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105-44-2

Basic Information
CAS No.: 105-44-2
Name: Methyl isobutyl ketoxime
Article Data: 14
Cas Database
Molecular Structure:
Molecular Structure of 105-44-2 (Methyl isobutyl ketoxime)
Formula: C6H13NO
Molecular Weight: 115.175
Synonyms: 2-Methyl-4-pentanoneoxime;4-Methyl-2-pentanone oxime;Isobutyl methyl ketone oxime;Methylisobutyl ketone oxime;
EINECS: 203-298-2
Density: 0.899 g/cm3
Melting Point: 63 °C
Boiling Point: 179.76 °C at 760 mmHg
Flash Point: 88.096 °C
Solubility: N/A
Appearance: Colorless transparent liquid
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-36
Safety: 26-36
Transport Information: N/A
PSA: 32.59000
LogP: 1.88260
Synthetic route
108-10-1

4-methyl-2-pentanone

105-44-2

4-methyl-pentan-2-one oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium hydroxide In water at 0℃;96%
With hydroxylamine hydrochloride; sodium acetate In ethanol for 0.166667h; Condensation; Irradiation;92%
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water at 60℃; for 3h;68%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water at 100℃;
108-10-1

4-methyl-2-pentanone

NH2OH-HCl

NH2OH-HCl

105-44-2

4-methyl-pentan-2-one oxime

Conditions
ConditionsYield
Heating;82%
108-10-1

4-methyl-2-pentanone

A

105-44-2

4-methyl-pentan-2-one oxime

B

1540-94-9

N-isobutylacetamide

Conditions
ConditionsYield
With acetylhydroxamic acid; sulfuric acid In acetonitrile for 11.5h; Reflux;A 8%
B 74%
107-83-5

2-Methylpentane

A

56134-20-4

2-methyl-pentan-3-one oxime

B

105-44-2

4-methyl-pentan-2-one oxime

Conditions
ConditionsYield
With hydrogenchloride; nitrosylchloride at 20℃; for 9h; Irradiation;
108-10-1

4-methyl-2-pentanone

hydroxylamine-O-sulfonic acid

hydroxylamine-O-sulfonic acid

105-44-2

4-methyl-pentan-2-one oxime

105-44-2

4-methyl-pentan-2-one oxime

108-10-1

4-methyl-2-pentanone

Conditions
ConditionsYield
With dihydrogen peroxide; tripropylammonium fluorochromate (VI) In acetone at 0 - 10℃; for 0.333333h;98%
With KMnO4/alumina In diethyl ether at 0℃; for 1h;97%
With potassium permanganate In water; acetonitrile at 25℃; for 1h;96%
105-44-2

4-methyl-pentan-2-one oxime

66553-37-5

2-nitro-4-methylpentane

Conditions
ConditionsYield
With dihydrogen peroxide; potassium hydroxide In tert-butyl alcohol at 72℃; under 2250.23 Torr;96.1%
105-44-2

4-methyl-pentan-2-one oxime

2899-02-7

N,N'-dichlorobis(2,4,6-trichlorodiphenyl)urea

A

690-60-8

2-chloro-4-methyl-2-nitroso-pentane

B

20632-35-3

bis(2,4,6-trichlorodiphenyl)urea

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.333333h;A 95%
B n/a
88-88-0

2,4,6-trinitrochlorobenzene

105-44-2

4-methyl-pentan-2-one oxime

80606-06-0

4-Methyl-2-pentanonoxim-pikrat

Conditions
ConditionsYield
With pyridine In acetone at 0℃; for 5h;85%
105-44-2

4-methyl-pentan-2-one oxime

1540-94-9

N-isobutylacetamide

Conditions
ConditionsYield
With iron(III) chloride at 90℃; for 2h; Beckmann rearrangement of ketoximes;85%
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Chemistry

IUPAC: N-(4-methylpentan-2-ylidene)hydroxylamine 
 Methyl isobutyl ketoxime (CAS NO.105-44-2) is also called for 2-Methyl-4-pentanone oxime ; 4-01-00-03307 (Beilstein Handbook Reference) ; 4-Methyl-2-pentanone oxime ; BRN 1741644 ; EINECS 203-298-2 ; Methyl isobutyl oxime ; NSC 1070 ; USAF AM-4 ; 2-Pentanone, 4-methyl-, oxime ; 4-Methylpentan-2-one oxime and so on.
Molecular Formula: C6H13NO
Molecular Weight: 115.17
EINECS: 203-298-2
LogP: ACD/LogP: 1.53
XLogP: 1.80
ACD/LogD (pH 5.5): 1.53 
ACD/LogD (pH 7.4): 1.53 
ACD/BCF (pH 5.5): 8.57 
ACD/BCF (pH 7.4): 8.57 
ACD/KOC (pH 5.5): 161.95 
ACD/KOC (pH 7.4): 161.94 
H bond acceptors: 2 
H bond donors: 1 
Freely Rotating Bonds: 3  
Index of Refraction: 1.436 
Molar Refractivity: 33.54 cm
Molar Volume: 128.1 cm3 
Surface Tension: 25.8 dyne/cm 
Density: 0.89 g/cm3 
Flash Point: 88.1 °C 
Enthalpy of Vaporization: 45.87 kJ/mol 
Boiling Point: 179.8°C at 760 mmHg 
Vapour Pressure: 0.434 mmHg at 25°C 
The molecular structure of  Methyl isobutyl ketoxime (CAS NO.105-44-2):

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 > 2gm/kg (2000mg/kg)   Medicina Experimentalis. Vol. 11, Pg. 137, 1964.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by intraperitoneal route. Low toxicity by ingestion. When heated to decomposition it emits toxic fumes of NOx.

Hazard Codes:  Xn
Risk Statements:  20/21/22-36
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
R36: Irritating to the eyes
Safety Statements:  26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
RTECS:  SA9450000

Specification

Treatment of  Methyl isobutyl ketoxime (CAS NO.105-44-2) in Wastewater, see as follows :
Total removal:                  4.38  percent
Total biodegradation:        0.10  percent
Total sludge adsorption:    3.29  percent
Total to Air:                      0.99  percent
(using 10000 hr Bio P,A,S)

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