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1,2-HYDRAZINEDICARBOXAMIDE
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Name

1,2-HYDRAZINEDICARBOXAMIDE

 EINECS 203-747-2
CAS No. 110-21-4 Density 1.461g/cm3
PSA 110.24000 LogP 0.42040
Solubility N/A Melting Point 247-250 °C
Formula C2H6 N4 O2 Boiling Point °Cat760mmHg
Molecular Weight 118.095 Flash Point °C
Transport Information N/A Appearance WHITE POWDER
Safety Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx. Risk Codes 36/37/38
Molecular Structure Molecular Structure of 110-21-4 (BIUREA) Hazard Symbols N/A
Synonyms

Biurea(6CI,7CI,8CI);1,1'-Hydrazobis(formamide);Bicarbamamide;Bicarbamimidic acid;Cellmic 142;Diurea;FE 823;HDCA;Hydradicarbonamide;Hydrazine,1,2-bis(aminocarbonyl)-;Hydrazine-N,N'-bis(carboxamide);Hydrazinedicarboxylicacid diamide;Hydrazocarbonamide;Hydrazodicarbamide;Hydrazodicarbonamide;Hydrazodicarboxamide;KBH 30;LDA;LDA (fire retardant);N,N'-Biscarbamoylhydrazine;NSC 1897;S 3176;Ureidourea;

Article Data 120

1,2-HYDRAZINEDICARBOXAMIDE Synthetic route

123-77-3

Azodicarboxamid

110-21-4

hydrazodicarboxamide

Conditions
ConditionsYield
With hydrazine hydrate In acetonitrile at 20℃; for 1.5h;98%
With hydrogen sulfide; water beim Kochen;
With hydrogenchloride beim Kochen;
With water; sodium carbonate beim Kochen;
sodium chlorobiuret salt

sodium chlorobiuret salt

110-21-4

hydrazodicarboxamide

Conditions
ConditionsYield
With ammonia; aluminum (III) chloride; zinc(II) chloride In water at 10 - 60℃; for 1h;97%
With ammonia; aluminum (III) chloride; zinc(II) chloride In water at 10 - 60℃; for 1h;96%
With ammonia; cadmium(II) chloride; zinc(II) chloride In water at 10 - 60℃; for 1h;96%
108-19-0

BIURET

110-21-4

hydrazodicarboxamide

Conditions
ConditionsYield
Stage #1: BIURET With sodium hypochlorite In water at 5 - 10℃;
Stage #2: With ammonia; zinc(II) chloride In water at 100℃; for 0.5h; Product distribution / selectivity;		96%
Stage #1: BIURET With sodium hypochlorite In water at 5 - 10℃;
Stage #2: With ammonia In water at 100℃; for 0.5h; Product distribution / selectivity;		95%
Stage #1: BIURET With sodium hypochlorite In ethanol; water at 5 - 10℃;
Stage #2: With ammonia In ethanol; water at 100℃; for 0.5h; Product distribution / selectivity;		85%

chlorobiuret sodium salt

110-21-4

hydrazodicarboxamide

Conditions
ConditionsYield
With ammonia; zinc(II) chloride In water at 10 - 100℃; for 0.5h; Product distribution / selectivity;93%
With ammonia; hydrogenchloride In water at 10 - 100℃; for 0.5h; Product distribution / selectivity;92%
With ammonia; nickel diacetate In water at 10 - 100℃; for 0.5h; Product distribution / selectivity;92%
With ammonia In water at 10 - 100℃; for 0.5h; Product distribution / selectivity;87%
81824-93-3

(E)-2-(3,4,5-trimethoxybenzylidene)hydrazine carboxamide

A

110-21-4

hydrazodicarboxamide

B

7251-01-6

(1E, 2E)-1,2-bis(3,4,5-trimethoxybenzylidene)hydrazine

Conditions
ConditionsYield
In tetrahydrofuran at 120 - 150℃; Rearrangement; elimination;A n/a
B 87%

(E)-2-benzylidenehydrazine-1-carboxamide

A

110-21-4

hydrazodicarboxamide

B

28867-76-7

benzaldehyde benzylidenehydrazone

Conditions
ConditionsYield
In tetrahydrofuran at 120 - 150℃; Rearrangement; elimination;A n/a
B 85%
16742-62-4

3,4-methylenedioxybenzaldehyde semicarbazone

A

110-21-4

hydrazodicarboxamide

B

(2E,N'E)-3-(benzo[d][1,3]dioxol-5-yl)-N'-(benzo[d][1,3]dioxol-5-ylmethylene)-2-cyanoacrylohydrazide

Conditions
ConditionsYield
In tetrahydrofuran at 120 - 150℃; Rearrangement; elimination;A n/a
B 84%
120445-53-6

(E)-2-(4-methoxybenzylidene)hydrazine carboxamide

A

110-21-4

hydrazodicarboxamide

B

41097-47-6

N,N'-Bis-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazine

Conditions
ConditionsYield
In tetrahydrofuran at 120 - 150℃; Rearrangement; elimination;A n/a
B 83%

2,4-dimethoxybenzaldehyde semicarbazone

A

110-21-4

hydrazodicarboxamide

B

134691-71-7

(1E,2E)-1,2-bis(3,4-dimethoxybenzylidene)hydrazine

Conditions
ConditionsYield
In tetrahydrofuran at 120 - 150℃; Rearrangement; elimination;A n/a
B 68%
27991-08-8

N-acetoacetylphenylhydroxyloamine

A

110-21-4

hydrazodicarboxamide

B

100-65-2

N-Phenylhydroxylamine

C

57303-41-0

1-carbamido-3-methyl-2-pyrazolin-5-one

D

495-48-7

azoxybenzene

Conditions
ConditionsYield
With semicarbazide hydrochloride; sodium carbonate In ethanol for 24h; Ambient temperature; Further byproducts given;A 63%
B 35%
C 15.5%
D 30%

1,2-HYDRAZINEDICARBOXAMIDE Chemical Properties

IUPAC Name: 1,2-Hydrazinedicarboxamide
The MF of 1,2-Hydrazinedicarboxamide (110-21-4) is C2H6N4O2.

                             
The MW of 1,2-Hydrazinedicarboxamide (110-21-4) is 118.09.
Synonyms of 1,2-Hydrazinedicarboxamide (110-21-4): Hydrazine-1,2-dicarboxamide ; 1, 2-Hydrazinedicarboxamide ; 1,1'-Hydrazinebisformamide ; 1,1-Hydrazoformamide 
Product Categories: Pharmaceutical Intermediates;Hydrazines,Hydrazones and Oximes
Apperance: White powder
Index of Refraction: 1.547 
Density: 1.461 g/ml
EINECS: 203-747-2
Melting Point: 239-241 °C

1,2-HYDRAZINEDICARBOXAMIDE Uses

   1,2-Hydrazinedicarboxamide (110-21-4) is used as the production of ADC foaming agent.

1,2-HYDRAZINEDICARBOXAMIDE Production

It is chemically classified as an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

1,2-HYDRAZINEDICARBOXAMIDE Toxicity Data With Reference

1.    

orl-rat LD50:>2 g/kg

     ATDAEI    Acute Toxicity Data. Journal of the American College of Toxicology, Part B. 15 (Suppl 1),(1996),S92.

1,2-HYDRAZINEDICARBOXAMIDE Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx.Safety information of 1,2-Hydrazinedicarboxamide (110-21-4):
Risk Statements 
36/37/38  Irritating to eyes, respiratory system and skin
Safety Statements
24/25  Avoid contact with skin and eyes

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