNH2*SO4(2-)*2H2O=UO2(H2NNHCOCH2CH2CONHNH2)SO4(H2O)2

Conditions
ConditionsYield
With water In ethanol an ethanolic soln. of UO2 salt was added to a soln. of the ligand in hot EtOH with gentle stirring, soln. was concd. on a boiling water bath, refluxed for 1 h; cooled, ether was added, ppt. was filtered off, washed with hot ethanol, ether, dried in a desiccator over SiO2; elem. anal.;93.8%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

N-methyl-N''-nitro-N-nitrosoguanidine
70-25-7

N-methyl-N''-nitro-N-nitrosoguanidine

N'1,N'2-bis(N2-nitrocarbamimidoyl)succinohydrazide

N'1,N'2-bis(N2-nitrocarbamimidoyl)succinohydrazide

Conditions
ConditionsYield
In methanol; water at 20℃; for 30h;92%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride
7365-74-4, 1258323-41-9

1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride

N1‑((3aR,7R,7aS)‑4,5,6,7,8,8‑hexachloro‑1,3‑dioxo‑1,3,3a,4,7,7a‑hexahydro‑2H‑4,7‑methanoisoindol‑2‑yl)‑N4‑((3aR,7S,7aS)‑4,5,6,7,8,8‑hexachloro‑1,3‑dioxo‑1,3,3a,4,7,7a‑hexahydro‑2H‑4,7‑methanoisoindol‑2‑yl)succinamide

N1‑((3aR,7R,7aS)‑4,5,6,7,8,8‑hexachloro‑1,3‑dioxo‑1,3,3a,4,7,7a‑hexahydro‑2H‑4,7‑methanoisoindol‑2‑yl)‑N4‑((3aR,7S,7aS)‑4,5,6,7,8,8‑hexachloro‑1,3‑dioxo‑1,3,3a,4,7,7a‑hexahydro‑2H‑4,7‑methanoisoindol‑2‑yl)succinamide

Conditions
ConditionsYield
With sodium acetate; acetic acid for 12h; Reflux;92%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

5-bromosalicyclaldehyde
1761-61-1

5-bromosalicyclaldehyde

bis(5-bromo-2-hydroxybenzylidene)succinohydrazide
329905-64-8

bis(5-bromo-2-hydroxybenzylidene)succinohydrazide

Conditions
ConditionsYield
In ethanol for 5h; Reflux;91%
In methanol for 0.5h; Reflux;87%
In methanol for 0.5h; Reflux;87%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

bis(2-hydroxy-3-methoxybenzylidene)succinohydrazide
346721-28-6

bis(2-hydroxy-3-methoxybenzylidene)succinohydrazide

Conditions
ConditionsYield
In ethanol for 4h; Reflux;91%
In ethanol for 4h; Reflux;
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

uranyl(VI) acetate dihydrate

uranyl(VI) acetate dihydrate

UO2(2+)*H2NNHCOCH2CH2CONHNH2*2CH3COO(1-)*2H2O=UO2(H2NNHCOCH2CH2CONHNH2)(CH3COO)2(H2O)2

UO2(2+)*H2NNHCOCH2CH2CONHNH2*2CH3COO(1-)*2H2O=UO2(H2NNHCOCH2CH2CONHNH2)(CH3COO)2(H2O)2

Conditions
ConditionsYield
In ethanol an ethanolic soln. of UO2 salt was added to a soln. of the ligand in hot EtOH with gentle stirring, soln. was concd. on a boiling water bath, refluxed for 1 h; cooled, ether was added, ppt. was filtered off, washed with hot ethanol, ether, dried in a desiccator over SiO2; elem. anal.;90.5%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

salicylaldehyde
90-02-8

salicylaldehyde

disalicylaldehyde succinoyldihydrazone
112008-83-0

disalicylaldehyde succinoyldihydrazone

Conditions
ConditionsYield
In methanol for 0.5h; Heating;90%
With ethanol
In ethanol; water Heating;
carbon disulfide
75-15-0

carbon disulfide

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

A

succinic acid
110-15-6

succinic acid

B

2,5-Dimercapto-1,3,4-thiadiazole
1072-71-5

2,5-Dimercapto-1,3,4-thiadiazole

Conditions
ConditionsYield
Stage #1: carbon disulfide; succinic acid dihydrazide With potassium hydroxide In ethanol for 3h; Rearrangement; cyclization; Heating;
Stage #2: With hydrogenchloride In ethanol Hydrolysis; ring cleavage;
A n/a
B 90%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

5-(4-nitrophenyl)-2-furaldehyde
7147-77-5

5-(4-nitrophenyl)-2-furaldehyde

C26H20N6O8
269740-01-4

C26H20N6O8

Conditions
ConditionsYield
With sulfuric acid In ethanol; N,N-dimethyl-formamide Condensation; Heating;90%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

salicylaldehyde
90-02-8

salicylaldehyde

N'1,N'4-bis(2-hydroxybenzylidene)succinohydrazide
64174-57-8

N'1,N'4-bis(2-hydroxybenzylidene)succinohydrazide

Conditions
ConditionsYield
In methanol for 0.5h; Reflux;89%
In methanol for 0.5h; Reflux;89%
In methanol Reflux;89%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

bis-(2,4-dihydroxythiobenzoyl)sulfinyl
344567-18-6

bis-(2,4-dihydroxythiobenzoyl)sulfinyl

4,4’-{[5,5’-(ethane-1,2-diyl)]di(1,3,4-thiadiazol-2-yl)}di(benzene-1,3-diol)
1447735-06-9

4,4’-{[5,5’-(ethane-1,2-diyl)]di(1,3,4-thiadiazol-2-yl)}di(benzene-1,3-diol)

Conditions
ConditionsYield
In methanol for 2h; Reflux;89%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

2,3,4-trihydroxybenzylaldehyde
2144-08-3

2,3,4-trihydroxybenzylaldehyde

C18H18N4O8
1622386-20-2

C18H18N4O8

Conditions
ConditionsYield
With acetic acid In methanol Reflux;89%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

sodium 2-hydroxybenzaldehyde-5-sulfonate
16856-04-5

sodium 2-hydroxybenzaldehyde-5-sulfonate

bis(sodium 3-formyl-4-hydroxybenzenesulfonate)succinylhydrazone

bis(sodium 3-formyl-4-hydroxybenzenesulfonate)succinylhydrazone

Conditions
ConditionsYield
In water at 100℃; for 3h;89%
methyl 2-chloroacetoacetate
4755-81-1

methyl 2-chloroacetoacetate

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

2-Chloro-3-({3-[2-chloro-2-methoxycarbonyl-1-methyl-eth-(E)-ylidene-hydrazinocarbonyl]-propionyl}-hydrazono)-butyric acid methyl ester

2-Chloro-3-({3-[2-chloro-2-methoxycarbonyl-1-methyl-eth-(E)-ylidene-hydrazinocarbonyl]-propionyl}-hydrazono)-butyric acid methyl ester

Conditions
ConditionsYield
In tetrahydrofuran; methanol for 24h; Ambient temperature;88%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

5-(2,4-dichlorophenyl)furfural
56300-69-7

5-(2,4-dichlorophenyl)furfural

C26H18Cl4N4O4
269740-04-7

C26H18Cl4N4O4

Conditions
ConditionsYield
With sulfuric acid In ethanol; N,N-dimethyl-formamide Condensation; Heating;88%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

4-alkoxy-1,1,1-trifruoro-4-(2-furyl)-3-buten-2-one

4-alkoxy-1,1,1-trifruoro-4-(2-furyl)-3-buten-2-one

1,4-bis[3-(fur-2-yl)-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazol-1-yl]butane-1,4-dione
1257776-18-3

1,4-bis[3-(fur-2-yl)-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazol-1-yl]butane-1,4-dione

Conditions
ConditionsYield
In ethanol; water at 80℃; regioselective reaction;88%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

5-(4-bromophenyl)-2-furancarboxyaldehyde
20005-42-9

5-(4-bromophenyl)-2-furancarboxyaldehyde

C26H20Br2N4O4
269740-03-6

C26H20Br2N4O4

Conditions
ConditionsYield
With sulfuric acid In ethanol; N,N-dimethyl-formamide Condensation; Heating;86%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

uranyl(VI) acetate dihydrate

uranyl(VI) acetate dihydrate

salicylaldehyde
90-02-8

salicylaldehyde

UO2(2+)*C18H17N4O4(1-)*CH3CO2(1-)*3H2O=[UO2(C18H17N4O4)(CH3CO2)]*3H2O

UO2(2+)*C18H17N4O4(1-)*CH3CO2(1-)*3H2O=[UO2(C18H17N4O4)(CH3CO2)]*3H2O

Conditions
ConditionsYield
With CH3COOH In ethanol heating, stirring, reflux (15 min+2 h), product formation; hot filtration, reflux (benzene, 30 min), hot filtration, washing (C6H6,C2H5OH, C2H5OH(aq.), Et2O), drying; elem. anal.;86%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

2-hydroxynaphthalene-1-carbaldehyde
708-06-5

2-hydroxynaphthalene-1-carbaldehyde

bis(2-hydroxy-1-naphthaldehyde)succinoyldihydrazone
337525-66-3

bis(2-hydroxy-1-naphthaldehyde)succinoyldihydrazone

Conditions
ConditionsYield
In methanol for 0.5h; Reflux;86%
In methanol for 0.5h; Reflux;86%
In ethanol; water for 0.5h; Reflux;
2-Cyanopyridine
100-70-9

2-Cyanopyridine

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

1,2-bis(5-( pyridine-2-yl)-1,2,4-triazol-3-yl)ethane
1567318-51-7

1,2-bis(5-( pyridine-2-yl)-1,2,4-triazol-3-yl)ethane

Conditions
ConditionsYield
With sodium In methanol; acetic acid for 5h; Reflux;86%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

Benzyl isothiocyanate
622-78-6

Benzyl isothiocyanate

4,4'-dibenzyl bis succinyl thiosemicarbazide
35196-47-5

4,4'-dibenzyl bis succinyl thiosemicarbazide

Conditions
ConditionsYield
In methanol for 4h; Heating;85.6%
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

1-ethoxy-4-isothiocyanatobenzene
3460-49-9

1-ethoxy-4-isothiocyanatobenzene

C22H28N6O4S2
90748-49-5

C22H28N6O4S2

Conditions
ConditionsYield
In methanol for 4h; Heating;85.5%
5-(4-chlorophenyl)-2-furaldehyde
34035-03-5

5-(4-chlorophenyl)-2-furaldehyde

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

C26H20Cl2N4O4
269740-02-5

C26H20Cl2N4O4

Conditions
ConditionsYield
With sulfuric acid In ethanol; N,N-dimethyl-formamide Condensation; Heating;85%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

C16H16N6O2

C16H16N6O2

Conditions
ConditionsYield
In methanol for 12h; Reflux;85%
In methanol at 0℃; for 8h;76%
In methanol at 0℃; for 8h;
succinic acid dihydrazide
4146-43-4

succinic acid dihydrazide

4-alkoxy-1,1,1-trifruoro-4-(1-naphthyl)-3-buten-2-one

4-alkoxy-1,1,1-trifruoro-4-(1-naphthyl)-3-buten-2-one

1,4-bis[5-trifluoromethyl-5-hydroxy-3-(1-naphthyl)-4,5-dihydro-1H-pyrazol-1-yl]butane-1,4-dione

1,4-bis[5-trifluoromethyl-5-hydroxy-3-(1-naphthyl)-4,5-dihydro-1H-pyrazol-1-yl]butane-1,4-dione

Conditions
ConditionsYield
In ethanol; water at 80℃; regioselective reaction;84%

4146-43-4Relevant academic research and scientific papers

Coordinatively Unsaturated Lanthanide(III) Helicates: Luminescence Sensors for Adenosine Monophosphate in Aqueous Media

Sahoo, Jashobanta,Arunachalam, Rajendran,Subramanian, Palani S.,Suresh, Eringathodi,Valkonen, Arto,Rissanen, Kari,Albrecht, Markus

, p. 9625 - 9629 (2016)

Coordinatively unsaturated double-stranded helicates [(H2L)2Eu2(NO3)2(H2O)4](NO3)4, [(H2L)2Tb2(H2O)6](NO3)6, and [(H2L)2Tb2(H2O)6]Cl6(H2L=butanedioicacid-1,4-bis[2-(2-pyridinylmethylene)hydrazide]) are easily obtained by self-assembly from the ligand and the corresponding lanthanide(III) salts. The complexes are characterized by X-ray crystallography showing the helical arrangement of the ligands. Co-ligands at the metal ions can be easily substituted by appropriate anions. A specific luminescence response of AMP in presence of ADP, ATP, and other anions is observed. Specificity is assigned to the perfect size match of AMP to bridge the two metal centers and to replace quenching co-ligands in the coordination sphere.

Synthesis, spectroscopic and electrochemical characterisation of binuclear dioxomolybdenum complexes derived from disalicylaldehyde succinoyldihydrazone

Ahmed, Aziz,Chanu, Oinam B.,Koch, Angira,Lal

, p. 161 - 168 (2012)

The diamagnetic dioxomolybdenum (VI) complexes [(MoO2) 2(L).(H2O)2] where H4L = H 4slsh have been isolated in solid state from the reaction of MoO 2(acac)2 and disalicylaldehyde succinoyldihydrazone (H4L) in 3:1 molar ratio in ethanol at higher temperature. The reaction of the complex with electron donor bases gives diamagnetic molybdenum(VI) complexes having composition [(MoO2) 2(L)(A)2]·H2O (where A = pyridine (py, 2), 2-picoline (2-pic, 3), 3-picoline (3-pic, 4), 4-picoline (4-pic, 5). The composition of the complexes have been established by analytical, thermo-analytical data. The structure of the molybdenum (VI) complexes has been established by mass, electronic, IR, 1H NMR and CV spectral studies. The dihydrazone is coordinated to the metal centres in staggered configuration in all the complexes. The electronic spectra of the complexes are dominated by strong charge transfer bands. All of the complexes involve six coordinated molybdenum centre with octahedral arrangement of donor atoms.

Molecular Recognition-Mediated Transformation of Single-Chain Polymer Nanoparticles into Crosslinked Polymer Films

Mahon, Clare S.,McGurk, Christopher J.,Watson, Scott M. D.,Fascione, Martin A.,Sakonsinsiri, Chadamas,Turnbull, W. Bruce,Fulton, David A.

, p. 12913 - 12918 (2017)

We describe single-chain polymer nanoparticles (SCNPs) possessing intramolecular dynamic covalent crosslinks that can transform into polymer films through a molecular recognition-mediated crosslinking process. The SCNPs utilise molecular recognition with surface-immobilised proteins to concentrate upon a substrate, bringing the SCNPs into close spatial proximity with one another and allowing their dynamic covalent crosslinkers to undergo intra- to interpolymer chain crosslinking leading to the formation of polymeric film. SCNPs must possess both the capacity for specific molecular recognition and a dynamic nature to their intramolecular crosslinkers to form polymer films, and an investigation of the initial phase of film formation indicates it proceeds from features which form upon the surface then grow predominantly in the xy directions. This approach to polymer film formation presents a potential method to “wrap” surfaces displaying molecular recognition motifs—which could potentially include viral, cellular and bacterial surfaces or artificial surfaces displaying multivalent recognition motifs—within a layer of polymer film.

Supramolecular interactions in a family of dinuclear helicates in the solid-state

Kruger, Paul E.,Wilson, Benjamin H.

, p. 1 - 10 (2020)

Metallo-helicates are a commonly encountered assembly within supramolecular chemistry. Interest in these architectures stems from their inherent helical chirality which positions them for a diverse range of applications such as catalysis and non-linear optics (NLO). The current study uses Co(II) dinuclear double helicates as versatile supramolecular synthons. The ditopic ligand, L, features two tridentate quinolinyl-hydrazone binding sites imparting it with hydrogen bond donors and π-faces for secondary supramolecular interactions. Incorporation of L into [Co2(L)2]4+ helical assemblies results in a helical cationic supramolecular synthon with moieties predisposed to forming π-π stacking and hydrogen bond interactions. The single-crystal X-ray structures of [Co2(L)2]X4 (X?=?ClO4?, BF4? and CF3SO3?) revealed a variety of anion dependent hydrogen bond networks arising through the interaction of the hydrazide hydrogen with the anion. These interactions in turn strongly influence the nature of the π-π stacking interactions of the quinoline moieties which can be analysed via the Hirshfield surface.

Synthesis and characterization of heterobimetallic Ni(II)-Zn(II) complexes from bis(2-hydroxy-1 -naphthaldehyde)succinoyldihydrazone

Lal,Chakraborty,Chanu,Choudhury,Borthakur,Copperfield,Kumar

, p. 1239 - 1251 (2010)

Monometallic zinc(II) and nickel(II) complexes, [Zn(H2nsh)(H2O)] (1) and [Ni(H2nsh)(H2O)2] (2), have been synthesized in methanol by template method from bis(2-hydroxy-1-naphthaldehyde)succinoyldihydrazone (H4nsh). Reaction of monometallic complexes with alternate metal(II) acetates as a transmetallator in 1: 3 molar ratio resulted in the formation of heterobimetallic complexes [NiZn(nsh)(A)3] and [ZnNi(nsh)(A′)2] (A′ = H2O (3), py (4), 2-pic (5), 3-pic (6), 4-pic (7)), (A' = H2O (8), py (9), 2-pic (10), 3-pic (11), and 4-pic (12)). The complexes have been characterized by elemental analyzes, mass spectra, molar conductance, magnetic moments, electronic, EPR, and IR spectroscopies. All of the complexes are non-electrolytes. Monometallic zinc(II) is diamagnetic while monometallic nickel(II) complex and all heterobimetallic complexes are paramagnetic. The metal centers in heterobimetallic complexes are tethered by dihydrazone and naphthoxo bridging. Zinc(II) is square pyramidal; nickel(II) is six-coordinate distorted octahedral except [ZnNi(nsh)(A)2], in which nickel(II) has square-pyramidal geometry. The displacement of metal center in monometallic complexes by metal ion has been observed in the resulting heterobimetallic complexes.

Synthesis and spectral characterization of homobimetallic molybdenum(VI) complexes derived from bis(2-hydroxy-1-naphthaldehyde)succinoyldihydrazone

Lal, Ram A.,Chakrabarty, Mithun,Choudhury, Sanjesh,Ahmed, Aziz,Borthakur, Roshmita,Kumar, Arvind

, p. 163 - 175 (2010)

The reaction of bis(2-hydroxy-1-naphthaldehyde)succinoyldihydrazone with bis(acetylaceto-nato)dioxomolybdenum(VI) (MoO2(acac)2) in 1: 3 molar ratio in EtOH: water mixture (95: 5) affords a complex of composition [(MoO2)2(nsh)(H2O)2]·C2H5OH. The reaction of [(MoO2)2 (nsh)(H2O)2]·C2H5OH with Lewis bases, namely pyridine,2-picoline,3-picoline, and 4-picoline, yields[(MoO2)2(nsh)(B)2]·C2H5OH (where B=pyridine,2-picoline,3-picoline, and 4-picoline). Further, when this complex was reacted with 1,10-phenanthroline and 2,2′-bipyridine in 1:3 molar ratio in anhydrous ethanol the binuclear complexes [(μ2-O)2(MoO2)2 (H4nsh)(phen)]·C2H5OH and [(μ2-O)2(MoO2)2 (H4nsh)(bpy)]·C2H5OH were obtained. All of the complexes have been characterized by analytical, magnetic moment, and molar conductivity data. The structures of the complexes have been discussed in the light of electronic, IR, 1H NMR, and 13C NMR spectroscopy.

FLOW CHEMISTRY SYNTHESIS OF ISOCYANATES

-

Paragraph 0175; 0240; 0243, (2021/06/22)

The disclosure provides, inter alia, safe and environmentally-friendly methods, such as flow chemistry, to synthesize isocyanates, such as methylene diphenyl diisocyanate, toluene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, and tetramethylxylene diisocyanate.

The fabrication and characterization of a supramolecular Cu-based metallogel thin-film based Schottky diode

Kumar, Vivek,Upadhyay, Rishibrind Kumar,Bano, Daraksha,Chandra, Subhash,Kumar, Deepak,Jit, Satyabrata,Hasan, Syed Hadi

, p. 6273 - 6280 (2021/04/16)

In the present study, a stable supramolecular Cu(ii)-metallogel has been synthesized based on copper(ii) acetate monohydrate and succinic acid, engineered as a low-molecular-weight organic gelator. The mechanical assets of the Cu-H4L metallogel have been explored through a rheological investigation. Further, the aggregation of the synthesized metallogel has been well establishedviaseveral experiments using Job plots and ESI-MS. Apart from this, the morphology of the synthesized supramolecular metallogel was scrutinizedviaFESEM, TEM, and AFM studies, revealing the self-assembled thread-like morphology of the Cu-H4L metallogel. The functional group, elemental composition, crystalline behaviour, and thermal stability of the Cu-H4L metallogel were probedviaFT-IR, XPS, P-XRD, and TGA studies, respectively. The optical properties of the Cu-H4L metallogel reflected its semiconducting nature. Thus, based on the semiconducting properties of the Cu-H4L metallogel, we have successfully fabricated an active electronic device: a ‘Schottky diode’.

Synthesis, characterization, crystal structure, and reactivity of heterobimetallic dioxovanadium(V) complexes containing multidentate hydrazone ligands

Kurbah, Sunshine D.,Kumar, Arvind,Sanentiba Ozukum,Syiemlieh, Ibanphylla,Lal, Ram A.

, p. 2969 - 2985 (2017/10/07)

Two new heterobimetallic complexes of the composition [(VO2)2(μ3-slsch){Na2(μ-H2O)2(H2O)2}]n (1) and [(VO2)2(μ3-npsch){Na2(μ-H2O)2(H2O)2}(DMF)]n (2) were obtained by reaction of the ligand and vanadium pentoxide in a 1:1 molar ratio in methanol in the presence of Na2CO3 (2 equivalents). The complexes obtained were characterized using various spectroscopic studies. The structures of both the complexes were established by single crystal X-ray crystallographic study. We have also explored the catalytic behavior of the complexes in oxidative bromination of phenol red, which is the bio-inspired reaction catalyzed by an enzyme haloperoxidase.

Azolylthioacetamides as a potent scaffold for the development of metallo-β-lactamase inhibitors

Xiang, Yang,Chang, Ya-Nan,Ge, Ying,Kang, Joon S.,Zhang, Yi-Lin,Liu, Xiao-Long,Oelschlaeger, Peter,Yang, Ke-Wu

supporting information, p. 5225 - 5229 (2017/11/13)

In an effort to develop new inhibitors of metallo-β-lactamases (MβLs), twenty-eight azolylthioacetamides were synthesized and assayed against MβLs. The obtained benzimidazolyl and benzioxazolyl substituted 1–19 specifically inhibited the enzyme ImiS, and 10 was found to be the most potent inhibitor of ImiS with an IC50 value of 15 nM. The nitrobenzimidazolyl substituted 20–28 specifically inhibited NDM-1, with 27 being the most potent inhibitor with an IC50 value of 170 nM. Further studies with 10, 11, and 27 revealed a mixed inhibition mode with competitive and uncompetitive inhibition constants in a similar range as the IC50 values. These inhibitors resulted in a 2–4-fold decrease in imipenem MIC values using E. coli cells producing ImiS or NDM-1. While the source of uncompetitive (possibly allosteric) inhibition remains unclear, docking studies indicate that 10 and 11 may interact orthosterically with Zn2 in the active site of CphA, while 27 could bridge the two Zn(II) ions in the active site of NDM-1 via its nitro group.

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