5627-11-2

Basic information

• Product Name: Hydroxylamine,O,O'-1,2-ethanediylbis-
• CAS NO: 5627-11-2
• Molecular Weight: 92.0977
• Mol File: 5627-11-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Hydroxylamine,O,O'-1,2-ethanediylbis- (CAS DataBase Reference)
• NIST Chemistry Reference: Hydroxylamine,O,O'-1,2-ethanediylbis- (5627-11-2)
• EPA Substance Registry System: Hydroxylamine,O,O'-1,2-ethanediylbis- (5627-11-2)

Safety Data

• Hazardous Substances Data: 5627-11-2(Hazardous Substances Data)

Usage

Description

Hydroxylamine, O,O'-1,2-ethanediylbis-, also known as ethylenediamine-bis-hydroxylamine, is a chemical compound with the formula (HO)2NCH2CH2NHOH. It is a powerful reducing agent that is commonly used in the synthesis of pharmaceuticals, pesticides, and other organic compounds. This highly reactive compound must be handled with caution due to its potential to react violently with oxidizing agents and should be stored in a cool, dry place away from light and heat sources. Additionally, it poses health hazards and can cause irritation to the skin, eyes, and respiratory system, necessitating proper safety measures during handling.

Uses

Used in Pharmaceutical Industry:
Hydroxylamine, O,O'-1,2-ethanediylbisis used as a key intermediate in the synthesis of various pharmaceutical compounds. Its reducing properties make it a valuable component in the production of drugs that require specific chemical structures or functional groups.
Used in Pesticide Industry:
In the pesticide industry, Hydroxylamine, O,O'-1,2-ethanediylbisserves as an essential intermediate for the production of certain pesticides. Its ability to act as a reducing agent is crucial in the synthesis of these agricultural chemicals, which are designed to protect crops from pests and diseases.
Used in Organic Synthesis:
Hydroxylamine, O,O'-1,2-ethanediylbisis utilized in organic synthesis for the preparation of various organic compounds. Its reducing capabilities are harnessed to facilitate specific chemical reactions, leading to the formation of desired products in research and industrial applications.
Used in Chemical Production:
As an intermediate, Hydroxylamine, O,O'-1,2-ethanediylbisplays a significant role in the production of other chemicals, such as hydroxylamine-O-sulfonic acid. Its involvement in these processes is essential for the successful synthesis of a range of chemical products used in different industries.

Upstream product

• 557-30-2 glyoxime 
• 92670-17-2 N,N'-diisopropyl-1,2-bis(aminooxy)ethane 

Downstream Products

• 94459-88-8 1,2-Bis-benzoylaminooxy-ethan 
• 209115-54-8 1,2-bis[N,N'-(2-mesitylsulphonyl)aminooxy]ethane 
• 844644-77-5 2‐[O‐(1‐ethyloxyamide)]oxime‐6‐methoxyphenol 
• 1145688-80-7 4,4′-dinitro-2,2′-[ethylenedioxybis(nitrilomethylidyne)]diphenol 
• 1239336-86-7 C₁₂H₁₈N₄O₆ 
• 960039-48-9 3-allyloxy-2-hydroxybenzaldehyde o-(2-(aminooxy)ethyl) oxime 
• 1107064-59-4 4,4',6,6'-tetrabromo-2,2'-[(ethylenedioxy)bis(nitrilomethylidyne)]diphenol 
• 1244021-75-7 1,2-bis{[(Z)-(3-methyl-5-oxo-1-phenyl-1H-pyrazolidin-4(4H)-yl)(phenyl)]methylene-aminooxy}ethane 

Relevant articles and documents

Oxidation of N,N'-Dialkyl-1,2-bishydroxylamines

Oxidation of N,N'-dialkyl-1,2-bishydroxylamines RNHOCH2CH2ONHR gives products that are a function of oxidant.For R = i-Pr (5) and m-chloroperbenzoic acid the products are diisopropyl azo dioxide, HOCH2CH2ONHCH(CH3)2, and ethylene glycol.Product ratios indicate independent oxidation of the two hydroxylamine functions.Na2WO4/H2O2 in D2O gives the azo dioxide, ethylene glycol, and acetone oxime.Oxidation with bromine and 1,4-diazabicyclooctane or tert-butyl hypochlorite and triethylamine gives product ratios that are consistent with two pathways to the bis oxime 7: one that appears to give 7 directly and a second that goes through the monohydroxylamine monooxime 15.It is proposed that the former reaction proceeds through the 1,4,2,3-dioxadiazine ring, which is oxidized quickly to products.Reaction products from the bishydroxylamine with R = CH3 are similar to those with R = i-Pr.