Acetone semicarbazone

Base Information

• Chemical Name: Acetone semicarbazone
• CAS No.: 110-20-3
• Molecular Formula: C4H9N3O
• Molecular Weight: 115.135
• Hs Code.: 38220090
• European Community (EC) Number: 203-746-7
• NSC Number: 456
• DSSTox Substance ID: DTXSID9059383
• Nikkaji Number: J773K
• Mol file: 110-20-3.mol

Synonyms:Acetone semicarbazone;110-20-3;Acetonesemicarbazone;2-(Propan-2-ylidene)hydrazinecarboxamide;(propan-2-ylideneamino)urea;Acetone, semicarbazone;Hydrazinecarboxamide, 2-(1-methylethylidene)-;2-Propanone, semicarbazone;(isopropylideneamino)urea;C4H9N3O;NSC 456;EINECS 203-746-7;BRN 0970110;AI3-00507;2-Propanone semicarbazone;WLN: ZVMNUY1 & 1;[(propan-2-ylidene)amino]urea;1-(propan-2-ylideneamino)urea;NSC456;SCHEMBL6219184;DTXSID9059383;SCHEMBL20707884;NSC-456;STR04088;MFCD00014785;AKOS009143193;CS-W011237;2-(1-Methylethylidene)hydrazinecarboxamide;A0058;FT-0621804;E78190;A802165;W-108694

Chemical Property of Acetone semicarbazone

Chemical Property:

• Appearance/Colour: Clear liquid
• Melting Point: 189-190 °C
• Refractive Index: 1.511
• Boiling Point: 215.41°C (rough estimate)
• PKA: 12.31±0.46(Predicted)
• PSA: 67.48000
• Density: 1.171 g/cm³
• LogP: 1.14170
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 115.074561919
• Heavy Atom Count: 8
• Complexity: 115

Purity/Quality:

99%min , ^*data from raw suppliers

Acetone Semicarbazone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.
• Hazard Codes: R22:Harmful if swallowed.
• Statements: 22
• Safety Statements: 22-36/37-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NNC(=O)N)C
• Uses: Acetone Semicarbazone is used as the starting material to synthesize Isazophos which is a pesticide.

Technology Process of Acetone semicarbazone

There total 15 articles about Acetone semicarbazone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

semicarbazide hydrochloride (563-41-7) + acetone (67-64-1) → acetone semicarbazone (110-20-3)

Guidance literature:

With sodium acetate; In water;

Reference yield:

4-isopropylidene-5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one (22123-17-7) + hydrazine carboxamide (4426-72-6,51433-48-8,57-56-7) → edaravone (89-25-8) + acetone semicarbazone (110-20-3)

Guidance literature:

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

DOI:10.1002/jhet.5570240128

Reference yield:

hydrazine carboxamide (4426-72-6,51433-48-8,57-56-7) + acetone (67-64-1) → acetone semicarbazone (110-20-3)

Guidance literature:

With acetic acid;

upstream raw materials:

hydrazine carboxamide

acetone

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

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

Downstream raw materials:

1-benzoyl semicarbazide

acetone-[4-(4-phenylazo-phenyl)-semicarbazone]

4-(4-ethoxy-phenyl)-semicarbazide

acetone-(4-o-tolyl semicarbazone)

Refernces

• 1、 Fesenko, Anastasia A.,Trafimova, Ludmila A.,Zimin, Maxim O.,Kuvakin, Alexander S.,Shutalev, Anatoly D.. "N2-Alkylation of semicarbazones. A general and efficient protocol for the synthesis of 2-alkylsemicarbazides from semicarbazide". . p. 176 - 189. Retrieved 2020/02/13.
• 2、 -. "PYRAZOLOSPIROKETONE ACETYL-C0A CARBOXYLASE INHIBITORS". Page/Page column 37. . Retrieved 2009/12/27.