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Butanedihydrazide

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Name

Butanedihydrazide

EINECS 223-970-9
CAS No. 4146-43-4 Density 1.284 g/cm3
PSA 110.24000 LogP -0.07120
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 N/A Appearance N/A
Safety Risk Codes 22
Molecular Structure Molecular Structure of 4146-43-4 (Butanedihydrazide) Hazard Symbols HarmfulXn
Synonyms

Butanedioicacid, dihydrazide (9CI);Succinic acid, dihydrazide (6CI,7CI,8CI);NSC 25180;NSC 29540;NSC 42940;Succinhydrazide;Succinic acid, hydrazide;Succinicdihydrazide;Succinoyldihydrazine;Succinyl dihydrazide;

Article Data 30

Butanedihydrazide Synthetic route

123-25-1

succinic acid diethyl ester

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
106-65-0

Dimethyl succinate

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%
123-56-8

Succinimide

4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
With ethanol; hydrazine hydrate
108-30-5

succinic acid anhydride

4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
With ethanol; hydrazine hydrate
With hydrazine hydrate

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

4146-43-4

succinic acid dihydrazide

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

succinic acid

4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
With hydrazine hydrate Heating;
17511-68-1

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

4146-43-4

succinic acid dihydrazide

Conditions
ConditionsYield
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

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
ConditionsYield
at 120 - 130℃;

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.

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