Conditions | Yield |
---|---|
With hydrogenchloride; tert-Butyl thionitrate In tetrahydrofuran at 0℃; for 0.3h; | 97% |
With tert-Butyl thionitrate In tetrahydrofuran for 0.3h; | 97% |
With chloro-trimethyl-silane; isopentyl nitrite In dichloromethane at -20℃; | 96% |
Conditions | Yield |
---|---|
With n-Butyl nitrite; phenylsilane; N,N'-bis(2-ethoxycarbonyl-3-oxobutylidene)ethylenediaminatocobalt(II) complex In tetrahydrofuran for 19h; Ambient temperature; | 93% |
2-azido-1-phenyl-1-propanone
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; tetrabutyl ammonium fluoride In tetrahydrofuran; dimethyl sulfoxide at 25℃; for 1h; Inert atmosphere; | 73% |
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol at 30 - 35℃; for 2h; Solvent; Large scale; | 63.8% |
(2-nitroprop-1-enyl)benzene
triethyl phosphite
A
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
for 20h; Ambient temperature; | A 10% B 7% C 22% D 60% |
2-nitropropiophenone
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With tellurium tetrachloride; triethylamine In dichloromethane -78 deg C to RT; | 28% |
1-phenyl-propan-1-one
A
2-nitropropiophenone
B
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With tert.-butylnitrite at 80℃; | A 19% B 24% |
Conditions | Yield |
---|---|
With hydrogenchloride; diethyl ether |
Conditions | Yield |
---|---|
With hydrogenchloride; diethyl ether | |
With hydrogenchloride In tetrahydrofuran |
Conditions | Yield |
---|---|
With hydrogenchloride |
1-Phenylpropane-1,2-dione
A
1-phenyl-1,2-propanedione dioxime
B
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With ethanol; hydroxylamine hydrochloride; sodium carbonate |
formaldehyd
2-bromo-2-nitro-1-phenyl-ethanone
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
(i) NaOAc, Et2O, (ii) SnCl2, aq. HCl, MeOH; Multistep reaction; |
1-phenyl-1-trimethylsiloxypropene
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With nitrosylchloride In dichloromethane |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrite In 1,4-dioxane |
1-phenyl-propane-1,2-dione 1-oxime
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With hydrogenchloride for 5h; Product distribution; Heating; transoximation equilibrium, other isonitroso ketones; | 66 % Spectr. |
Multi-step reaction with 2 steps 1: sulfuric acid / beim Destillieren 2: natrium carbonate; diluted alcohol; hydroxylamine hydrochloride View Scheme |
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: (i) NaH, THF, (ii) /BRN= 969135/ 2: NaNO2, aq. HCl / dioxane View Scheme |
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride | |
Stage #1: 1-Phenylpropane-1,2-dione With hydroxylamine hydrochloride In water for 0.5h; Reflux; Stage #2: With sodium acetate In water for 0.5h; |
formaldehyd
1-phenyl-1,2-propanedione 2-oxime
6-aminohexanoic acid
6-(4-Methyl-3-oxy-5-phenyl-imidazol-1-yl)-hexanoic acid
Conditions | Yield |
---|---|
In ethanol Heating; | 98% |
acetic anhydride
1-phenyl-1,2-propanedione 2-oxime
N-(1-methyl-2-oxo-2-phenylethyl)acetamide
Conditions | Yield |
---|---|
With indium; acetic acid In tetrahydrofuran for 18h; Reduction; Acetylation; Heating; | 96% |
With indium; acetic acid In tetrahydrofuran Heating; | 96% |
With zinc In acetic acid at 0 - 40℃; | 86% |
With zinc In acetic acid |
1-phenyl-1,2-propanedione 2-oxime
(R)-1-hydroxy-1-phenylpropan-2-one oxime
Conditions | Yield |
---|---|
With NAD; isopropyl alcohol In aq. phosphate buffer at 20 - 30℃; Solvent; Enzymatic reaction; | 95% |
Conditions | Yield |
---|---|
With water; Dess-Martin periodane In dichloromethane for 0.333333h; Ambient temperature; | 94% |
With 2,6-dicarboxypyridinium chlorochromate In acetonitrile at 20℃; for 0.316667h; | 88% |
With 2,6-dicarboxypyridinium fluorochromate for 0.5h; | 85% |
Conditions | Yield |
---|---|
With silica gel In benzene for 3h; Heating; | 94% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 5 - 10℃; for 2h; Reagent/catalyst; Solvent; Autoclave; Large scale; | 93.6% |
1-phenyl-1,2-propanedione 2-oxime
1,2-diamino-benzene
2-methyl-3-phenylquinoxaline
Conditions | Yield |
---|---|
at 140℃; for 0.166667h; Microwave irradiation; neat (no solvent); | 93% |
In ethanol for 1.5h; | 75% |
Conditions | Yield |
---|---|
With silica gel In benzene for 3h; Heating; | 93% |
di-tert-butyl dicarbonate
1-phenyl-1,2-propanedione 2-oxime
2-N-(tert-butoxycarbonyl)amino-1-phenyl-1-propanone
Conditions | Yield |
---|---|
With indium; acetic acid In tetrahydrofuran for 18h; Heating; | 92% |
N,N-dibutylamino(isopropyl)phosphonohydrazide
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With silica gel In benzene for 4h; Heating; | 92% |
Conditions | Yield |
---|---|
With triethyl amine In methanol soln. of diamine and monooxime in CH3OH stirred at room temp. for 1 h, Ni salt and Et3N added successively, mixt. stirred at room temp. for 1 h; evapn. in air, solid filtered off, recrystd. from CH3CN/CH2Cl2, dried under vac. over fused CaCl2; elem. anal.; | 92% |
formaldehyd
1-phenyl-1,2-propanedione 2-oxime
DL-methionine
2-(4-Methyl-3-oxy-5-phenyl-imidazol-1-yl)-4-methylsulfanyl-butyric acid
Conditions | Yield |
---|---|
In ethanol Heating; | 87% |
benzoyl chloride
1-phenyl-1,2-propanedione 2-oxime
(E)-1-phenyl-2-(O-benzoyloxime)-1,2-propandione
Conditions | Yield |
---|---|
87% |
O,O-dipropyl thiophosphorohydrazide
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With anhydrous silica gel - Na2SO4 In acetonitrile for 2.8h; Reflux; | 87% |
phosphorohydrazidic acid diisopropyl ester
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With anhydrous silica gel - Na2SO4 In acetonitrile for 2.75h; Reflux; | 87% |
O,O-dipropylhydrazidophosphate
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With anhydrous silica gel - Na2SO4 In acetonitrile for 2.6h; Reflux; | 87% |
diphenyl phosphorohydrazidate
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With anhydrous silica gel - Na2SO4 In acetonitrile for 3.25h; Reflux; | 87% |
formaldehyd
1-phenyl-1,2-propanedione 2-oxime
glycine
(4-Methyl-3-oxy-5-phenyl-imidazol-1-yl)-acetic acid
Conditions | Yield |
---|---|
In ethanol Heating; | 85% |
Conditions | Yield |
---|---|
With silica gel In benzene for 3h; Heating; | 85% |
O,O-diisopropyl phosphorohydrazidothioate
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With anhydrous silica gel - Na2SO4 In acetonitrile for 3h; Reflux; | 84% |
formaldehyd
4-Aminosalicylic acid
1-phenyl-1,2-propanedione 2-oxime
2-Hydroxy-4-(4-methyl-3-oxy-5-phenyl-imidazol-1-yl)-benzoic acid
Conditions | Yield |
---|---|
In ethanol Heating; | 83% |
formaldehyd
1-phenyl-1,2-propanedione 2-oxime
phenylglycin
(4-Methyl-3-oxy-5-phenyl-imidazol-1-yl)-phenyl-acetic acid
Conditions | Yield |
---|---|
In ethanol Heating; | 83% |
phosphorohydrazidic acid diethyl ester
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With anhydrous silica gel - Na2SO4 In acetonitrile for 2.5h; Reflux; | 83% |
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
With acetic acid at 20℃; | 83% |
formaldehyd
1-phenyl-1,2-propanedione 2-oxime
rac-Ala-OH
2-(4-Methyl-3-oxy-5-phenyl-imidazol-1-yl)-propionic acid
Conditions | Yield |
---|---|
In ethanol Heating; | 81% |
1-phenyl-1,2-propanedione 2-oxime
Conditions | Yield |
---|---|
Stage #1: 1-phenyl-1,2-propanedione 2-oxime With potassium hydroxide In methanol at 25℃; for 0.0833333h; Stage #2: diphenyl(trifluoromethanesulfonato)-λ3-iodane In methanol at 25℃; | 81% |
1-phenyl-1,2-propanedione 2-oxime
1-phenyl-1,2-propanedione 2-oxime 1-hydrazone
Conditions | Yield |
---|---|
With hydrazine hydrate In methanol for 27h; | 80% |
With hydrazine In ethanol |
Chemistry informtion about 1-Phenyl-1,2-Propanedione-2-oxime (119-51-7) is:
IUPAC Name: (2E)-2-hydroxyimino-1-phenylpropan-1-one , 2-hydroxyimino-1-phenylpropan-1-one
Synonyms: Propiophenone ; Alpha-isonitrosopropiophenone ; 1-phenyl-1,2-propanedione-2-oxime ; 2-isonitrosopropiophenone ; 2-hydroxyiminopropiophenone ; 2-phenyl-1 , 2-propanedione-2-oxime ; Timtec-bb Sbb003926
MF: C9H9NO2
MW: 163.17
EINECS: 204-329-2
Melting Point: 113-115 °C(lit.)
Boiling Point: 292.5 °C at 760 mmHg
Flash Point: 130.7 °F
Density: 1.1 g/cm3
Enthalpy of Vaporization: 56.18 kJ/mol
Vapour Pressure: 0.000835 mmHg at 25°C
Following is the molecular structure of 1-Phenyl-1,2-Propanedione-2-oxime (119-51-7) is:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
mouse | LD50 | intraperitoneal | 250mg/kg (250mg/kg) | | National Technical Information Service. Vol. AD691-490, |
rabbit | LD50 | skin | > 4gm/kg (4000mg/kg) | | Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974. |
rat | LD50 | oral | 4240mg/kg (4240mg/kg) | | Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974. |
Hazard Codes:
Xn: Harmful
Risk Statements:
R20/21/22: Harmful by inhalation and in contact with skin,also Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements
S24/25: Avoid contact with skin and eyes.
S37/39: Wear suitable gloves and eye / face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 2
RTECS: UH2975000
HS Code: 29280090
Description about 1-Phenyl-1,2-Propanedione-2-oxime (119-51-7) is:
First aid measures:
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion: Get medical aid. Wash mouth out with water.
Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to physician: Treat symptomatically and supportively.
Handling and Storage:
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.
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