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Name	4-Methylpentan-2-one oxime	EINECS	203-298-2
CAS No.	105-44-2	Density	0.899 g/cm³
PSA	32.59000	LogP	1.88260
Solubility	N/A	Melting Point	63 °C
Formula	C₆H₁₃NO	Boiling Point	179.76 °C at 760 mmHg
Molecular Weight	115.175	Flash Point	88.096 °C
Transport Information	N/A	Appearance	Colorless transparent liquid
Safety	26-36	Risk Codes	20/21/22-36
Molecular Structure		Hazard Symbols	Xn
Synonyms	2-Methyl-4-pentanoneoxime;4-Methyl-2-pentanone oxime;Isobutyl methyl ketone oxime;Methylisobutyl ketone oxime;	Article Data	14

4-Methylpentan-2-one oxime Synthetic route

: 108-10-1
4-methyl-2-pentanone

: 105-44-2
4-methyl-pentan-2-one oxime

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With pyridine In acetone at 0℃; for 5h;	85%

: 105-44-2
4-methyl-pentan-2-one oxime

: 1540-94-9
N-isobutylacetamide

Conditions

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

4-Methylpentan-2-one oxime Chemical Properties

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 cm³
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):

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

4-Methylpentan-2-one oxime Consensus Reports

Reported in EPA TSCA Inventory.

4-Methylpentan-2-one oxime Safety Profile

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

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

4-Methylpentan-2-one oxime 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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