Acetone semicarbazone supplier

Name
Acetone semicarbazone
EINECS 203-746-7
CAS No. 110-20-3
Article Data12
CAS DataBase
Density 1.171 g/cm³
Solubility
Melting Point 189-190 °C
Formula C₄H₉N₃O
Boiling Point 215.41°C (rough estimate)
Molecular Weight 115.135
Flash Point
Transport Information
Appearance Clear liquid
Safety 22-36/37
Risk Codes 22
Molecular Structure
Hazard Symbols R22:Harmful if swallowed.;
Synonyms Acetone,semicarbazone (6CI,7CI,8CI);
PSA 67.48000
LogP 1.14170

Synthetic route

: 563-41-7
semicarbazide hydrochloride

: 67-64-1
acetone

: 110-20-3
acetone semicarbazone

Conditions

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℃;

: isopropyl-diazenecarboxylic acid amide

: 110-20-3
acetone semicarbazone

Conditions

Conditions	Yield
an der Luft;

: 4426-72-6, 51433-48-8
hydrazine carboxamide

: 67-64-1
acetone

: 110-20-3
acetone semicarbazone

Conditions

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

Conditions	Yield
With sodium acetate In ethanol for 1h; Product distribution; Ambient temperature;

...Expand

: 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

Conditions	Yield
With sodium acetate In ethanol for 1h; Product distribution; Ambient temperature;

...Expand

: 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

Conditions	Yield
With sodium acetate In ethanol for 1h; Product distribution; Ambient temperature;

...Expand

: 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

Conditions	Yield
With sodium acetate In ethanol for 1h; Product distribution; Ambient temperature;

...Expand

: 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

...Expand

: 4426-72-6, 51433-48-8
hydrazine carboxamide

acetone sodium bisulfite: acetone sodium bisulfite

: 110-20-3
acetone semicarbazone

Conditions

Conditions	Yield
With water
With ethanol
With benzene

: 14869-57-9
1-isopropyl semicarbazide

: 7722-84-1
dihydrogen peroxide

: 110-20-3
acetone semicarbazone

: isopropyl-diazenecarboxylic acid amide

acid: acid

: 110-20-3
acetone semicarbazone

: isopropyl-diazenecarboxylic acid amide

: 7732-18-5
water

KOH-solution: KOH-solution

: 110-20-3
acetone semicarbazone

...Expand

: 14869-57-9
1-isopropyl semicarbazide

: 7732-18-5
water

permanganate: permanganate

: 110-20-3
acetone semicarbazone

...Expand

: 14869-57-9
1-isopropyl semicarbazide

: 7664-93-9
sulfuric acid

permanganate: permanganate

A: isopropyl-diazenecarboxylic acid amide

B: 110-20-3
acetone semicarbazone

...Expand

methanolic sodium methylate: methanolic sodium methylate

: 96-34-4
methyl chloroacetate

: 110-20-3
acetone semicarbazone

: 61619-60-1
1-methyl-3-(5-nitro-furan-2-yl)-1H-pyrazole-4-carbaldehyde

: 61620-57-3
1-[1-methyl-3-(5-nitro-furan-2-yl)-1H-pyrazol-4-ylmethyleneamino]-imidazolidine-2,4-dione

Conditions

Conditions	Yield
With hydrogenchloride In N-methyl-acetamide; water; isopropyl alcohol	90%

...Expand

: 1271-19-8
bis(cyclopentadienyl)titanium dichloride

: 110-20-3
acetone semicarbazone

: (C5H5)2Ti((CH3)2CNNCONH2)Cl

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran byproducts: triethylamine hydrochloride; stirring for 25hours, filtration, evaporation; recryst., elem. anal.;	90%

: 141-43-5
ethanolamine

: 110-20-3
acetone semicarbazone

: 98278-63-8
acetone 4-(2-hydroxyethyl)semicarbazone

Conditions

Conditions	Yield
In toluene Heating;	81%
In toluene for 7h; transamination; Heating;	81%

: 61676-63-9
2-isopropoxy-1,3,2-benzodioxaborole

: 110-20-3
acetone semicarbazone

: 90963-54-5
C6H4(O)2B(CH3)2CNNCONH2

Conditions

Conditions	Yield
In benzene byproducts: isopropanol; reflux for 8-10h, isopropanol was removed azeotropically, evaporation; TLC, elem. anal.;	81%

: 35238-97-2
Shrock-Osborn catalyst

: 75-09-2
dichloromethane

: 1333-74-0
hydrogen

: 67-64-1
acetone

: 110-20-3
acetone semicarbazone

: cis,trans-[RhH2(PPh3)2(acetone semicarbazone)]PF6 * 0.5CH2Cl2

Conditions

Conditions	Yield
In acetone byproducts: acetone; under Ar; Rh complex treated with H2 (1 atm) in acetone at room temp. for 2.5 h, semicarbazone added, stirred at room temp. for ca. 15 min; evapd. under vac. at room temp., residue dissolved in CH2Cl2, addn. of hexane or Et2O, ppt. collected, dried under vac. overnight; elem. anal.;	78%

...Expand

: MoI(CO)2(NCMe)2(η3-C3H5)

: 110-20-3
acetone semicarbazone

: MoI(CO)2(Me2CNNHCONH2)(η3-C3H5)

Conditions

Conditions	Yield
In dichloromethane N2; room temp., equimolar quantities, 15 min;; filtered, washed with Et2O, dried in vacuo, elem. anal.;;	76%

: MoI(CO)2(NCMe)2(η3-C3H5)

: 110-20-3
acetone semicarbazone

: {MoI(CO)2((CH3)2CNNHCONH2)(C3H5)}

Conditions

Conditions	Yield
In dichloromethane equimolar amts. of educts; pptn. (addn. of Et2O); elem. anal.;	76%

: 110-20-3
acetone semicarbazone

: 2-imino-5,5-dimethyl-Δ3-1,3,4-oxadiazoline

Conditions

Conditions	Yield
With lead(IV) acetate; potassium carbonate In dichloromethane for 0.5h;	75%

: 156-87-6
propan-1-ol-3-amine

: 110-20-3
acetone semicarbazone

: 176964-66-2
acetone 4-(3-hydroxypropyl)semicarbazone

Conditions

Conditions	Yield
In toluene Heating;	60%
In toluene

: 109-83-1
(2-hydroxyethyl)(methyl)amine

: 110-20-3
acetone semicarbazone

: acetone 4-(2-hydroxyethyl)-4-methylsemicarbazone

Conditions

Conditions	Yield
In toluene Heating;	60%
In toluene Heating;

: 79-37-8
oxalyl dichloride

: 110-20-3
acetone semicarbazone

: 1-(Dimethyleneamino)imidazole-2,4,5-(1H,3H)-trione

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 4h; Cyclization;	60%

: Co(II) chloride hydrate

: 110-20-3
acetone semicarbazone

: 86743-59-1
Co((CH3)2CNNHCONH2)2Br2

Conditions

Conditions	Yield
With HBr In ethanol; water hot EtOH/H2O soln. of salt mixed with EtOH soln. of ligand, excess of HBr added, mixt. refluxed until brown fumes ceased to come out; concd., cooled, filtered out, washed with 50% EtOH, dried at 60°C; elem. anal.;	60%

: 95-55-6
2-amino-phenol

: 110-20-3
acetone semicarbazone

: 211796-39-3
C10H13N3O2

Conditions

Conditions	Yield
In toluene for 8.5h; Heating;	59%

: 126109-21-5, 125962-97-2, 135267-73-1
{WI(carbonyl)(acetonitrile)(dppm)(eta.2-but-2-yne)}{tetrafluoroborate}

: 110-20-3
acetone semicarbazone

: WI(CO)((CH3)2CNNHCONH2)(((C6H5)2P)2CH2)(CH3C2CH3)(1+)*BF4(1-) = (C34H37IN3O2P2W)(BF4)

Conditions

Conditions	Yield
In dichloromethane N2 atmosphere; addn. of org. compd. to soln. of W-compd. in CH2Cl2 with stirring (N2 stream),reacting (3 h); filtration, partial evapn. (vac.), pptn. on dropwise addn. of Et2O, recrystn. (CH2Cl2/Et2O); elem. anal.;	59%

: [{Ir(μ-Cl)(2-(p-tolyl)pyridinato)2}2]

: 67-66-3
chloroform

: 110-20-3
acetone semicarbazone

: [Ir(2-(p-tolyl)pyridinato)2(acetone semicarbazone(-1H))]*2H2O

Conditions

Conditions	Yield
Stage #1: [{Ir(μ-Cl)(2-(p-tolyl)pyridinato)2}2]; acetone semicarbazone With sodium methylate In methanol; dichloromethane at 20℃; for 3h; Stage #2: chloroform	58%

...Expand

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 110-20-3
acetone semicarbazone

: 112758-40-4
5-methyl-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0℃; for 0.25h; Stage #2: acetone semicarbazone at 70℃; for 4h; Stage #3: With hydrogenchloride; sodium hydroxide more than 3 stages;	52.1%

: 14778-29-1
1,1,2,2,-tetracyanoethane

: 110-20-3
acetone semicarbazone

: 140867-53-4
(5-Amino-3,3,4-tricyano-2,2-dimethyl-2,3-dihydro-pyrrol-1-yl)-urea

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	50%

: 931-53-3
Cyclohexyl isocyanide

: 611-73-4
Benzoylformic acid

: 110-20-3
acetone semicarbazone

: N-cyclohexyl-2-[N'-carbamoyl-N-(2-oxo-2-phenylacetyl)hydrazino]isobutyramide

Conditions

Conditions	Yield
In methanol at 20℃; for 72h; Ugi reaction;	50%

...Expand

: ammonium thiocyanate

: Co(II) chloride hydrate

: 110-20-3
acetone semicarbazone

: 86743-61-5
Co((CH3)2CNNHCONH2)2(NCS)2

Conditions

Conditions	Yield
In ethanol; water hot EtOH/H2O soln. of salt mixed with EtOH soln. of ligand, excess of ammonium thiocyanate soln. in H2O added, mixt. refluxed for 3 h; cooled, filtered out, washed with 50% EtOH, dried at 60°C; elem. anal.;	50%

...Expand

: Co(II) chloride hydrate

: 110-20-3
acetone semicarbazone

: 86743-58-0
Co((CH3)2CNNHCONH2)2Cl2

Conditions

Conditions	Yield
In ethanol; water hot EtOH/H2O soln. of salt mixed with EtOH soln. of ligand, mixt. refluxed for ca. 1 h; cooled, filtered out, washed with 50% EtOH, dried at 60°C; elem. anal.;	50%

: cobalt(II) sulfate hexahydrate

: 110-20-3
acetone semicarbazone

: 86743-60-4
Co((CH3)2CNNHCONH2)2SO4

Conditions

Conditions	Yield
With H2SO4 In ethanol; water Co salt dissolved in min. H2O, few drops of concd. H2SO4 added, heated to 80°C, hot EtOH soln. of ligand added, soln. refluxed for ca. 3 h; concd., cooled, filtered, washed with 50% EtOH, dried at 60°C; elem. anal.;	50%

: chromium(III) nitrate hexahydrate

: 110-20-3
acetone semicarbazone

: Cr(OC(NH2)NHNC(CH3)2)2NO3(2+)*2NO3(1-)=Cr(OC(NH2)NHNC(CH3)2)2(NO3)3

Conditions

Conditions	Yield
In ethanol hot ethanolic chromium salt was mixed with hot ethanolic ligand, mixt. was refluxed on a waterbath for about 4 h; mixt. was concd., cooled overnight, crystalls were filtered, washed with aq. EtOH, dried at ca. 60°C; elem. anal.;	50%

: 762-04-9
phosphonic acid diethyl ester

: 110-20-3
acetone semicarbazone

: 1415724-69-4
diethyl [1-(2-carbamoylhydrazino)-1-methylethyl]phosphonate

Conditions

Conditions	Yield
With tetra[tert-butylphthalocyanine]aluminum chloride at 80℃; for 20h; Inert atmosphere;	50%

: 931-53-3
Cyclohexyl isocyanide

: 7099-91-4
p-methoxybenzoylformic acid

: 110-20-3
acetone semicarbazone

: 898261-58-0
N-cyclohexyl-2-[N'-carbamoyl-N-(2-oxo-2-{p-methoxy}phenylacetyl)hydrazino]isobutyramide

Conditions

Conditions	Yield
In methanol at 20℃; for 72h; Ugi reaction;	48%

...Expand

: chromium chloride hexahydrate

: 110-20-3
acetone semicarbazone

: 84147-76-2
Cr(OC(NH2)NHNC(CH3)2)2Cl2(1+)*Cl(1-)=Cr(OC(NH2)NHNC(CH3)2)2Cl3

Conditions

Conditions	Yield
In ethanol hot ethanolic chromium salt was mixed with hot ethanolic ligand, mixt. was refluxed on a waterbath for about 4 h; mixt. was concd., cooled overnight, crystalls were filtered, washed with aq. EtOH, dried at ca. 60°C; elem. anal.;	45%

: 79-37-8
oxalyl dichloride

: 110-20-3
acetone semicarbazone

: 133559-55-4
1-Aminoimidazole-2,4,5-(1H,3H)-trione

Conditions

Conditions	Yield
In benzene for 4h; Cyclization; Heating;	35%

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 110-20-3
acetone semicarbazone

: 112758-40-4
3-methyl-1H-pyrazole-4-carbaldehyde

Conditions

Conditions	Yield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0℃; for 1.5h; Stage #2: acetone semicarbazone at 0 - 70℃; Stage #3: With sodium hydroxide In water Cooling with ice;	32%
With sodium hydroxide; trichlorophosphate 1.) 60 deg C, 4 h, 2.) from 50 deg C to 60 deg C, 5 min; Yield given. Multistep reaction;

: 110-20-3
acetone semicarbazone

: 30318-89-9
4-methyl-1,2,3-selenadiazole

Conditions

Conditions	Yield
With selenium(IV) oxide; acetic acid for 20h;	17%
With selenium(IV) oxide In acetic acid

: 110-89-4
piperidine

: 108-88-3
toluene

: 110-20-3
acetone semicarbazone

: 876472-00-3
piperidine-1-carboxylic acid isopropylidenehydrazide

Conditions

Conditions	Yield
Erhitzen unter Ausschluss von Feuchtigkeit;

...Expand

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 NO_x.
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.

Product Name

Acetone semicarbazone

Synthetic route

Acetone semicarbazone Chemical Properties

Acetone semicarbazone Production

Acetone semicarbazone Toxicity Data With Reference

Acetone semicarbazone Consensus Reports

Acetone semicarbazone Safety Profile

Acetone semicarbazone Specification

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