O-Allylhydroxylamine hydrochloride hydrate

Base Information

• Chemical Name: O-Allylhydroxylamine hydrochloride hydrate
• CAS No.: 6542-54-7
• Molecular Formula: C3H7NO
• Molecular Weight: 73.0947
• Hs Code.: 2922199090
• European Community (EC) Number: 630-437-8,689-576-8
• DSSTox Substance ID: DTXSID20583466
• Mol file: 6542-54-7.mol

Synonyms:O-Allylhydroxylamine hydrochloride hydrate;206557-03-1;O-prop-2-enylhydroxylamine;hydrate;hydrochloride;SCHEMBL3917047;DTXSID20583466;VYCHJEXJHFTAQI-UHFFFAOYSA-N;O-allyl hydroxylamine hydrochloride hydrate;o-allylhydroxylamine hydrochloride monohydrate;O-Allylhydroxylamine hydrochloride hydra te,97%;O-Allylhydroxylamine hydrochloride hydrate, 97%;O-Prop-2-en-1-ylhydroxylamine--hydrogen chloride--water (1/1/1)

Chemical Property of O-Allylhydroxylamine hydrochloride hydrate

Chemical Property:

• Boiling Point: 98-99 °C
• PKA: 5.48±0.70(Predicted)
• PSA: 35.25000
• Density: 0.9074 g/cm3(Temp: 25 °C)
• LogP: 0.76300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 127.0400063
• Heavy Atom Count: 7
• Complexity: 28.1

Purity/Quality:

98% ^*data from raw suppliers

O-ALLYLHYDROXYLAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CCON.O.Cl
• General Description: 1-(Aminooxy)-2-propene (also known as allyloxyamine, O-allyl-hydroxylamine, or allyloxyl amine) is an O-allylhydroxylamine derivative that can be synthesized via a [2,3]-Meisenheimer rearrangement of tertiary allylic amine N-oxides. 1-(Aminooxy)-2-propene is accessible through organocatalytic oxidation methods using hydrogen peroxide and 2,2,2-trifluoroacetophenone as a catalyst, offering a greener and more efficient synthetic route compared to traditional stoichiometric oxidants. The method allows for moderate to high yields and demonstrates broad substrate tolerance, making it a practical choice for the preparation of O-allylhydroxylamines.

Technology Process of O-Allylhydroxylamine hydrochloride hydrate

There total 8 articles about O-Allylhydroxylamine hydrochloride hydrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-(allyloxy)acetamide (42832-42-8) → O-Allylhydroxylamine (6542-54-7)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 50 ℃; for 5h;

DOI:10.3390/molecules26020372

Reference yield:

2-(allyloxy)isoindoline-1,3-dione (39020-79-6) → O-Allylhydroxylamine (6542-54-7)

Guidance literature:

With hydrazine;

Reference yield:

allyloxy-carbamic acid ethyl ester (61807-43-0) → O-Allylhydroxylamine (6542-54-7)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01239a040

upstream raw materials:

allyloxy-carbamic acid ethyl ester

2-(allyloxy)isoindoline-1,3-dione

N-Benzoyl-O-allylhydroxylamine

allyl bromide

Downstream raw materials:

benzophenone O-allyloxime

2-(1-Allyloxyamino-butylidene)-5-(2-propylsulfanyl-propyl)-cyclohexane-1,3-dione

2-(1-Allyloxyamino-butylidene)-5-(2-methanesulfinyl-ethyl)-cyclohexane-1,3-dione

2-(1-Allyloxyamino-propylidene)-5-((Z)-styryl)-cyclohexane-1,3-dione

Refernces

One-Pot Synthesis of O-Allylhydroxylamines through the Organocatalytic Oxidation of Tertiary Allylic Amines Followed by a [2,3]-Meisenheimer Rearrangement

10.1002/chem.201406173

The study presents a green and efficient one-pot method for synthesizing O-protected allylic alcohols through the organocatalytic oxidation of tertiary allylic amines, followed by a [2,3]-Meisenheimer rearrangement. The key chemicals used in the study include 2,2,2-trifluoroacetophenone as the organocatalyst, hydrogen peroxide (H2O2) as the oxidant, and a variety of solvents such as dichloromethane, THF, methanol, ethyl acetate, and tert-butanol, which were tested to optimize the reaction conditions. The purpose of these chemicals is to facilitate the conversion of allylic amine N-oxides to O-allylhydroxylamines in a sustainable manner, reducing waste generation and simplifying the purification process compared to traditional methods that use stoichiometric amounts of oxidants. The study also explored the substrate scope, demonstrating the method's tolerance for various substituents on the amine and allylic moiety, and leading to products in moderate to high yields.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 6542-54-7 1-(Aminooxy)-2-propene

Send

Send

Metric Ton KG G Pound L ML

Send

Send