Conditions | Yield |
---|---|
With ammonium sulfate; dihydrogen peroxide; sodium carbonate In water at 60℃; for 5h; Reagent/catalyst; Concentration; Time; | 99.8% |
With tetrabutyl-ammonium chloride; hydroxylamine; sodium hydrogencarbonate In water for 0.166667h; Ambient temperature; | 96% |
With hydroxylamine hydrochloride at 44℃; for 0.05h; Catalytic behavior; Microwave irradiation; Green chemistry; | 85% |
SEC-BUTYLAMINE
ethyl methyl ketone oxime
Conditions | Yield |
---|---|
With diperoxydodecanedioic acid In N,N-dimethyl-formamide at 20 - 55℃; for 0.333333h; | 80% |
iso-butanol
ethyl methyl ketone oxime
Conditions | Yield |
---|---|
Stage #1: iso-butanol With chromium(VI) oxide; aluminum oxide; tert-butyl alcohol for 0.166667h; Stage #2: With hydroxylamine hydrochloride for 0.116667h; | 79% |
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In ethyl acetate at 20℃; for 0.333333h; | 79% |
2-nitrobutane
A
ethyl methyl ketone oxime
B
Hexamethyldisiloxane
Conditions | Yield |
---|---|
With trimethylsilyl iodide In dichloromethane at 25℃; for 16h; | A 68% B n/a C n/a |
2-nitrobutane
ethyl methyl ketone oxime
Conditions | Yield |
---|---|
With n-butyllithium; 1,1,1,2,2,2-hexamethyldisilane In tetrahydrofuran; hexane for 24h; Ambient temperature; | 61% |
2-methyl-1-hydroxy-3-butanone oxime
acetylene
A
2,3-dimethyl-1-vinyl-1H-pyrrole
B
ethyl methyl ketone oxime
C
2-(1-methylethenyl)-1-vinylpyrrole
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 100℃; under 10640 Torr; for 3h; Product distribution; | A 20% B 3% C 8% |
2-nitro-but-2-ene
ethyl methyl ketone oxime
Conditions | Yield |
---|---|
With acetic acid; zinc |
Conditions | Yield |
---|---|
With methanol beim Bestrahlen mit rotem Licht; | |
With acetone beim Bestrahlen mit rotem Licht; |
2-hydroxy-2-butylhydroxylamine
ethyl methyl ketone oxime
Conditions | Yield |
---|---|
In methanol; water at 25℃; Rate constant; |
hydrogenchloride
A
ethyl methyl ketone oxime
B
butane-2,3-dione mono-oxime
2-nitro-but-2-ene
acetic acid
ethyl methyl ketone oxime
Conditions | Yield |
---|---|
With acid at 70℃; |
methanol
2-Chloro-2-nitrosobutane
A
ethyl methyl ketone oxime
B
butane-2,3-dione mono-oxime
Conditions | Yield |
---|---|
mit rotem Licht.Irradiation; |
2-Chloro-2-nitrosobutane
acetone
A
ethyl methyl ketone oxime
B
butane-2,3-dione mono-oxime
Conditions | Yield |
---|---|
mit rotem Licht.Irradiation; |
iso-butanol
A
ethyl methyl ketone oxime
B
N-methylpropanamide
C
butanone
Conditions | Yield |
---|---|
Stage #1: iso-butanol With C19H42N(1+)*2H(1+)*O40PW12(3-); water; dihydrogen peroxide at 80℃; for 6h; Stage #2: With hydroxyammonium sulfate at 100℃; for 5h; Catalytic behavior; Beckmann Rearrangement; Overall yield = 92.6 %Chromat.; | A 40.1 %Chromat. B 34.6 %Chromat. C 25.2 %Chromat. |
iso-butanol
A
ethyl methyl ketone oxime
B
butanone
C
N-ethylacetamide
Conditions | Yield |
---|---|
Stage #1: iso-butanol With caprolactam; N,N,N-trimethyl-N-(butanesulfonic acid)ammonium hydrogensulfate; 6Na(1+)*O4W(2-)*2H2O at 80℃; Green chemistry; Stage #2: With hydroxyammonium sulfate at 80℃; for 5h; Green chemistry; |
Conditions | Yield |
---|---|
With K2Co4[WZn3(H2O)2][ZnW9O34]2*53H2O; ammonia; dihydrogen peroxide In water at 20℃; for 6h; | A 12 %Spectr. B 88 %Spectr. |
Conditions | Yield |
---|---|
With ammonium hydroxide; dihydrogen peroxide In methanol at 70℃; under 760.051 Torr; Green chemistry; Overall yield = 68 %Chromat.; chemoselective reaction; |
SEC-BUTYLAMINE
A
ethyl methyl ketone oxime
B
N-sec-butylidene-sec-butylamine
Conditions | Yield |
---|---|
With oxygen In neat (no solvent) at 99.84℃; under 6000.6 Torr; for 5h; Autoclave; Green chemistry; |
ethyl methyl ketone oxime
Conditions | Yield |
---|---|
With potassium hydroxide at 60℃; for 2h; | 100% |
ethyl methyl ketone oxime
Conditions | Yield |
---|---|
Borchi-catalyst at 80℃; for 2h; | 100% |
ethyl methyl ketone oxime
acrylic acid 2-isocyanatoethyl ester
Conditions | Yield |
---|---|
With 2,6-di-tert-butyl-4-methyl-phenol at 10 - 20℃; for 6h; | 99% |
With 2,6-di-tert-butyl-4-methyl-phenol at 10 - 20℃; for 6h; Temperature; Enzymatic reaction; |
Conditions | Yield |
---|---|
With sulfuric acid In water at 40℃; for 24h; Reagent/catalyst; Inert atmosphere; Green chemistry; | 99% |
Conditions | Yield |
---|---|
With sodium ethanolate at 100℃; under 75.0075 Torr; for 5h; Large scale; | 99% |
Conditions | Yield |
---|---|
Stage #1: ethyl methyl ketone oxime With potassium hydroxide; lithium hydroxide In N,N-dimethyl acetamide; water at 50℃; Stage #2: o-fluorobenzyl bromide In N,N-dimethyl acetamide; water at 65℃; for 2.16667h; | 98.5% |
Conditions | Yield |
---|---|
With sodium ethanolate at 85℃; under 52.5053 Torr; for 3.5h; Large scale; | 98.4% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid at 85 - 153℃; for 7h; Temperature; | 98.3% |
Conditions | Yield |
---|---|
With aluminum oxide; tripropylammonium fluorochromate (VI) In dichloromethane for 1h; | 98% |
With periodic acid at 20℃; for 0.0166667h; | 98% |
With perchloric acid; dihydrogen peroxide; potassium bromide; ammonium molybdate tetrahydrate In water at 20℃; for 1h; | 98% |
ethyl methyl ketone oxime
sodium monochloroacetic acid
2-[(butan-2-ylideneamino)oxy]ethanoic acid
Conditions | Yield |
---|---|
With potassium hydroxide In water; acetone at 20 - 60℃; for 2.25h; Solvent; Temperature; | 98% |
ethyl methyl ketone oxime
benzyl bromide
O-benzylhydoxylamine hydrochloride
Conditions | Yield |
---|---|
Stage #1: ethyl methyl ketone oxime; benzyl bromide With sodium ethanolate In ethanol at 40℃; for 1h; Stage #2: With dioctyltin dilaurate In ethanol at 40℃; for 6h; Stage #3: With hydrogenchloride In water Temperature; Reagent/catalyst; Solvent; | 97.4% |
ethyl methyl ketone oxime
2-nitrobutane
Conditions | Yield |
---|---|
With dihydrogen peroxide; potassium hydrogencarbonate In tert-butyl alcohol at 65℃; under 375.038 Torr; | 97% |
With sodium perborate hexahydrate In acetic acid at 55℃; for 6.5h; | 33% |
(i) Cl2, (ii) O2, O3, (iii) (nBu)3SnH; Multistep reaction; |
ethyl methyl ketone oxime
3-Chlorobenzaldehyde
(E)-3-chlorobenzaldehyde oxime
Conditions | Yield |
---|---|
With perchloric acid In water at 23℃; for 24h; Reagent/catalyst; Inert atmosphere; Green chemistry; | 97% |
Conditions | Yield |
---|---|
With chloroethane; chlorine at -40℃; for 0.25h; | 96% |
With hydrogenchloride; chlorine | |
With diethyl ether; nitrosylchloride |
ethyl methyl ketone oxime
diphenylphosphinodithioic acid
S-<1-(hydroxyamino)-2-methylpropyl> diphenylphosphinodithioate
Conditions | Yield |
---|---|
In diethyl ether for 3h; | 96% |
ethyl methyl ketone oxime
N,N'-dichlorobis(2,4,6-trichlorodiphenyl)urea
A
2-Chloro-2-nitrosobutane
B
bis(2,4,6-trichlorodiphenyl)urea
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 0.25h; | A 96% B n/a |
Conditions | Yield |
---|---|
In hexane at 20℃; for 3h; Inert atmosphere; | 95% |
In Petroleum ether at 25℃; for 4h; Solvent; Temperature; |
ethyl methyl ketone oxime
2-chloro-benzaldehyde
(E)-2-chlorobenzaldehyde oxime
Conditions | Yield |
---|---|
With perchloric acid In water at 23℃; for 24h; Reagent/catalyst; Inert atmosphere; Green chemistry; | 95% |
thiophene-2-carbaldehyde
ethyl methyl ketone oxime
thiophene-2-carbaldehyde oxime
Conditions | Yield |
---|---|
With perchloric acid In water at 23℃; for 24h; Reagent/catalyst; Inert atmosphere; Green chemistry; | 95% |
ethyl methyl ketone oxime
N,N,N,N,-tetramethylethylenediamine
(butan-2-ylidene)(methoxy)amine
Conditions | Yield |
---|---|
Stage #1: N,N,N,N,-tetramethylethylenediamine With copper(l) chloride at 20℃; Stage #2: ethyl methyl ketone oxime With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) chloride In dimethyl sulfoxide at 15℃; for 0.5h; Inert atmosphere; Stage #3: With potassium carbonate In dichloromethane at 15℃; for 5.16667h; Reagent/catalyst; Temperature; | 95% |
Conditions | Yield |
---|---|
In dichloromethane byproducts: iPrOH; (Ar), ethyl methyl ketoxime dissolved in CH2Cl2 at room temp., treated dropwise with 0.5 equiv. of Ti complex; evapd. (vac.), redissolved (CH2Cl2), crystd. for 1 d at 0°C, washed (pentane at -20°C), dried (vac.); | 94% |
3-phenyl-propionaldehyde
ethyl methyl ketone oxime
3-phenylpropanal oxime
Conditions | Yield |
---|---|
With perchloric acid In water at 23℃; for 24h; Reagent/catalyst; Inert atmosphere; Green chemistry; | 93% |
Conditions | Yield |
---|---|
With perchloric acid In water for 24h; Reagent/catalyst; Inert atmosphere; Reflux; Green chemistry; | 93% |
4-Trifluoromethylbenzaldehyde
ethyl methyl ketone oxime
(E)-4-(trifluoromethyl)benzaldoxime
Conditions | Yield |
---|---|
With perchloric acid In water at 23℃; for 24h; Reagent/catalyst; Inert atmosphere; Green chemistry; | 92% |
Conditions | Yield |
---|---|
With perchloric acid In water at 23℃; for 24h; Reagent/catalyst; Inert atmosphere; Green chemistry; | 92% |
ethyl methyl ketone oxime
sodium
trimethylantimony(V) dibromide
(CH3)3Sb(ONC(CH3)(C2H5))2
Conditions | Yield |
---|---|
In benzene byproducts: NaBr; absence of moisture; addn. of Sb-compd. to 2 equiv. of sodium oximate (prepd. from oxime and Na), refluxing; distn. (reduced pressure); elem. anal.; | 91% |
ethyl methyl ketone oxime
benzaldehyde
syn-benzaldehyde oxime
Conditions | Yield |
---|---|
With perchloric acid In water at 23℃; for 24h; Reagent/catalyst; Inert atmosphere; Green chemistry; | 91% |
ethyl methyl ketone oxime
4-fluorobenzaldehyde
(E)-4-fluorobenzaldehyde oxime
Conditions | Yield |
---|---|
With perchloric acid In water at 23℃; for 24h; Reagent/catalyst; Inert atmosphere; Green chemistry; | 90% |
ethyl methyl ketone oxime
4-chlorobenzaldehyde
4-chlorobenzaldehyde oxime
Conditions | Yield |
---|---|
With perchloric acid In water at 23℃; for 24h; Reagent/catalyst; Inert atmosphere; Green chemistry; | 90% |
Molecular Structure:
Molecular Formula: C4H9NO
Molecular Weight: 87.1204
IUPAC Name: (NZ)-N-Butan-2-ylidenehydroxylamine
Synonyms of Methyl ethyl ketoxime (CAS NO.96-29-7): 2-Butanone oxime ; 4-01-00-03250 (Beilstein Handbook Reference) ; BRN 1698241 ; Butanone oxime ; CCRIS 1382 ; EINECS 202-496-6 ; Ethyl methyl ketone oxime ; Ethyl-methylketonoxim ; Ethyl-methylketonoxim [Czech] ; MEK-oxime ; Methyl ethyl ketone oxime ; Methyl ethyl ketoxime ; NSC 442 ; Skino #2 ; Troykyd anti-skin B ; USAF AM-3 ; USAF EK-906
CAS NO: 96-29-7
Classification Code: Mutation data ; Skin / Eye Irritant ; Tumor data
Melting point: -30 °C
Index of Refraction: 1.421
Molar Refractivity: 24.51 cm3
Molar Volume: 96.5 cm3
Surface Tension: 26.5 dyne/cm
Density: 0.9 g/cm3
Flash Point: 60 °C
Enthalpy of Vaporization: 42.94 kJ/mol
Boiling Point: 152.5 °C at 760 mmHg
Vapour Pressure: 1.88 mmHg at 25°C
Methyl ethyl ketoxime (CAS NO.96-29-7) can be used for preventing crust of various oil-base lacquer, alkyd paints, epoxy ester paint during the storage and handling , also can be used for silicon curing agent .
Methyl ethyl ketoxime (CAS NO.96-29-7) is derived by the reaction of methyl ethyl ketone and hydroxylamine hydrochloride. It also can be derived from reaction of methyl ethyl ketone and hydroxylamine sulfate.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 200mg/kg (200mg/kg) | National Technical Information Service. Vol. AD277-689, | |
mouse | LD50 | oral | 1gm/kg (1000mg/kg) | National Technical Information Service. Vol. OTS0524679, | |
rabbit | LD50 | skin | 200uL/kg (0.2mL/kg) | National Technical Information Service. Vol. OTS0529835, | |
rat | LC | inhalation | > 50gm/m3/4H (50000mg/m3) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | National Technical Information Service. Vol. OTS0524693, |
rat | LD | skin | > 2gm/kg (2000mg/kg) | National Technical Information Service. Vol. OTS0530016, | |
rat | LD50 | oral | 930mg/kg (930mg/kg) | Office of Toxic Substances Report. Vol. OTS, | |
rat | LD50 | subcutaneous | 2702mg/kg (2702mg/kg) | Nagoya Journal of Medical Science. Vol. 29, Pg. 393, 1967. |
Reported in EPA TSCA Inventory.
Safety Information of Methyl ethyl ketoxime (CAS NO.96-29-7):
Hazard Codes: Xn ,T
Risk Statements: 21-40-41-43-52/53-48/25
R21: Harmful in contact with skin.
R40: Limited evidence of a carcinogenic effect.
R41: Risk of serious damage to the eyes.
R43: May cause sensitization by skin contact.
R52/53: Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R48: Danger of serious damage to health by prolonged exposure.
R25: Toxic if swallowed.
Safety Statements:13-23-26-36/37/39-61-45-25
S13: Keep away from food, drink and animal foodstuffs.
S23: Do not breathe vapour.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S25: Avoid contact with eyes.
RIDADR:UN 1993 3/PG 3
WGK Germany:1
RTECS:EL9275000
HazardClass:3
PackingGroup:III
HS Code:29280090
Poison by intraperitoneal route. Moderately toxic by subcutaneous route. May explode if heated. Reacts with sulfuric acid to form an explosive product. When heated to decomposition it emits toxic fumes of NOx.
DOT Classification: 3; Label: Flammable Liquid
First Aid Measures of Methyl ethyl ketoxime (CAS NO.96-29-7):
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.
Storage of Methyl ethyl ketoxime (CAS NO.96-29-7):
Store in a cool, dry place. Store in a tightly closed container.
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