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| CAS No.: | 110-20-3 |
|---|---|
| Name: | Acetone semicarbazone |
| Molecular Structure: | |
|
|
|
| Formula: | C4H9N3O |
| Molecular Weight: | 115.135 |
| Synonyms: | Acetone,semicarbazone (6CI,7CI,8CI); |
| EINECS: | 203-746-7 |
| Density: | 1.171 g/cm3 |
| Melting Point: | 189-190 °C |
| Boiling Point: | 215.41°C (rough estimate) |
| Appearance: | Clear liquid |
| Hazard Symbols: | R22:Harmful if swallowed.; |
| Risk Codes: | 22 |
| Safety: | 22-36/37 |
| PSA: | 67.48000 |
| LogP: | 1.14170 |
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| Conditions | Yield |
|---|---|
| With sodium acetate In water | 75% |
| 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℃; |
- 110-20-3
acetone semicarbazone
| Conditions | Yield |
|---|---|
| an der Luft; |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| With sodium acetate In ethanol for 1h; Product distribution; Ambient temperature; |
- 7732-18-5
water
- 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
- 110-20-3
acetone semicarbazone
| Conditions | Yield |
|---|---|
| With water | |
| With ethanol | |
| With benzene |
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Chemistry
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
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.
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. |
Consensus Reports
Reported in EPA TSCA Inventory.
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
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.