87851-77-2

Basic information

• Product Name: (E)-O-(3-Chloro-2-propenyl)hydroxylamine
• Synonyms: (3-trans-Chloroallyl)oxyamine;(E)-O-(3-Chloro-2-propenyl)hydroxylamine;O-(3-Chloro-2-propenyl)hydroxylamine;O-(3-Chloroallyl)hydroxylaMine;Hydroxylamine,O-[(2E)-3-chloro-2-propen-1-yl]-
• CAS NO: 87851-77-2
• Molecular Formula: C₃H₆ClNO
• Molecular Weight: 107.539
• Mol File: 87851-77-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 209 ºC
• Flash Point: 80 ºC
• Appearance: /
• Density: 1.155
• Vapor Pressure: 0.798mmHg at 25°C
• Refractive Index: 1.454
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 3.80±0.70(Predicted)
• CAS DataBase Reference: (E)-O-(3-Chloro-2-propenyl)hydroxylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-O-(3-Chloro-2-propenyl)hydroxylamine(87851-77-2)
• EPA Substance Registry System: (E)-O-(3-Chloro-2-propenyl)hydroxylamine(87851-77-2)

Safety Data

• Hazardous Substances Data: 87851-77-2(Hazardous Substances Data)

Usage

Uses

(3-trans-Chloroallyl)oxyamine is used as a reagent in the preparation of 5-(dioxabicyclohept-6-yl)cyclohexenone oxime ether as hericides and plant growth regulators.

InChI:InChI=1/C3H6ClNO/c1-2-3(4)6-5/h2-3H,1,5H2

Downstream Products

• 99129-21-2 clethodim 
• 210415-57-9 2-(1-((E)-3-Chloro-2-propenyloxyimino)propyl)-5-(3,7-dioxabicyclo[4.1.0]hept-6-yl)-3-hydroxycyclohex-2-enone 

Relevant articles and documents

Synthetic process of O-3-chloro-2-propenyl hydroxylamine

The invention belongs to the technical field of organic synthesis, in particular relates to a synthetic process of O-3-chloro-2-propenyl hydroxylamine. The synthetic process comprises the following steps of (1) successively adding phthalic acid and thionyl chloride into a reactor, performing a temperature rising reaction, distilling and removing excessive thionyl chloride to obtain o-phthaloyl chloride; (2) dissolving hydroxylamine hydrochloride into dichloromethane, dropwise adding the o-phthaloyl chloride, continually stirring and reacting after dropwise adding, distilling and removing the dichloromethane after reaction completion, so as to obtain N-hydroxyl phathalicimide; (3) dissolving the N-hydroxyl phathalicimide into a sodium hydroxide aqueous solution, dropwise adding trans-1,3-dichloropropene for reaction, after reaction completion, filtering to obtain 2-(3-chloroallyloxy)-isopropyl indolizine-1,3-dione; (4) adding the 2-(3-chloroallyloxy)-isopropyl indolizine-1,3-dione into a hydrochloric acid solution for hydrolysis, filtering, collecting organic phases, and the O-3-chloro-2-propenyl hydroxylamine is obtained. The synthetic process provided by the invention has the advantages that raw materials are low in price and easy to obtain, the reaction condition is mild and the yield is high.

O-(3-chloropropenyl) hydroxylamine free base

An O-substituted hydroxylamine having the following general formula: [in-line-formulae]R1—CHX—O—NH2 [/in-line-formulae] wherein X is hydrogen or an alkyl; and R1 is an unsubstituted or substituted phenyl, thienyl, furanyl, pyrrolyl or —CR2═CR3R4; wherein R2, R3 and R4 are hydrogen, halogen or alkyl. The O-substituted hydroxylamine exhibits at least one property selected from the group consisting of: essentially free of hydroxylamine; essentially free of any solvent; a water content of between about 0% to 90% by weight; and a high strength (as measured by mole of the O-substituted hydroxylamine per gram of sample) of between about 0.5 to 3.3-fold as much as a 40% O-substituted hydroxylamine salt solution, by weight. The O-substituted hydroxylamine further comprising at least one additional property selected from the group consisting of: a purity of between about 98% to 100%, based on gas chromatographic area; and a purity drop of less than about 1.2% after 78 days at 40° C. when the O-substituted hydroxylamine has a concentration of about 85% in water, based on gas chromatographic area. The O-substituted hydroxylamine is at least one isomer selected from the group consisting of cis, trans and a mixture thereof. The O-substituted hydroxylamine may also be reacidified to an O-substituted hydroxylamine salt free of hydroxylamine.