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Acetone semicarbazone

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Name

Acetone semicarbazone

EINECS 203-746-7
CAS No. 110-20-3 Density 1.171 g/cm3
PSA 67.48000 LogP 1.14170
Solubility N/A Melting Point 189-190 °C
Formula C4H9N3O Boiling Point 215.41°C (rough estimate)
Molecular Weight 115.135 Flash Point N/A
Transport Information N/A Appearance Clear liquid
Safety 22-36/37 Risk Codes 22
Molecular Structure Molecular Structure of 110-20-3 (Acetone semicarbazone) Hazard Symbols R22:Harmful if swallowed.;
Synonyms

Acetone,semicarbazone (6CI,7CI,8CI);

Article Data 12

Acetone semicarbazone Synthetic route

563-41-7

semicarbazide hydrochloride

67-64-1

acetone

110-20-3

acetone semicarbazone

Conditions
ConditionsYield
With sodium acetate In water75%
With sodium acetate In water at 20℃; for 18h;75%
With sodium acetate In ethanol; water for 0.5h;
With sodium acetate In water at 20℃;

isopropyl-diazenecarboxylic acid amide

110-20-3

acetone semicarbazone

Conditions
ConditionsYield
an der Luft;
4426-72-6, 51433-48-8

hydrazine carboxamide

67-64-1

acetone

110-20-3

acetone semicarbazone

Conditions
ConditionsYield
With acetic acid
With alkali
22123-17-7

4-isopropylidene-5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one

4426-72-6, 51433-48-8

hydrazine carboxamide

A

89-25-8

edaravone

B

110-20-3

acetone semicarbazone

Conditions
ConditionsYield
With sodium acetate In ethanol for 1h; Product distribution; Ambient temperature;
108161-18-8

5-Methyl-4-(1-methylethylidene)-2-(4'-chlorophenyl)-2,4-dihydro-3H-pyrazol-3-one

4426-72-6, 51433-48-8

hydrazine carboxamide

A

13024-90-3

1-(4-chlorophenyl)-3-methyl-2-pyrazolin-5-one

B

110-20-3

acetone semicarbazone

Conditions
ConditionsYield
With sodium acetate In ethanol for 1h; Product distribution; Ambient temperature;
85921-22-8

5-Methyl-4-(1-methylethylidene)-2-(4'-methoxyphenyl)-2,4-dihydro-3H-pyrazol-3-one

4426-72-6, 51433-48-8

hydrazine carboxamide

A

60798-06-3

1-(4-methoxyphenyl)-3-methyl-2-pyrazolin-5-one

B

110-20-3

acetone semicarbazone

Conditions
ConditionsYield
With sodium acetate In ethanol for 1h; Product distribution; Ambient temperature;
76973-30-3

5-Methyl-4-(1-methylethylidene)-2-(4'-nitrophenyl)-2,4-dihydro-3H-pyrazol-3-one

4426-72-6, 51433-48-8

hydrazine carboxamide

A

6402-09-1

1-(4'-nitrophenyl)-3-methyl-5-pyrazolone

B

110-20-3

acetone semicarbazone

Conditions
ConditionsYield
With sodium acetate In ethanol for 1h; Product distribution; Ambient temperature;
563-41-7

semicarbazide hydrochloride

127-08-2

potassium acetate

627-70-3

propan-2-one azine

110-20-3

acetone semicarbazone

4426-72-6, 51433-48-8

hydrazine carboxamide

acetone sodium bisulfite

acetone sodium bisulfite

110-20-3

acetone semicarbazone

Conditions
ConditionsYield
With water
With ethanol
With benzene
14869-57-9

1-isopropyl semicarbazide

7722-84-1

dihydrogen peroxide

110-20-3

acetone semicarbazone

Acetone semicarbazone Chemical Properties

Product Name: Acetone semicarbazone (CAS NO.110-20-3)


Molecular Formula: C4H9N3O
Molecular Weight: 115.13g/mol
H bond acceptors: 4
H bond donors: 3
Freely Rotating Bonds: 1
Polar Surface Area: 35.91Å2
Index of Refraction: 1.511
Molar Refractivity: 29.47 cm3
Molar Volume: 98.3 cm3
Surface Tension: 39.2 dyne/cm
Mol File: 110-20-3.mol
Einecs: 203-746-7
Melting Point: 189-190°C
Density: 1.17 g/cm3
Surface Tension: 39.2 dyne/cm
XLogP3-AA: 1.6
H-Bond Donor: 0
H-Bond Acceptor: 2
Product Categories: Pharmaceutical Intermediates
InChI
InChI=1/C4H9N3O/c1-3(2)6-7-4(5)8/h1-2H3,(H3,5,7,8)
Smiles
O=C(N\N=C(\C)C)N

Acetone semicarbazone Production

With hydrazine hydrate and urea as raw materials, condensation may semicarbazide solution, and then with acetone synthesis, refining was finished. Hydrazine hydrate and urea will be mixed, heated to 97-104 °C , return to 6-7h. Down to 45 °C , filtration, may semicarbazide solution. The filtrate cooling to 25 °C , by adding acetone, the natural temperature 50-60 °C , heat 1h. Cooling to 20 °C  below, filtration, cake drying, may acetonide ammonia urea. Ingredients weight ratio: hydrazine hydrate (40%): Urea: acetone = 1:0.67:0.56. Yield of 90%. As intermediates, the appearance is white powder, melting point 185-189 °C . Consumption of raw materials fixed: hydrazine hydrate (40%) 300kg / t, urea (industrial) 870kg / t, acetone (industrial) 720kg / t.

Acetone semicarbazone Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 90mg/kg (90mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmacology and Experimental Therapeutics. Vol. 122, Pg. 110, 1958.

Acetone semicarbazone Consensus Reports

Reported in EPA TSCA Inventory.

Acetone semicarbazone Safety Profile

Poison by intravenous route. When heated to decomposition it emits toxic fumes of NOx.
Safety Information of Acetone semicarbazone (CAS NO.110-20-3):
Risk Statements: 22 
22:  Harmful if swallowed 
Safety Statements: 22-36/37
22:  Do not breathe dust
36:  Wear suitable protective clothing  
37:  Wear suitable gloves

Acetone semicarbazone Specification

 Acetone semicarbazone , its CAS NO. is 110-20-3, the synonyms is 2-(1-Methylethylidene)-hydrazinecarboxamid ; Hydrazinecarboxamide, 2-(1-methylethylidene)- ; Aurora ka-350 ; Acetone semicarbazone ; 2-Propanone semicarbazone ; Acetonesemicarbazone ; 2-Propanonesemicarbazone ; Acetone semicarbazon ; Acetone semecarbazone . Acetone semicarbazone (CAS NO.110-20-3) is used to produce pharmaceutical intermediates furan tannin.

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