Product Name

  • Name

    Ethoxyamine hydrochloride

  • EINECS 222-060-9
  • CAS No. 3332-29-4
  • Article Data14
  • CAS DataBase
  • Density
  • Solubility Soluble in water
  • Melting Point 130-133 °C(lit.)
  • Formula C2H7 NO.ClH
  • Boiling Point 75.8 °C at 760 mmHg
  • Molecular Weight 97.5446
  • Flash Point 5.9 °C
  • Transport Information
  • Appearance white adhering crystals or crystalline powder
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 3332-29-4 (Ethoxyamine hydrochloride)
  • Hazard Symbols IrritantXi
  • Synonyms Ethoxyamine,hydrochloride (6CI,7CI);Hydroxylamine, O-ethyl-, hydrochloride (8CI,9CI);(Aminooxy)ethane hydrochloride;Ethoxamine hydrochloride;Ethoxyammoniumchloride;N-Ethoxyamine hydrochloride;O-Ethylhydroxylamine hydrochloride;
  • PSA 46.53000
  • LogP 2.43540

Synthetic route

N-ethoxyphthalimide
1914-21-2

N-ethoxyphthalimide

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

Conditions
ConditionsYield
Stage #1: N-ethoxyphthalimide With methylhydrazine In dichloromethane at 0 - 20℃; for 2h;
Stage #2: With hydrogenchloride In 1,4-dioxane at 0℃;
100%
With hydrogenchloride; hydrazine hydrate 1.) ethanol, reflux, 20 min; 2.) ethanol, reflux, 20 min; Yield given. Multistep reaction;
With methylhydrazine In dichloromethane
ethyl acetohydroxamate
52914-24-6

ethyl acetohydroxamate

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 65℃;71.2%
With hydrogenchloride In ethanol; water at 65℃;71.2%
O-ethyl benzoylhydroxamic acid
22509-51-9

O-ethyl benzoylhydroxamic acid

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol Heating;48%
1-ethoxy-pyrrolidine-2,5-dione

1-ethoxy-pyrrolidine-2,5-dione

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride
O-ethyl hydroxylamine
624-86-2

O-ethyl hydroxylamine

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 0 - 5℃; for 72h;
With hydrogenchloride Large scale;7.2 kg
4-hydroxy-3-ethoxybenzaldehyde
121-32-4

4-hydroxy-3-ethoxybenzaldehyde

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

3-ethoxy-4-hydroxybenzaldehyde-O-ethyloxime

3-ethoxy-4-hydroxybenzaldehyde-O-ethyloxime

Conditions
ConditionsYield
With sodium acetate In water at 80℃; for 2h;100%
4-hydroxy-3,5-dimethylbenzaldehyde
2233-18-3

4-hydroxy-3,5-dimethylbenzaldehyde

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

3,5-dimethyl-4-hydroxybenzaldehyde-O-ethyloxime

3,5-dimethyl-4-hydroxybenzaldehyde-O-ethyloxime

Conditions
ConditionsYield
With sodium acetate In water at 80℃; for 2h;100%
gallaldehyde
13677-79-7

gallaldehyde

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

3,4,5-trihydroxybenzaldehyde-O-ethyloxime

3,4,5-trihydroxybenzaldehyde-O-ethyloxime

Conditions
ConditionsYield
With sodium acetate In water at 80℃; for 2h;100%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

3,4-dihydroxybenzaldehyde
139-85-5

3,4-dihydroxybenzaldehyde

3,4-dihydroxybenzaldehyde-O-ethyloxime

3,4-dihydroxybenzaldehyde-O-ethyloxime

Conditions
ConditionsYield
With sodium acetate In water at 80℃; for 2h;100%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

6-chloro-pyrazine-2-carboxylic acid methyl ester
23611-75-8

6-chloro-pyrazine-2-carboxylic acid methyl ester

6-chloro-N-ethoxypyrazine-2-carboxamide

6-chloro-N-ethoxypyrazine-2-carboxamide

Conditions
ConditionsYield
With trimethylaluminum In hexane; dichloromethane at 20℃; Inert atmosphere;100%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

4-hydroxypropiophenone
70-70-2

4-hydroxypropiophenone

(E)-1-(4-hydroxyphenyl)propan-1-one-O-ethylketoxime

(E)-1-(4-hydroxyphenyl)propan-1-one-O-ethylketoxime

Conditions
ConditionsYield
With sodium acetate In ethanol at 80℃; for 4h;99%
With sodium acetate at 80℃; for 2h;
1-(2,4-dichlorophenyl)-propan-2-one
93457-07-9

1-(2,4-dichlorophenyl)-propan-2-one

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

1-(2,4-dichlorophenyl)-propan-2-one O-ethyl-oxime
1228284-91-0

1-(2,4-dichlorophenyl)-propan-2-one O-ethyl-oxime

Conditions
ConditionsYield
With sodium acetate In tetrahydrofuran; water at 23℃; for 4h;99%
With sodium acetate In tetrahydrofuran; water at 23℃; for 4h;
5-hydroxy-2-pyridinecarboxaldehyde
31191-08-9

5-hydroxy-2-pyridinecarboxaldehyde

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

(E)-5-hydroxypyridinecarboxaldehyde-O-ethylketoxime

(E)-5-hydroxypyridinecarboxaldehyde-O-ethylketoxime

Conditions
ConditionsYield
With sodium acetate In water at 80℃; for 2h;99%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

cyclohexanone
108-94-1

cyclohexanone

cyclohexanone O-ethyl oxime
3376-38-3

cyclohexanone O-ethyl oxime

Conditions
ConditionsYield
With sodium acetate In ethanol; water at 75℃; for 3h;99%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

cyclopentanone
120-92-3

cyclopentanone

cyclopentanone O-ethyl oxime
31376-96-2

cyclopentanone O-ethyl oxime

Conditions
ConditionsYield
With sodium acetate In ethanol; water at 75℃; for 3h;99%
With sodium acetate In ethanol; water at 65℃; for 3h;40%
isovanillin
621-59-0

isovanillin

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

3-hydroxy-4-methoxybenzaldehyde-O-ethyloxime

3-hydroxy-4-methoxybenzaldehyde-O-ethyloxime

Conditions
ConditionsYield
With sodium acetate In water at 80℃; for 2h;98%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

photoprotoporphyrin IX dimethyl ester
10200-03-0, 83946-65-0, 83946-66-1, 109211-48-5

photoprotoporphyrin IX dimethyl ester

3-ethenyl-7-hydroxyl-8-ethoxyiminoethylidene-2,7,12,18-tetramethylporphyrin-13,17-dipropionic acid dimethyl ester

3-ethenyl-7-hydroxyl-8-ethoxyiminoethylidene-2,7,12,18-tetramethylporphyrin-13,17-dipropionic acid dimethyl ester

Conditions
ConditionsYield
In pyridine at 20℃; for 1h;98%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

N-ethoxy-3-(8-ethyl-2-methylsulfanyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-6-yl)-5-methoxy-benzamide

N-ethoxy-3-(8-ethyl-2-methylsulfanyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-6-yl)-5-methoxy-benzamide

Conditions
ConditionsYield
Stage #1: 3-(8-ethyl-2-methylsulfanyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-6-yl)-5-methoxy-benzoic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0℃; for 0.25h;
Stage #2: O-ethylhydroxylamine hydrochloride In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #3: With sodium carbonate In water
97%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

CYTIDINE
65-46-3

CYTIDINE

N4-ethoxycytidine
1228271-25-7

N4-ethoxycytidine

Conditions
ConditionsYield
With pyridine at 100℃;97%
Pregnenolone
145-13-1

Pregnenolone

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

(E)-1-((3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone O-ethyl oxime

(E)-1-((3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone O-ethyl oxime

Conditions
ConditionsYield
With pyridine at 95℃; for 0.3h; Inert atmosphere;97%
With pyridine at 95℃; for 18h; Inert atmosphere;97%
With pyridine at 95℃; for 18h; Inert atmosphere;97%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

benzaldehyde
100-52-7

benzaldehyde

O-ethyl benzaldehyde oxime
13858-87-2

O-ethyl benzaldehyde oxime

Conditions
ConditionsYield
With sodium carbonate; acetic acid In methanol; water for 2h; Heating;96%
With hydrogenchloride In ethanol; water Reflux;57%
2,3-dihydroxybenzaldehyde
24677-78-9

2,3-dihydroxybenzaldehyde

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

2,3-dihydroxybenzaldehyde-O-ethyloxime

2,3-dihydroxybenzaldehyde-O-ethyloxime

Conditions
ConditionsYield
With sodium acetate In water at 80℃; for 2h;96%
4-amino-6-(4-fluoro-2-methyl-1H-indol-5-yloxy)-pyrimidine-5-carbaldehyde
951152-69-5

4-amino-6-(4-fluoro-2-methyl-1H-indol-5-yloxy)-pyrimidine-5-carbaldehyde

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

4-amino-6-(4-fluoro-2-methyl-1H-indol-5-yloxy)-pyrimidine-5-carbaldehyde O-ethyl-oxime

4-amino-6-(4-fluoro-2-methyl-1H-indol-5-yloxy)-pyrimidine-5-carbaldehyde O-ethyl-oxime

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃; for 2h;96%
C26H30N2O2

C26H30N2O2

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

C28H35N3O2

C28H35N3O2

Conditions
ConditionsYield
Stage #1: C26H30N2O2; O-ethylhydroxylamine hydrochloride With pyridine at 40℃; for 4h; Inert atmosphere;
Stage #2: Inert atmosphere;
96%
1-(4-methylthiophenyl)-2-butanone
181697-00-7

1-(4-methylthiophenyl)-2-butanone

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

2-N-ethoxyimino-1-(4-methylthiophenyl)butane
1204749-72-3

2-N-ethoxyimino-1-(4-methylthiophenyl)butane

Conditions
ConditionsYield
With pyridine In ethanol for 2h; Reflux;96%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

3,3:17,17-bis(ethylendioxy)androstane-6-one
600178-09-4

3,3:17,17-bis(ethylendioxy)androstane-6-one

3,3:17,17-bis(ethylendioxy)-6-[(E)-ethoxyimino]androstane
953772-35-5

3,3:17,17-bis(ethylendioxy)-6-[(E)-ethoxyimino]androstane

Conditions
ConditionsYield
With sodium phosphate dibasic dodecahydrate In tetrahydrofuran; water at 20℃;96%
C31H44O7
1446092-98-3

C31H44O7

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

((2R,3S)-3-acetoxy-6-((3S,10R,13S,17S)-17-((E)-1-(ethoxyimino)ethyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxy)-3,6-dihydro-2H-pyran-2-yl)methyl acetate

((2R,3S)-3-acetoxy-6-((3S,10R,13S,17S)-17-((E)-1-(ethoxyimino)ethyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxy)-3,6-dihydro-2H-pyran-2-yl)methyl acetate

Conditions
ConditionsYield
With pyridine for 3h; Reflux;96%
C31H44O7
1446092-98-3

C31H44O7

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

C33H49NO7

C33H49NO7

Conditions
ConditionsYield
With pyridine at 80℃; for 4h; Inert atmosphere;96%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

n-valeryl chloride
638-29-9

n-valeryl chloride

N-ethoxypentanoamide

N-ethoxypentanoamide

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at 10 - 40℃;95.8%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

3-methyl-2-methylsulfanyl-6-nitro-benzothiazolium; methyl sulfate
2458-05-1

3-methyl-2-methylsulfanyl-6-nitro-benzothiazolium; methyl sulfate

3-methyl-6-nitro-3H-benzothiazol-2-one O-ethyl-oxime

3-methyl-6-nitro-3H-benzothiazol-2-one O-ethyl-oxime

Conditions
ConditionsYield
With pyridine at 65℃; for 20h;95%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

3-ethyl-2-methylsulfanyl-6-nitro-benzothiazolium; ethyl sulfate

3-ethyl-2-methylsulfanyl-6-nitro-benzothiazolium; ethyl sulfate

3-ethyl-6-nitro-3H-benzothiazol-2-one O-ethyl-oxime

3-ethyl-6-nitro-3H-benzothiazol-2-one O-ethyl-oxime

Conditions
ConditionsYield
With pyridine at 65℃; for 20h;95%
C5H3Cl2NOS

C5H3Cl2NOS

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

C6H6Cl2N2OS

C6H6Cl2N2OS

Conditions
ConditionsYield
With triethylamine In ethanol at 20℃; for 1h;95%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

propionyl chloride
79-03-8

propionyl chloride

ethyl propionohydroxamate
91521-43-6

ethyl propionohydroxamate

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane at 10 - 40℃;94.9%
3-hydroxy-5-(5-indanyl)-2-propionylcyclohex-2-en-1-one
88633-19-6

3-hydroxy-5-(5-indanyl)-2-propionylcyclohex-2-en-1-one

O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

A

2-[1-(Ethoxyimino)propyl]-3-hydroxy-5-(5-indanyl)cyclohex-2en-1-one

2-[1-(Ethoxyimino)propyl]-3-hydroxy-5-(5-indanyl)cyclohex-2en-1-one

B

2-[1-(ethoxyimino)propyl]-3-hydroxy-5(5-indanyl)-cyclohex-2-en-1-one
88632-13-7

2-[1-(ethoxyimino)propyl]-3-hydroxy-5(5-indanyl)-cyclohex-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol; dichloromethaneA n/a
B 94.8%

Ethoxyamine Hydrochloride Specification

The Ethoxyamine Hydrochloride, with the CAS registry number 3332-29-4, has the IUPAC name of O-ethylhydroxylamine hydrochloride. For being a kind of white or light yellow crystal, it is soluble in water and ethanol, with the product categories including pharmaceutical intermediates.
 
The physical properties of this chemical are as follows: (1)ACD/LogP: 0.30; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.15; (4)ACD/LogD (pH 7.4): 0.3; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 24.64; (8)ACD/KOC (pH 7.4): 34.62; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 12.47; (13)Flash Point: 5.9 °C; (14)Enthalpy of Vaporization: 31.69 kJ/mol; (15)Boiling Point: 75.8 °C at 760 mmHg; (16)Vapour Pressure: 104 mmHg at 25°C; (17)Exact Mass: 97.029442; (18)MonoIsotopic Mass: 97.029442; (19)Topological Polar Surface Area: 35.2; (20)Heavy Atom Count: 5; (21)Complexity: 10.

The production method of this chemical: ethyl acetate could react with hydroxylamine sulphate in presence of alkali to have one chemical; Next the chemical has the ethylation with ethyl sulfate and then react in muriatic acid to get this product.

As to its usage, it is widely applied in many ways. It could be used as the intermediates of cycloxydim; It could also be producing a variety of herbicide, and then as a kind of important pesticide.

Additionally, you could obtain the molecular structure by converting the following datas:
(1)Canonical SMILES: CCON.Cl
(2)InChI: InChI=1S/C2H7NO.ClH/c1-2-4-3;/h2-3H2,1H3;1H
(3)InChIKey: NUXCOKIYARRTDC-UHFFFAOYSA-N 

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