Conditions | Yield |
---|---|
In diethyl ether at 0℃; for 10h; | 100% |
Stage #1: phenylhydrazine With triethylamine In dichloromethane at 0℃; Inert atmosphere; Stage #2: acetic anhydride In dichloromethane at 0 - 20℃; Inert atmosphere; | 97% |
With pyridine; aluminum oxide at 90 - 92℃; for 1h; microwave irradiation; | 65% |
Conditions | Yield |
---|---|
With triethylamine In acetonitrile for 8h; Heating; | 98% |
Conditions | Yield |
---|---|
at 80℃; for 3.5h; Inert atmosphere; | 96% |
at 80℃; for 1.5h; | 85% |
at 20 - 80℃; for 1.5h; Inert atmosphere; | 81% |
Conditions | Yield |
---|---|
at 95℃; for 2.5h; Temperature; | 93% |
Conditions | Yield |
---|---|
With copper(II)-grafted guanidine acetic acid-modified magnetite nanoparticles In water at 20℃; for 0.0833333h; Green chemistry; chemoselective reaction; | 90% |
With Fe3O4(at)Chit-TCT-Salen-Cu(II) In water at 20℃; for 0.0833333h; regioselective reaction; | 89% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 24h; | 87% |
With potassium carbonate In ethyl acetate at 20℃; for 7h; Inert atmosphere; regioselective reaction; | 82% |
With sodium hydroxide In tetrahydrofuran for 0.5h; Inert atmosphere; | |
With sodium hydroxide In tetrahydrofuran for 0.5h; |
Conditions | Yield |
---|---|
With chloroform; dimethyl sulfoxide at 120℃; for 24h; Green chemistry; | 84% |
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene In neat (no solvent) at 120℃; for 0.333333h; Microwave irradiation; Green chemistry; | 83% |
In 1,4-dioxane at 20℃; for 0.5h; Microwave irradiation; Sealed tube; | 78% |
With [Mn((N'1E,N'2E)-N'1,N'2-bis(phenyl(pyridin-2-yl)methylene)oxalohydrazide(-H))(OAc)(H2O)]2*6H2O In neat (no solvent) at 120℃; for 24h; | 70% |
at 160℃; under 12929 Torr; for 0.166667h; Microwave irradiation; Sealed tube; | 54% |
at 150℃; |
benzenediazonium
dimethylglyoxal
A
biacetyl phenylhydrazone
B
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
With titanium(III) chloride In acetic acid for 0.666667h; Ambient temperature; | A 16% B 65% |
mono-O-acetyl maleic hydrazide
phenylhydrazine
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 70 - 80℃; for 2h; | 65% |
phenylhydrazine
ethyl 2-acetylacetoacetate
A
3-methyl-2-pyrazoline-5-one
B
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
In diethyl ether at -30 - -25℃; | A n/a B 64% |
2,5-dimethyl-2-phenylazo-furan-3-one
A
Acetic acid N-((Z)-3-amino-but-2-enoyl)-N'-phenyl-hydrazide
B
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
With ammonia In methanol 1.) 0 deg C, 15 min, 2.) RT; Yield given; | A 60% B n/a |
With ammonia In methanol 1.) 0 deg C, 15 min, 2.) RT; Yields of byproduct given; | A 60% B n/a |
benzene-1,2-diol
2-(diethylamino)-5-methyl-3-phenyl-2-(phenylimino)-Δ4-1,3,4,2λ5-oxadiazaphospholine
B
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
In chloroform for 0.5h; Heating; | A 53% B n/a |
benzene-1,2-diol
N-cyclohexyl-N'-phenylphosphorodiamidic 2-acetyl-1-phenylhydrazide
B
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
In chloroform for 0.5h; Heating; | A 41% B n/a |
benzenediazonium
1-Phenylpropane-1,2-dione
A
1-phenyl-propane-1,2-dione-2-phenylhydrazone
B
1-acetyl-2-phenylhydrazine
C
N-benzoyl-N'-phenylhydrazine
Conditions | Yield |
---|---|
With titanium(III) chloride In acetic acid at 50℃; for 0.666667h; | A 29% B 25% C 40% |
phenylhydrazine
4-acetyl-3-amino-5-oxo-3-hexenenitrile
A
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
In ethanol for 72h; Ambient temperature; | A 40% B 24% C 18% |
benzenediazonium
1-Phenylpropane-1,2-dione
A
1-phenyl-propane-1,2-dione-2-phenylhydrazone
B
1-acetyl-1-benzoyl-2-phenylhydrazine
C
1-acetyl-2-phenylhydrazine
D
N-benzoyl-N'-phenylhydrazine
Conditions | Yield |
---|---|
With titanium(III) chloride In acetic acid for 0.666667h; | A 28% B 35% C 10% D 22% |
acetyl-methyl-malonic acid diethyl ester
phenylhydrazine acetate
1-acetyl-2-phenylhydrazine
(1-nitro-ethylidene)-phenyl-hydrazine
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
With sodium methylate |
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
With sodium carbonate |
Conditions | Yield |
---|---|
With acetone |
acetic anhydride
acetone phenylhydrazone
A
N'-acetyl-N'-phenylacetohydrazide
B
1-acetyl-2-phenylhydrazine
phenyl-hydrazine; sodium-compound
acetic anhydride
1-acetyl-2-phenylhydrazine
diethyl ether
acetic anhydride
phenylhydrazine
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
bei der Einwirkung auf Phenylhydrazinnatrium; |
acetic anhydride
phenylhydrazine
benzene
1-acetyl-2-phenylhydrazine
phenylhydrazine acetate
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
at 80 - 90℃; |
Acetyl cyanide
propionic acid
phenylhydrazine
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
at 170℃; im Druckrohr; |
phenyl-hydrazine; sodium-compound
acetyl chloride
A
N'-acetyl-N'-phenylacetohydrazide
B
1-acetyl-2-phenylhydrazine
chloroacetyl chloride
1-acetyl-2-phenylhydrazine
2-acetyl-1-(2-chloroacetyl)phenylhydrazine
Conditions | Yield |
---|---|
In dichloromethane for 0.5h; | 100% |
With benzene |
acetic anhydride
1-acetyl-2-phenylhydrazine
N'-acetyl-N'-phenylacetohydrazide
Conditions | Yield |
---|---|
99% |
trimethyl(pentafluorophenyl)silane
1-acetyl-2-phenylhydrazine
A
Pentafluorobenzene
Conditions | Yield |
---|---|
With (K-18-crown-6 ether) cyanide In acetonitrile at 20℃; for 8h; sealed evacuated ampul; | A n/a B 98% |
1-acetyl-2-phenylhydrazine
1-methyl-3-phenyl-2,3-diazaprop-2-en-1-one
Conditions | Yield |
---|---|
With pyridine; manganese(IV) oxide; bromine In dichloromethane at 0℃; | 98% |
With pyridine; N-Bromosuccinimide In dichloromethane for 0.5h; Ambient temperature; | 79% |
With potassium hexacyanoferrate(III) In sodium hydroxide; dichloromethane | 19% |
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; 3-amino propanoic acid In 1,4-dioxane at 100℃; for 24h; Goldberg reaction; | 98% |
Lawessons reagent
1-acetyl-2-phenylhydrazine
2-(4-Methoxy-phenyl)-5-methyl-3-phenyl-3H-[1,3,4,2]thiadiazaphosphole 2-sulfide
Conditions | Yield |
---|---|
In benzene at 80℃; for 10h; | 97% |
methyl 2-diazo-4-methoxy-3-oxobutanoate
1-acetyl-2-phenylhydrazine
methyl 1-acetamido-2-(methoxymethyl)-1H-indole-3-carboxylate
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; acetic acid In water at 100℃; for 0.5h; Inert atmosphere; Schlenk technique; Sealed tube; | 95% |
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; acetic acid; silver(I) triflimide In 1,2-dichloro-ethane at 100℃; for 12h; Inert atmosphere; | 95% |
trimethyl(pentafluorophenyl)silane
1-acetyl-2-phenylhydrazine
A
Pentafluorobenzene
B
1-trimethylsiloxyethanone phenylhydrazone
Conditions | Yield |
---|---|
With (K-18-crown-6 ether) cyanide In acetonitrile at 20℃; for 1h; sealed evacuated ampul; | A n/a B 94% |
Conditions | Yield |
---|---|
With meta-dinitrobenzene; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate In 1,2-dichloro-ethane at 60℃; Sealed tube; Inert atmosphere; Schlenk technique; regioselective reaction; | 94% |
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate; silver(I) triflimide In 1,2-dichloro-ethane at 90℃; for 6h; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; acetic acid In 1,2-dichloro-ethane at 70℃; for 16h; Inert atmosphere; | 93% |
7-methylbenzofuran
1-acetyl-2-phenylhydrazine
7-methyl-2-phenylbenzofuran
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In 1,4-dioxane at 100℃; for 24h; regioselective reaction; | 93% |
2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; acetic acid; silver(I) triflimide In 1,2-dichloro-ethane at 100℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; | 93% |
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; zinc diacetate In 1,2-dichloro-ethane at 100℃; for 16h; Schlenk technique; Inert atmosphere; | 82% |
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate In tetrahydrofuran at 100℃; for 20h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Sealed tube; | 82% |
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; acetic acid; silver(I) triflimide In 1,2-dichloro-ethane at 100℃; for 12h; Inert atmosphere; | 93% |
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate In tetrahydrofuran at 100℃; for 20h; Inert atmosphere; Sealed tube; | 63% |
1-(3-methylphenyl)-1H-pyrrole-2,5-dione
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate; silver(I) triflimide In 1,2-dichloro-ethane at 90℃; for 6h; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With meta-dinitrobenzene; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate In 1,2-dichloro-ethane at 60℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere; Schlenk technique; regioselective reaction; | 92% |
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; acetic acid In 1,2-dichloro-ethane at 70℃; for 16h; Inert atmosphere; | 91% |
1,2-bis(4-fluorophenyl)acetylene
1-acetyl-2-phenylhydrazine
2,3-bis(4-fluorophenyl)-1H-indole
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; acetic acid In 1,2-dichloro-ethane at 70℃; for 16h; Inert atmosphere; | 91% |
ethyl 2-diazo-3-oxobutanoate
1-acetyl-2-phenylhydrazine
ethyl 1-acetamido-2-methyl-1H-indole-3-carboxylate
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; acetic acid In water at 100℃; for 1h; Reagent/catalyst; Concentration; Solvent; Time; Inert atmosphere; Schlenk technique; Sealed tube; | 91% |
2-Diazo-3-oxo-butyric acid methyl ester
1-acetyl-2-phenylhydrazine
methyl 1-acetamido-2-methyl-1H-indole-3-carboxylate
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; acetic acid In water at 100℃; for 1h; Inert atmosphere; Schlenk technique; Sealed tube; | 91% |
5-methoxybenzofuran
1-acetyl-2-phenylhydrazine
2-phenyl-5-methoxybenzo[b]furan
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In 1,4-dioxane at 100℃; for 24h; regioselective reaction; | 91% |
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate; silver(I) triflimide In 1,2-dichloro-ethane at 90℃; for 6h; Inert atmosphere; | 91% |
1-acetyl-2-phenylhydrazine
Conditions | Yield |
---|---|
With phosphorus pentabromide; triethylamine In benzene at 5 - 60℃; for 2h; | 90% |
1-bromo-4-ethenyl-benzene
1-acetyl-2-phenylhydrazine
(E)-4-bromostilbene
Conditions | Yield |
---|---|
With copper(l) iodide; trifluoroacetic acid; palladium dichloride In dimethyl sulfoxide at 80℃; | 90% |
The Acetic acid, 2-phenylhydrazide, with the CAS registry number 114-83-0, is also known as 1-Acetyl-2-phenylhydrazine. Its molecular formula is C8H10N2O and its classification codes are Agricultural Chemical; Drug / Therapeutic Agent; Fungicide, bactericide, wood preservative; Mutation data; Tumor data. Additionally, it has the IUPAC name N'-phenylacetohydrazide. The product categories of this chemical are Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes; Phenylhydrazine; Cancer Research; Carcinogens. Besides, it used as organic intermediates and stabilizer. Dry powder, foam, sand, carbon dioxide and water spray are made from this chemical which is soluble in water, ethanol and benzene. However, keep this chemical in the cool and dry place where there is no heat and oxides.
Other characteristics of the Acetic acid, 2-phenylhydrazide can be summarised as followings: (1)ACD/LogP: 0.84; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.84; (4)ACD/LogD (pH 7.4): 0.84; (5)ACD/BCF (pH 5.5): 2.58; (6)ACD/BCF (pH 7.4): 2.58; (7)ACD/KOC (pH 5.5): 68.51; (8)ACD/KOC (pH 7.4): 68.54; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 23.55 Å2; (13)Index of Refraction: 1.586; (14)Molar Refractivity: 44.11 cm3; (15)Molar Volume: 131.3 cm3; (16)Polarizability: 17.49×10-24cm3; (17)Surface Tension: 44.3 dyne/cm; (18)Density: 1.143 g/cm3; (19)Flash Point: 87.8 °C; (20)Enthalpy of Vaporization: 45.05 kJ/mol; (21)Boiling Point: 214.1 °C at 760 mmHg; (22)Vapour Pressure: 0.158 mmHg at 25°C.
Production method of this chemical: It could be obtained by the reactants of phenylhydrazine and acetic acid. This reaction shoudl be heated for 6h. Then cool the product below 0 °C and crude is filtered. Crystallization with water, drying at 80 °C, the Acetic acid, 2-phenylhydrazide is derived.
Uses of the Acetic acid, 2-phenylhydrazide: It could react with propenal to obtain the 1-acetyl-5-hydroxy-2-phenylpyrazolidine. This reaction needs the solvent of diethyl ether. The yield is 74 %. In addition, this reaction should be taken for 20 minutes at the temperature of 20 °C. The type of this reaction is cyclization / condensation.
When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing to avoid contacting with skin and eyes. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
1.SMILES: O=C(NNc1ccccc1)C
2.InChI: InChI=1/C8H10N2O/c1-7(11)9-10-8-5-3-2-4-6-8/h2-6,10H,1H3,(H,9,11)
3.InChIKey: UICBCXONCUFSOI-UHFFFAOYAT
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 270mg/kg (270mg/kg) | Pharmaceutical Chemistry Journal Vol. 14, Pg. 162, 1980. | |
mouse | LDLo | intraperitoneal | 150mg/kg (150mg/kg) | National Technical Information Service. Vol. AD691-490, |
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