Butanedihydrazide supplier | CasNO.4146-43-4

Name
Butanedihydrazide
EINECS 223-970-9
CAS No. 4146-43-4
Article Data30
CAS DataBase
Density 1.284 g/cm³
Solubility Soluble in water
Melting Point 170-171 °C(lit.)
Formula C₄H₁₀N₄O₂
Boiling Point 540.2 °C at 760 mmHg
Molecular Weight 146.149
Flash Point 280.5 °C
Transport Information
Appearance
Safety
Risk Codes 22
Molecular Structure
Hazard Symbols Xn
Synonyms Butanedioicacid, dihydrazide (9CI);Succinic acid, dihydrazide (6CI,7CI,8CI);NSC 25180;NSC 29540;NSC 42940;Succinhydrazide;Succinic acid, hydrazide;Succinicdihydrazide;Succinoyldihydrazine;Succinyl dihydrazide;
PSA 110.24000
LogP -0.07120

Synthetic route

: 123-25-1
succinic acid diethyl ester

: 4146-43-4
succinic acid dihydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In methanol for 8h; Reflux;	98%
With hydrazine hydrate In ethanol for 12h; Reflux;	65%
With ethanol; hydrazine hydrate

: 106-65-0
Dimethyl succinate

: 4146-43-4
succinic acid dihydrazide

Conditions

Conditions	Yield
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%

: 123-56-8
Succinimide

: 4146-43-4
succinic acid dihydrazide

Conditions

Conditions	Yield
With ethanol; hydrazine hydrate

: 108-30-5
succinic acid anhydride

: 4146-43-4
succinic acid dihydrazide

Conditions

Conditions	Yield
With ethanol; hydrazine hydrate
With hydrazine hydrate

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

: 4146-43-4
succinic acid dihydrazide

Conditions

Conditions	Yield
With ethanol; hydrazine hydrate

: 110-15-6
succinic acid

: 4146-43-4
succinic acid dihydrazide

Conditions

Conditions	Yield
With hydrazine hydrate Heating;

: 17511-68-1
2,2'-ethanediylidene-bis-oxazolidine-4,5-dione

: 4146-43-4
succinic acid dihydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol Heating;

: 19283-13-7
1-aminopyrrolidine-2,5-dione

: 7803-57-8
hydrazine hydrate

: 4146-43-4
succinic acid dihydrazide

: 123-56-8
Succinimide

hydrazine hydrate (2 mol): hydrazine hydrate (2 mol)

alcohol (boiling): alcohol (boiling)

: 4146-43-4
succinic acid dihydrazide

...Expand

: 64-17-5
ethanol

: 7803-57-8
hydrazine hydrate

: 123-25-1
succinic acid diethyl ester

A: 4146-43-4
succinic acid dihydrazide

B N-amino-succinimide: N-amino-succinimide

Conditions

Conditions	Yield
at 120 - 130℃;

...Expand

: 24820-65-3
ethane-1,1,2,2-tetracarboxylic acid tetrahydrazide

: 7732-18-5
water

: 4146-43-4
succinic acid dihydrazide

Conditions

Conditions	Yield
at 130℃;

barium salt of succinic acid monoethyl ester: barium salt of succinic acid monoethyl ester

: 4146-43-4
succinic acid dihydrazide

Conditions

Conditions	Yield
With hydrazin sulfate

ethane-tetracarboxylic acid-(1.1.2.2)-tetrahydrazide: ethane-tetracarboxylic acid-(1.1.2.2)-tetrahydrazide

: 4146-43-4
succinic acid dihydrazide

Conditions

Conditions	Yield
With water at 130℃;

N-amino-succinimide: N-amino-succinimide

: 4146-43-4
succinic acid dihydrazide

Conditions

Conditions	Yield
With hydrazine hydrate

: 4146-43-4
succinic acid dihydrazide

: uranyl(VI) acetate dihydrate

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

Conditions

Conditions	Yield
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%

: 14305-55-6, 1314-64-3
uranyl sulfate

: 4146-43-4
succinic acid dihydrazide

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

Conditions

Conditions	Yield
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%

: 4146-43-4
succinic acid dihydrazide

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

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

Conditions

Conditions	Yield
With iron oxide In ethanol; water for 0.5h; Reflux; Green chemistry;	94%

: 14305-55-6, 1314-64-3
uranyl sulfate

: 4146-43-4
succinic acid dihydrazide

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

Conditions

Conditions	Yield
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%

: 4146-43-4
succinic acid dihydrazide

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

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

Conditions

Conditions	Yield
In methanol; water at 20℃; for 30h;	92%

: 4146-43-4
succinic acid dihydrazide

: 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

Conditions

Conditions	Yield
With sodium acetate; acetic acid for 12h; Reflux;	92%

: 4146-43-4
succinic acid dihydrazide

: 1761-61-1
5-bromosalicyclaldehyde

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

Conditions

Conditions	Yield
In ethanol for 5h; Reflux;	91%
In methanol for 0.5h; Reflux;	87%
In methanol for 0.5h; Reflux;	87%

: 4146-43-4
succinic acid dihydrazide

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

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

Conditions

Conditions	Yield
In ethanol for 4h; Reflux;	91%
In ethanol for 4h; Reflux;

: 4146-43-4
succinic acid dihydrazide

: uranyl(VI) acetate dihydrate

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

Conditions

Conditions	Yield
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%

: 4146-43-4
succinic acid dihydrazide

: 90-02-8
salicylaldehyde

: 112008-83-0
disalicylaldehyde succinoyldihydrazone

Conditions

Conditions	Yield
In methanol for 0.5h; Heating;	90%
With ethanol
In ethanol; water Heating;

: 75-15-0
carbon disulfide

: 4146-43-4
succinic acid dihydrazide

A: 110-15-6
succinic acid

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

Conditions

Conditions	Yield
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%

...Expand

: 4146-43-4
succinic acid dihydrazide

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

: 269740-01-4
C26H20N6O8

Conditions

Conditions	Yield
With sulfuric acid In ethanol; N,N-dimethyl-formamide Condensation; Heating;	90%

: 4146-43-4
succinic acid dihydrazide

: 90-02-8
salicylaldehyde

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

Conditions

Conditions	Yield
In methanol for 0.5h; Reflux;	89%
In methanol for 0.5h; Reflux;	89%
In methanol Reflux;	89%

: 4146-43-4
succinic acid dihydrazide

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

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

Conditions

Conditions	Yield
In methanol for 2h; Reflux;	89%

: 4146-43-4
succinic acid dihydrazide

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

: 1622386-20-2
C18H18N4O8

Conditions

Conditions	Yield
With acetic acid In methanol Reflux;	89%

: 4146-43-4
succinic acid dihydrazide

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

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

Conditions

Conditions	Yield
In water at 100℃; for 3h;	89%

: 4755-81-1
methyl 2-chloroacetoacetate

: 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

Conditions

Conditions	Yield
In tetrahydrofuran; methanol for 24h; Ambient temperature;	88%

: 4146-43-4
succinic acid dihydrazide

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

: 269740-04-7
C26H18Cl4N4O4

Conditions

Conditions	Yield
With sulfuric acid In ethanol; N,N-dimethyl-formamide Condensation; Heating;	88%

: 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

: 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

Conditions	Yield
In ethanol; water at 80℃; regioselective reaction;	88%

: 4146-43-4
succinic acid dihydrazide

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

: 269740-03-6
C26H20Br2N4O4

Conditions

Conditions	Yield
With sulfuric acid In ethanol; N,N-dimethyl-formamide Condensation; Heating;	86%

: 4146-43-4
succinic acid dihydrazide

: uranyl(VI) acetate dihydrate

: 90-02-8
salicylaldehyde

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

Conditions

Conditions	Yield
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%

...Expand

: 4146-43-4
succinic acid dihydrazide

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

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

Conditions

Conditions	Yield
In methanol for 0.5h; Reflux;	86%
In methanol for 0.5h; Reflux;	86%
In ethanol; water for 0.5h; Reflux;

: 100-70-9
2-Cyanopyridine

: 4146-43-4
succinic acid dihydrazide

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

Conditions

Conditions	Yield
With sodium In methanol; acetic acid for 5h; Reflux;	86%

: 4146-43-4
succinic acid dihydrazide

: 622-78-6
Benzyl isothiocyanate

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

Conditions

Conditions	Yield
In methanol for 4h; Heating;	85.6%

: 4146-43-4
succinic acid dihydrazide

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

: 90748-49-5
C22H28N6O4S2

Conditions

Conditions	Yield
In methanol for 4h; Heating;	85.5%

: 34035-03-5
5-(4-chlorophenyl)-2-furaldehyde

: 4146-43-4
succinic acid dihydrazide

: 269740-02-5
C26H20Cl2N4O4

Conditions

Conditions	Yield
With sulfuric acid In ethanol; N,N-dimethyl-formamide Condensation; Heating;	85%

: 1121-60-4
pyridine-2-carbaldehyde

: 4146-43-4
succinic acid dihydrazide

: C16H16N6O2

Conditions

Conditions	Yield
In methanol for 12h; Reflux;	85%
In methanol at 0℃; for 8h;	76%
In methanol at 0℃; for 8h;

: 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

Conditions

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

Butanedihydrazide Specification

The Butanedihydrazide is an organic compound with the formula C₄H₁₀N₄O₂. The IUPAC name of this chemical is butanedihydrazide. With the CAS registry number 4146-43-4, it is also named as Succinic Dihydrazide. The product's categories are Carbonyl Compounds; Hydrazides; Organic Building Blocks. Besides, it should be stored in a dark, cool, dry place at room temperature.

Physical properties about Butanedihydrazide are: (1)ACD/LogP: -3.18; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -3.19; (4)ACD/LogD (pH 7.4): -3.18; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 6; (10)#H bond donors: 6; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 47.1 Å²; (13)Index of Refraction: 1.525; (14)Molar Refractivity: 34.89 cm³; (15)Molar Volume: 113.7 cm³; (16)Polarizability: 13.83×10^-24cm³; (17)Surface Tension: 59 dyne/cm; (18)Density: 1.284 g/cm³; (19)Flash Point: 280.5 °C; (20)Enthalpy of Vaporization: 81.78 kJ/mol; (21)Boiling Point: 540.2 °C at 760 mmHg; (22)Vapour Pressure: 9.79E-12 mmHg at 25°C.

Uses of Butanedihydrazide: it can be used to produce 4,4'-dibenzyl bis succinyl thiosemicarbazide by heating. It will need solvent methanol with reaction time of 4 hours. The yield is about 86.5%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(NN)CCC(=O)NN
(2)InChI: InChI=1/C4H10N4O2/c5-7-3(9)1-2-4(10)8-6/h1-2,5-6H2,(H,7,9)(H,8,10)
(3)InChIKey: HCOMFAYPHBFMKU-UHFFFAOYAZ
(4)Std. InChI: InChI=1S/C4H10N4O2/c5-7-3(9)1-2-4(10)8-6/h1-2,5-6H2,(H,7,9)(H,8,10)
(5)Std. InChIKey: HCOMFAYPHBFMKU-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	> 1gm/kg (1000mg/kg)		Journal of Medicinal and Pharmaceutical Chemistry. Vol. 4, Pg. 259, 1961.

Product Name

Butanedihydrazide

Synthetic route

Butanedihydrazide Specification

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