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2-Butanone oxime

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Name

2-Butanone oxime

EINECS 202-496-6
CAS No. 96-29-7 Density 0.9 g/cm3
PSA 32.59000 LogP 1.24650
Solubility 114 g/L (20 °C) in water Melting Point -30 °C
Formula C4H9NO Boiling Point 152.5 °C at 760 mmHg
Molecular Weight 87.1216 Flash Point 60 °C
Transport Information UN 1993 3/PG 3 Appearance colourless liquid
Safety 13-23-26-36/37/39-61-45-36/37-25 Risk Codes 21-40-41-43-52/53-48/25
Molecular Structure Molecular Structure of 96-29-7 (2-Butanone oxime) Hazard Symbols HarmfulXn, ToxicT
Synonyms

2-Butoxime;MEKO;Ethyl methyl ketone oxime;Ethyl methyl ketoxime;Exkin 2;Exkin II;Hiaron M 1;MEK-oxime;Mekor 70;Methyl ethyl ketone oxime;Methyl ethylketoxime;NSC 442;NSC 65465;Troykyd AntiSkin B;Methyl ethyl ketoxime(MEKO);2-Butanone oxime;

Article Data 55

2-Butanone oxime Synthetic route

78-93-3

butanone

96-29-7

ethyl methyl ketone oxime

Conditions
ConditionsYield
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%
33966-50-6

SEC-BUTYLAMINE

96-29-7

ethyl methyl ketone oxime

Conditions
ConditionsYield
With diperoxydodecanedioic acid In N,N-dimethyl-formamide at 20 - 55℃; for 0.333333h;80%
96-29-7

ethyl methyl ketone oxime

Conditions
ConditionsYield
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%
96-15-1

2-Methylbutylamine

96-29-7

ethyl methyl ketone oxime

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In ethyl acetate at 20℃; for 0.333333h;79%

A

96-29-7

ethyl methyl ketone oxime

B

107-46-0

Hexamethyldisiloxane

C

I2

I2

Conditions
ConditionsYield
With trimethylsilyl iodide In dichloromethane at 25℃; for 16h;A 68%
B n/a
C n/a
96-29-7

ethyl methyl ketone oxime

Conditions
ConditionsYield
With n-butyllithium; 1,1,1,2,2,2-hexamethyldisilane In tetrahydrofuran; hexane for 24h; Ambient temperature;61%
69125-01-5

2-methyl-1-hydroxy-3-butanone oxime

74-86-2

acetylene

A

55847-29-5

2,3-dimethyl-1-vinyl-1H-pyrrole

B

96-29-7

ethyl methyl ketone oxime

C

74151-03-4

2-(1-methylethenyl)-1-vinylpyrrole

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 100℃; under 10640 Torr; for 3h; Product distribution;A 20%
B 3%
C 8%
96-29-7

ethyl methyl ketone oxime

Conditions
ConditionsYield
With acetic acid; zinc
681-01-6

2-Chloro-2-nitrosobutane

96-29-7

ethyl methyl ketone oxime

Conditions
ConditionsYield
With methanol beim Bestrahlen mit rotem Licht;
With acetone beim Bestrahlen mit rotem Licht;
107093-01-6

2-hydroxy-2-butylhydroxylamine

96-29-7

ethyl methyl ketone oxime

Conditions
ConditionsYield
In methanol; water at 25℃; Rate constant;

2-Butanone oxime Chemical Properties

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

2-Butanone oxime Uses

 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 .

2-Butanone oxime Production

 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.

2-Butanone oxime Toxicity Data With Reference

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.

2-Butanone oxime Consensus Reports

Reported in EPA TSCA Inventory.

2-Butanone oxime Safety Profile

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.

2-Butanone oxime Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

2-Butanone oxime Specification

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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