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497-18-7

Basic Information
CAS No.: 497-18-7
Name: Carbonic dihydrazide
Article Data: 42
Cas Database
Molecular Structure:
Molecular Structure of 497-18-7 (Carbonic dihydrazide)
Formula: CH6N4O
Molecular Weight: 90.0848
Synonyms: 1, 3-Diaminourea;Carbonic acid, dihydrazide;Carbazic acid, hydrazide;Carbonothioic dichloride;Urea, N,N-diamino-;Carbonohydrazide;1,3-Diaminomocovina;Hydrazinecarboxamide, N-amino-;1,3-Diaminourea;Semicarbazide, 4-amino-;Urea, 1,3-diamino-;OCarbohydrazide;Hydrazine, carbonylbis-;
EINECS: 207-837-2
Density: 1.341 g/cm3
Melting Point: 150-153 °C(lit.)
Boiling Point: 167.26°C (rough estimate)
Flash Point: N/A
Solubility: soluble in water, insoluble in alcohol, ether, chloroform, benzene
Appearance: white powder
Hazard Symbols: HarmfulXn,IrritantXi,DangerousN
Risk Codes: 5-51/53-36/37/38-20/21/22-43
Safety: 61-36/37/39
Transport Information: UN 3077
PSA: 93.17000
LogP: 0.21540
Synthetic route
616-38-6

carbonic acid dimethyl ester

497-18-7

carbonodihydrazide

Conditions
ConditionsYield
With hydrazine hydrate In methanol; water at 75℃; for 0.000833333h; Solvent;99%
With hydrazine hydrate In methanol; water at 70 - 75℃; for 3h;98.5%
With hydrazine hydrate; acetic acid In ethanol for 3h; Reflux;89.1%
105-58-8

Diethyl carbonate

497-18-7

carbonodihydrazide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol; water at 75 - 80℃; for 2h;98.8%
With hydrazine hydrate Substitution; Heating;80%
With hydrazine hydrate destilliert langsam den abgespaltenen Alkohol und anschliessend Wasser und nicht umgesetztes Ausgangsmaterial ab;
2980-33-8

1H-3,5-dinitropyridine-2-one

A

2075-46-9

4-nitro-1H-pyrazole

B

497-18-7

carbonodihydrazide

Conditions
ConditionsYield
With hydrazine hydrate at 90 - 95℃; for 7h;A 87%
B n/a
6332-56-5

3-nitropyridone

A

288-13-1

NH-pyrazole

B

497-18-7

carbonodihydrazide

Conditions
ConditionsYield
With hydrazine hydrate at 90 - 95℃; for 7h;A 74%
B 75%
With hydrazine hydrate at 90 - 95℃; for 7h; Product distribution; also 3,5-dinitropyridone investigated;A 74%
B 75%
616-38-6

carbonic acid dimethyl ester

A

6294-89-9

hydrazinecarboxylic acid methyl ester

B

497-18-7

carbonodihydrazide

Conditions
ConditionsYield
With hydrazine hydrate In neat (no solvent) at 80℃; Temperature;A 53%
B 35%

3-(2-Oxo-2-phenyl-ethyl)-5-[1-phenyl-meth-(Z)-ylidene]-thiazolidine-2,4-dione

A

78831-00-2

6-phenyl-4,5-dihydro-1,2,4-triazin-3(2H)-one

B

497-18-7

carbonodihydrazide

Conditions
ConditionsYield
With hydrazine hydrate In water; acetic acid for 6h; hydrazinolysis; Heating;A 45%
B n/a
102-09-0

bis(phenyl) carbonate

497-18-7

carbonodihydrazide

Conditions
ConditionsYield
With water; hydrazine man saugt das auskrystallisierende Hydrazinphenolat ab und dampft die waessr. Loesung im Vakuum ein;
10195-79-6

hydrazonium hydrazincarbonate

497-18-7

carbonodihydrazide

Conditions
ConditionsYield
at 140℃; im geschlossenen Rohr;
at 140℃;
heating at 140°C in a bomb tube;
530-62-1

1,1'-carbonyldiimidazole

497-18-7

carbonodihydrazide

Conditions
ConditionsYield
With hydrazine hydrate
7647-01-0

hydrogenchloride

27048-31-3

benzaldehyde (5-phenyl-[1,3,4]oxadiazol-2-yl)-hydrazone

497-18-7

carbonodihydrazide

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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

DOT Classification:  Forbidden

Specification

The Carbohydrazide, with the CAS registry number 497-18-7, is also known as 1,3-Diaminourea. It belongs to the product categories of Pharmaceutical Intermediates; Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes; API intermediates; Water Ttreatment Chemicals; Carbonyl Compounds; Hydrazides; Organic Building Blocks. Its EINECS number is 207-837-2. This chemical's molecular formula is CH6N4O and molecular weight is 90.08. What's more, its systematic name is Carbonohydrazide. This chemical should be sealed and stored in a ventilated and dry place. Moreover, it should be protected from oxides. It is used as an oxygen scavenger in water treatment for boilers. It is an alternative to the hazardous and potentially carcinogenic hydrazine. Carbohydrazide reacts with oxygen to make water, nitrogen and urea. It is widely used in the production of drugs, herbicides, plant growth regulators, and dyestuffs.

Physical properties of Carbohydrazide are: (1)ACD/LogP: -1.657; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.69; (4)ACD/LogD (pH 7.4): -1.66; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 2.79; (8)ACD/KOC (pH 7.4): 2.99; (9)#H bond acceptors: 5; (10)#H bond donors: 6; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 93.17 Å2; (13)Index of Refraction: 1.537; (14)Molar Refractivity: 20.972 cm3; (15)Molar Volume: 67.149 cm3; (16)Polarizability: 8.314×10-24cm3; (17)Surface Tension: 65.4 dyne/cm; (18)Density: 1.341 g/cm3.

Preparation: this chemical can be prepared by carbonic acid diethyl ester by heating. This reaction will need reagent N2H4·H2O. The yield is about 80%.

Carbohydrazide can be prepared by carbonic acid diethyl ester by heating

Uses of Carbohydrazide: it can be used to produce 1-benzylidene-carbonohydrazide at the temperature of 20 °C. It will need solvent methanol with the reaction time of 24 hours. The yield is about 54%.

Carbohydrazide can be used to produce 1-benzylidene-carbonohydrazide at the temperature of 20 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. It may cause sensitisation by skin contact. This substance is toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. When heating, it may cause an explosion. When using it, you need to wear suitable protective clothing, gloves and eye/face protection. You should avoid releasing it to the environment, and you need to refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(NN)NN
(2)Std. InChI: InChI=1S/CH6N4O/c2-4-1(6)5-3/h2-3H2,(H2,4,5,6)
(3)Std. InChIKey: XEVRDFDBXJMZFG-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 167mg/kg (167mg/kg)   Journal of Medicinal and Pharmaceutical Chemistry. Vol. 4, Pg. 259, 1961.
mouse LD50 intravenous 120mg/kg (120mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmacology and Experimental Therapeutics. Vol. 122, Pg. 110, 1958.
mouse LD50 subcutaneous 131mg/kg (131mg/kg)   Acta Biologica et Medica Germanica. Vol. 21, Pg. 635, 1968.