Conditions | Yield |
---|---|
With K12(Ga4(1,5-bis(2,3-dihydroxybenzamido)naphthalene))6; potassium phosphate; borane pyridine In water-d2 at 20℃; for 22h; Reagent/catalyst; Inert atmosphere; Sealed tube; | 100% |
With Benzyltriethylammonium borohydride for 0.133333h; solid-phase conditions; | 95% |
With sodium cyanoborohydride at 20℃; | 80% |
N-benzylhydroxylamine hydrochloride
N-benzyl hydroxylalmine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water | 100% |
With sodium hydrogencarbonate In methanol for 0.25h; | |
With 4-methyl-morpholine In dichloromethane Schlenk technique; Inert atmosphere; |
syn-benzaldehyde oxime
N-benzyl hydroxylalmine
Conditions | Yield |
---|---|
With sodium cyanoborohydride; acetyl chloride In methanol at 0℃; | 94% |
With hydrogenchloride; sodium cyanoborohydride In methanol at 25℃; for 4h; | 87% |
With hydrogenchloride; sodium cyanoborohydride In methanol pH=3; | 61% |
With hydrogenchloride; sodium cyanoborohydride In methanol at 20℃; for 3h; | 49% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium cyanoborohydride In methanol at 25℃; for 3.5h; Reduction; | 94% |
Conditions | Yield |
---|---|
With 4a-FlEt-OOH In 1,4-dioxane at 30℃; Rate constant; | A n/a B 90% |
ethyl 2-benzyl-2,5-dihydro-3-methyl-5-oxoisoxazole-4-carboxylate
N-benzyl hydroxylalmine
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid In water | 81% |
Conditions | Yield |
---|---|
With hydrogenchloride steam destillation; | 79% |
With sulfuric acid In water for 4h; Heating; | 71% |
With hydrogenchloride In water for 1h; Reflux; |
Conditions | Yield |
---|---|
With hydroxylamine monohydrate In methanol at 100℃; under 18100.7 Torr; for 0.166667h; Flow reactor; chemoselective reaction; | 76% |
Conditions | Yield |
---|---|
With hydroxylamine monohydrate In methanol at 100℃; under 18100.7 Torr; for 0.166667h; Flow reactor; chemoselective reaction; | 65% |
With hydroxylamine hydrochloride; triethylamine In water; dimethyl sulfoxide at 100℃; for 1h; | 38% |
(2S)-3-(tert-butyl-dimethyl-silyloxy)-2-methyl-propanal
A
N-benzyl hydroxylalmine
B
(R)-(-)-N-(3-t-butyldimethylsilyloxy-2-methylpropylidene)benzylamine N-oxide
Conditions | Yield |
---|---|
With calcium chloride In argon | A n/a B 64% |
trans-Dihydro-3-phenyl-5-(phenylmethyl)-6-heptyl-1,2,4,5-trioxazine
A
Octanal
B
3,6-diphenyl-1,2,4,5-tetraoxane
C
α-Heptyl-N-benzylnitrone
D
benzaldehyde
E
N-benzyl hydroxylalmine
F
benzoic acid
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane for 15h; Product distribution; Ambient temperature; | A 26% B 11% C 25% D 30% E 25% F 16% |
Conditions | Yield |
---|---|
With hydrogenchloride at 130℃; im geschlossenen Rohr; |
N-benzyl-O-benzoylhydroxylamine
sodium ethanolate
A
N-benzyl hydroxylalmine
B
benzoic acid
N-Benzylidenebenzylamine N-oxide
A
N-benzyl hydroxylalmine
B
benzaldehyde phenylhydrazone
Conditions | Yield |
---|---|
With phenylhydrazine at 80℃; |
Conditions | Yield |
---|---|
With hydrogenchloride |
N-benzyl-1,1-diphenylmethanimine oxide
A
benzophenone
B
N-benzyl hydroxylalmine
Conditions | Yield |
---|---|
Hydrolyse; |
N,N,O-tribenzylhydroxylamine
N-benzyl hydroxylalmine
Conditions | Yield |
---|---|
bei der Destillation im Vakuum; |
benzyl chloride
acetic acid
acetone oxime
N-benzyl hydroxylalmine
benzyl chloride
N,N-dibenzylhydroxylamine
A
tribenzylamine
B
N-benzyl hydroxylalmine
C
benzylamine
D
dibenzylamine
N-Benzylidenebenzylamine N-oxide
phenylhydrazine
A
N-benzyl hydroxylalmine
B
benzaldehyde phenylhydrazone
N-benzyl-O-benzoylhydroxylamine
N-benzyl hydroxylalmine
Conditions | Yield |
---|---|
With sodium hydroxide In methanol |
N-Benzyl-4-methyl-N-(2,4,6-trimethyl-benzyloxy)-benzenesulfonamide
N-benzyl hydroxylalmine
Conditions | Yield |
---|---|
With hydrogen bromide In acetic acid |
Conditions | Yield |
---|---|
With peracetic acid In acetonitrile |
benzyl bromide
A
N-benzyloxyamine
B
N-benzyl hydroxylalmine
C
N,N-dibenzylhydroxylamine
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; potassium tert-butylate In tert-butyl alcohol for 1.33333h; Ambient temperature; Yield given. Yields of byproduct given; |
N-benzyl-O-(p-methylbenzyl)hydroxylamine
A
benzaldehyde
B
4-Methylbenzyl chloride
C
N-benzyl hydroxylalmine
Conditions | Yield |
---|---|
With hydrogenchloride for 5h; Heating; | A 0.3 mmol B 2.4 mmol C 0.2 g |
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane at 55℃; Rate constant; Thermodynamic data; Mechanism; var. conc. HCl; ΔH(excit.), ΔS(excit.), ΔG(excit.); | |
With hydrogenchloride; cetyltrimethylammonim bromide In 1,4-dioxane Kinetics; Activation energy; Further Variations:; Reagents; Hydrolysis; |
N-Benzyl-p-fluorobenzohydroxamic acid
A
4-Fluorobenzoic acid
B
N-benzyl hydroxylalmine
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane at 55℃; Rate constant; Thermodynamic data; Mechanism; var. conc. HCl; ΔH(excit.), ΔS(excit.), ΔG(excit.); |
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane at 55℃; Rate constant; Thermodynamic data; Mechanism; var. conc. HCl; ΔH(excit.), ΔS(excit.), ΔG(excit.); |
acetaldehyde
N-benzyl hydroxylalmine
5(Z)-N-ethylidene-1-phenylmethanamine N-oxide
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 1h; | 100% |
With sodium sulfate In dichloromethane Ambient temperature; | 55% |
acetaldehyde
N-benzyl hydroxylalmine
N-ethylidenebenzylamine N-oxide
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; for 1h; Inert atmosphere; | 100% |
With magnesium sulfate In dichloromethane at 20℃; for 1h; Inert atmosphere; | 100% |
With magnesium sulfate In dichloromethane at 20℃; for 1h; Inert atmosphere; | 100% |
3-allylcyclohexanone
N-benzyl hydroxylalmine
(1S,5R,7R)-2-Benzyl-3-oxa-2-aza-tricyclo[5.3.1.01,5]undecane
Conditions | Yield |
---|---|
at 80℃; for 3h; aromatic solvent; | 100% |
In methanol; benzene for 3h; Heating; azeotropic water removal; | 100% |
N-benzyl hydroxylalmine
2,3-isopropylidene-glyceraldehyde
N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone
Conditions | Yield |
---|---|
With sodium sulfate In dichloromethane at 20℃; for 16.5h; Inert atmosphere; | 100% |
With magnesium sulfate In dichloromethane for 2h; | 95% |
With magnesium sulfate In dichloromethane at 20℃; Condensation; | 94% |
Conditions | Yield |
---|---|
In chloroform-d1 at 20℃; for 0.166667h; | 100% |
N-benzyl hydroxylalmine
isobutyraldehyde
(Z)-N-(2-methylpropylidene)benzylamine N-oxide
Conditions | Yield |
---|---|
In diethyl ether at 20℃; for 1h; | 99% |
With magnesium sulfate In diethyl ether for 15h; | 84% |
With magnesium sulfate In dichloromethane for 4h; Ambient temperature; | 83% |
With magnesium sulfate In diethyl ether for 15h; Addition; | 78% |
With magnesium sulfate In diethyl ether at 20℃; for 15h; Inert atmosphere; | 65% |
ethylmagnesium chloride
N-benzyl hydroxylalmine
(4S,5S)-(Z)-N-(2,2,5-trimethyl-1,3-dioxolan-4-yl)methylenebenzylamine N-oxide
Conditions | Yield |
---|---|
for 20h; | 99% |
benzyloxyacetoaldehyde
N-benzyl hydroxylalmine
(Z)-N-[2-(benzyloxy)ethylidene]benzylamine N-oxide
Conditions | Yield |
---|---|
In dichloromethane for 12h; Ambient temperature; | 99% |
In dichloromethane at 20℃; | 97% |
phenyl styryl sulfone
N-benzyl hydroxylalmine
Conditions | Yield |
---|---|
In ethanol for 12h; | 99% |
4-methoxy-benzaldehyde
N-benzyl hydroxylalmine
N-benzyl-α-(4-methoxyphenyl)nitrone
Conditions | Yield |
---|---|
In toluene at 20℃; for 12h; Molecular sieve; | 99% |
In dichloromethane for 24h; Heating; | 80% |
With magnesium sulfate In dichloromethane at 20℃; | 55% |
N-benzyl hydroxylalmine
cyclohexanecarbaldehyde
(Z)-N-(cyclohexylmethylene)-1-phenylmethanamine oxide
Conditions | Yield |
---|---|
With magnesium sulfate In toluene at 20℃; for 16.5h; Inert atmosphere; | 99% |
With magnesium sulfate In diethyl ether for 18h; | 88% |
With magnesium sulfate In dichloromethane at 20℃; | 56% |
at 20℃; |
benzaldehyde
N-benzyl hydroxylalmine
(Z)-N-benzylidenebenzylamine N-oxide
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; for 15h; Inert atmosphere; | 99% |
With magnesium sulfate In dichloromethane for 15h; Addition; | 92% |
With magnesium sulfate In dichloromethane for 24h; | 92% |
Conditions | Yield |
---|---|
for 0.0666667h; Ionic liquid; Microwave irradiation; | 99% |
Inert atmosphere; |
benzyloxyacetoaldehyde
N-benzyl hydroxylalmine
(C-benzyloxymethane-N-benzyl)nitrone
Conditions | Yield |
---|---|
In chloroform for 3h; | 99% |
4-chlorobenzaldehyde
N-benzyl hydroxylalmine
4-chloro-benzaldehyde-(N-benzyl oxime )
Conditions | Yield |
---|---|
With pyrrolidine In dichloromethane at 20℃; for 0.05h; | 99% |
Inert atmosphere; |
Conditions | Yield |
---|---|
With trichloroacetonitrile In tert-butyl alcohol at 28℃; Solvent; | 99% |
Conditions | Yield |
---|---|
With trichloroacetonitrile In tert-butyl alcohol at 28℃; | 99% |
Conditions | Yield |
---|---|
With trichloroacetonitrile In tert-butyl alcohol at 28℃; | 99% |
4-methylphenylboronic acid
N-benzyl hydroxylalmine
N-benzyl-N-(4-methylphenyl)amine
Conditions | Yield |
---|---|
With trichloroacetonitrile In tert-butyl alcohol at 28℃; | 99% |
4-dibenzofurylboronic acid
N-benzyl hydroxylalmine
Conditions | Yield |
---|---|
With trichloroacetonitrile In tert-butyl alcohol at 28℃; | 99% |
Conditions | Yield |
---|---|
In ethanol for 1h; | 98% |
With diethyl ether |
N-benzyl hydroxylalmine
acetone
N-(1-methylethylidene)benzylamine N-oxide
Conditions | Yield |
---|---|
With magnesium sulfate; zinc(II) chloride In dichloromethane for 0.0833333h; Ambient temperature; | 98% |
for 1.5h; Heating; |
(R)-(E)-but-2-enoic acid 4,4-dimethyl-2-oxotetrahydrofuran-3-yl ester
N-benzyl hydroxylalmine
N-Benzyl-3-methylisoxazolidin-5-one
Conditions | Yield |
---|---|
In tetrahydrofuran at 22℃; for 25h; | 98% |
Conditions | Yield |
---|---|
With magnesium sulfate In diethyl ether at 0℃; for 1h; Condensation; | 98% |
N-benzyl hydroxylalmine
(3aS,3bR,7aS,8aR)-2,2,5,5-tetramethyltetrahydro-8aH-[1,3]dioxolo[4′,5′:4,5]furo[3,2-d][1,3]dioxine-8a-carbaldehyde
N-(1-deoxo-2,3:4,6-di-O-isoprpylidene-α-L-xylo-hex-2-ul-1-ylidene)benzylamine N-oxide
Conditions | Yield |
---|---|
In diethyl ether at 0℃; for 1h; Condensation; | 98% |
(4R)-3-benzyl-2-oxo-oxazolidine-4-carbaldehyde
N-benzyl hydroxylalmine
(4S)-3-benzyl-2-oxo-1,3-oxazolidine-4-methylidenbenzylamine-N-oxide
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; for 3h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With formaldehyd In tert-butyl alcohol at 30℃; for 24h; Reagent/catalyst; Solvent; Temperature; Time; Inert atmosphere; | 98% |
In neat (no solvent) at 80℃; for 6h; Inert atmosphere; regioselective reaction; | 92% |
With benzyloxyacetoaldehyde In benzene at 20℃; for 24h; Inert atmosphere; | 72% |
The N-Benzylhydroxylamine, with the cas registry number 622-30-0, has the systematic name of N-hydroxy-1-phenylmethanamine. It belongs to the category of Polyamines. And the molecular formula of the chemical is C7H9NO.
The characteristics of this chemical are as followings: (1)ACD/LogP: 1.30; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.22; (4)ACD/LogD (pH 7.4): 1.3; (5)ACD/BCF (pH 5.5): 4.76; (6)ACD/BCF (pH 7.4): 5.73; (7)ACD/KOC (pH 5.5): 100.69; (8)ACD/KOC (pH 7.4): 121.38; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 12.47Å2; (13)Index of Refraction: 1.561; (14)Molar Refractivity: 36.29 cm3; (15)Molar Volume: 112 cm3; (16)Polarizability: 14.39×10-24cm3; (17)Surface Tension: 44 dyne/cm; (18)Density: 1.098 g/cm3; (19)Flash Point: 135.2 °C ; (20)Enthalpy of Vaporization: 51.91 kJ/mol; (21)Boiling Point: 253.9 °C at 760 mmHg; (22)Vapour Pressure: 0.00923 mmHg at 25°C.
You should be cautious while dealing with this chemical. It irritates to the skin eyes and respiratory system. Therefore, you had better take the following instructions: Wear suitable gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: ONCc1ccccc1
(2)InChI: InChI=1/C7H9NO/c9-8-6-7-4-2-1-3-5-7/h1-5,8-9H,6H2
(3)InChIKey: LVCDXCQFSONNDO-UHFFFAOYAD
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