N-이소부틸-O-벤조일하이드록실아민

N-이소부틸-O-벤조일하이드록실아민
N-이소부틸-O-벤조일하이드록실아민 구조식 이미지
카스 번호:
92787-70-7
한글명:
N-이소부틸-O-벤조일하이드록실아민
동의어(한글):
N-이소부틸-O-벤조일하이드록실아민
상품명:
N-ISOBUTYL-O-BENZOYLHYDROXYLAMINE
동의어(영문):
O-Benzoyl-N-isobutylhydroxylamine;N-ISOBUTYL-O-BENZOYLHYDROXYLAMINE;1-Propanamine, N-(benzoyloxy)-2-methyl-
CBNumber:
CB8844604
분자식:
C11H15NO2
포뮬러 무게:
193.24
MOL 파일:
92787-70-7.mol

N-이소부틸-O-벤조일하이드록실아민 속성

녹는점
120-125 °C
끓는 점
58-65 °C(Press: 0.04 Torr)
밀도
1.038±0.06 g/cm3(Predicted)
산도 계수 (pKa)
1.39±0.70(Predicted)

안전

N-이소부틸-O-벤조일하이드록실아민 C화학적 특성, 용도, 생산

제조 방법

Following the method reported by Zinner [78c] to 29.2 g (0.4 mole) of isobutylamine dissolved in 40 ml benzene (suggest toluene instead) is added a solution of 48.4 g (0.2 mole) of dibenzoyl peroxide in 200 ml benzene (suggest toluene instead), with stirring and cooling to 0°C. The yellow-colored reaction was first heated for 30 min at 30°C and then 30 min at 50°C. After cooling to 0° N-isobutylammonium benzoate separates as a white precipitate. The filtrate is washed with water and dried over mag­nesium sulfate. The mixture is filtered, and then anhydrous hydrogen chloride is bubbled through the solution to give 12.1 g (26% yield) of a white precipitate of TV-isobutyl-O-benzoylhydroxylamine hydrochloride, m.p. 120-128°C. The infrared spectrum in Nujol indicated an absorbtion band at 1760 cm-1.
Treatment of the latter product with IN aqueous sodium carbonate and then extraction with ether, drying over sodium sulfate and evaporation gave N-isobutyl-O-benzoylhydroxylamine. Precipitation of the latter by Kugelrohr distillation gave product b.p. 58-65°C (0.04-0.03 mm Hg). The IR (CCU) indicated 3235, 1725, 1267, 1088, 1067, 1027 cm-1; and the NMR (CCI4) indicated δ, 0.99(rf, J = 6.5Hz. 6H), 1.83 (m, J = 6.5Hz, 1H), 2.87 (d, J = 6.5 Hz, 2H), 7.47 and 7.98 (aromatic m and NH). K. Reactions of Grignard Reagents A variety of nitrogen-containing compounds have been treated with Grignard reagents in an effort to produce substituted hydroxylamines. Many of these reactions have not been explored extensively and no reasoned judgement as to general applicability can be made. These methods were presented in outline form in Schemes 2 and 3. L. Reaction of Chloramine with Alcoholates The reaction of chloramine and an alcoholate according to Eq. (46) appears attractive since it involves the direct formation of the oxygen-to-nitrogen bond in an O-alkylated hydroxylamine.
Preparation of N-Isobutyl-O-benzoylhydroxylamine

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