2-Cyclopropen-1-one

Base Information

• Chemical Name: 2-Cyclopropen-1-one
• CAS No.: 2961-80-0
• Molecular Formula: C3H2 O
• Molecular Weight: 54.0483
• Hs Code.: 2914299000
• UNII: 5MPZ6QZ6ZF
• DSSTox Substance ID: DTXSID50183796
• Nikkaji Number: J80.599H
• Wikipedia: Cyclopropenone
• Wikidata: Q21099673
• Mol file: 2961-80-0.mol

Synonyms:cyclopropenone

Chemical Property of 2-Cyclopropen-1-one

Chemical Property:

• Vapor Pressure: 28.6mmHg at 25°C
• Boiling Point: 106.2°C at 760 mmHg
• Flash Point: 18.2°C
• PSA: 17.07000
• Density: 1.256g/cm³
• LogP: 0.12530
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 54.010564683
• Heavy Atom Count: 4
• Complexity: 63.4

Purity/Quality:

97% ^*data from raw suppliers

2-CYCLOPROPEN-1-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC1=O

Technology Process of 2-Cyclopropen-1-one

There total 6 articles about 2-Cyclopropen-1-one 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: 24.0%

(6,6-Dimethyl-4,8-dioxa-spiro[2.5]oct-1-en-1-yl)-trimethyl-silane (141245-07-0) → 2-cyclopropene-1-one (2961-80-0) + 2-Trimethylsilylcyclopropenone

Guidance literature:

With Amberlyst 15; In tetrahydrofuran; water; Ambient temperature;

DOI:10.1016/S0040-4020(01)88873-6

Reference yield:

1,4-bis-diazo-butane-2,3-dione (40301-85-7) → 2-cyclopropene-1-one (2961-80-0) + 1,4-dioxo-1,3-butadiene (2829-38-1) + 4-Diazo-but-1-ene-1,3-dione + acetylene (74-86-2,25067-58-7)

Guidance literature:

With argon; In gaseous matrix; at -263.2 ℃; for 13h; Product distribution; Irradiation; in dependence on λ, time;

Reference yield:

3,3-dimethoxycyclopropene (23529-83-1) → 2-cyclopropene-1-one (2961-80-0)

Guidance literature:

With water;

DOI:10.1021/jo00976a012

upstream raw materials:

1,2,3,3-tetrachlorocyclopropene

3,3-dimethoxycyclopropene

(6,6-Dimethyl-4,8-dioxa-spiro[2.5]oct-1-en-1-yl)-trimethyl-silane

1,4-bis-diazo-butane-2,3-dione

Downstream raw materials:

acetylene

Refernces

High density orthogonal surface immobilization via photoactivated copper-free click chemistry

10.1021/ja105066t

The research describes a novel method for high-density orthogonal surface immobilization using photoactivated copper-free click chemistry. The purpose of this study was to develop a surface with reactive ester polymer brushes that could be functionalized with cyclopropenone-masked dibenzocyclooctynes for light-activated immobilization of azides. The researchers used catalyst-free click chemistry to achieve rapid cycloaddition of surface-bound dibenzocyclooctynes with azides under ambient conditions. The process involved the use of poly(n-hydroxysuccinimide 4-vinyl benzoate) (poly(NHS4VB)) as a surface platform, which was functionalized with cyclopropenone (1) and then irradiated with UV light to yield reactive dibenzocyclooctyne (2). This reactive intermediate could then undergo catalyst-free cycloadditions with azides to form triazole-linked conjugates. The conclusions of the study were that this surface immobilization strategy provides a general and facile platform for generating multicomponent surfaces with spatially resolved chemical functionality, which can be extended to various applications in biology, nanotechnology, and materials science.