buta-1,3-dien-1-one

Base Information

• Chemical Name: buta-1,3-dien-1-one
• CAS No.: 50888-73-8
• Molecular Formula: C4H4O
• Molecular Weight: 68.0752
• Hs Code.: 2914190090
• Mol file: 50888-73-8.mol

Synonyms:buta-1,3-dien-1-on;1,3-Butadienal;CH2=CHCH=C=O;vinylketene;

Chemical Property of buta-1,3-dien-1-one

Chemical Property:

• Vapor Pressure: 449mmHg at 25°C
• Boiling Point: 38.9°Cat760mmHg
• Flash Point: °C
• PSA: 17.07000
• Density: 0.794g/cm³
• LogP: 0.56020

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of buta-1,3-dien-1-one

There total 19 articles about buta-1,3-dien-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:

methylene bis methylacrylamide (38266-98-7) → N-methylmethanimine (1761-67-7) + butadiene monoxide (50888-73-8) + 3-Dimethylamino-cyclobut-2-enone (171085-81-7)

Guidance literature:

at 750 ℃; Mechanism; other acylallenes, flash vacuum thermolysis;

DOI:10.1021/jo972137m

Reference yield:

3-Dimethylamino-cyclobut-2-enone (171085-81-7) → N-methylmethanimine (1761-67-7) + butadiene monoxide (50888-73-8) + methylene bis methylacrylamide (38266-98-7)

Guidance literature:

at 550 ℃; Mechanism; other cyclobutenones, flash vacuum thermolysis;

DOI:10.1021/jo972137m

Reference yield:

methyl buta-2,3-dienoate (18913-35-4) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + butadiene monoxide (50888-73-8)

Guidance literature:

at 1000 ℃; Mechanism; other acylallenes, flash vacuum thermolysis;

DOI:10.1021/jo972137m

upstream raw materials:

furan

cyclopropanecarboxylic anhydride

2,2-dimethyl-5-ethylidene-1,3-dioxane-4,6-dione

trans-crotonic anhydride

Downstream raw materials:

N-phenyl-3-butenamide

(E)-4-(4-fluorophenyl)but-2-en-1-ol

Refernces

Synthesis of Vinylketenes. Thermolysis of 3-Azido-1,2-benzoquinones

10.1021/jo00364a038

The study explores the synthesis of vinylketenes via the thermolysis of 3-azido-1,2-benzoquinones. Key chemicals include 3-azido-4,6-di-tert-butyl-1,2-benzoquinone, which upon thermolysis in refluxing benzene, yields the stable ketene 9. This ketene reacts with methanol to form esters 10 and 11, and with cyclohexylamine to produce amide 12. Another azidoquinone, 13, thermolyzed in the presence of ethanol or ethoxypropyne, generates ester 15 and cyclohexadienone 16, respectively. However, azidoquinone 17 cyclizes to indoloquinone 18 instead of fragmenting to a ketene. The study also details the synthesis of dichloroquinones 23 and 24, which serve as precursors to azidoquinones 13 and 17. The research highlights the potential of this method for synthesizing vinylketenes and identifies limitations, such as the cyclization observed with azidoquinone 17.