1-Bromobut-3-en-2-one

Base Information

• Chemical Name: 1-Bromobut-3-en-2-one
• CAS No.: 155622-69-8
• Molecular Formula: C4H5 Br O
• Molecular Weight: 148.987
• DSSTox Substance ID: DTXSID20454920
• Nikkaji Number: J1.193.271A
• Wikidata: Q82276727
• Mol file: 155622-69-8.mol

Synonyms:1-bromobut-3-en-2-one;155622-69-8;3-Buten-2-one, 1-bromo-;bromomethyl vinyl ketone;1-bromo-3-buten-2-one;1-bromo-3-butene-2-one;1-bromanylbut-3-en-2-one;SCHEMBL2998900;DTXSID20454920;AMY31126;AKOS006286477;FT-0650143;EN300-1600496;A809666

Chemical Property of 1-Bromobut-3-en-2-one

Chemical Property:

• Vapor Pressure: 3.167mmHg at 25°C
• Refractive Index: 1.474
• Boiling Point: 154.511°C at 760 mmHg
• Flash Point: 78.507°C
• PSA: 17.07000
• Density: 1.491g/cm³
• LogP: 1.13640
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 147.95238
• Heavy Atom Count: 6
• Complexity: 67.9

Purity/Quality:

98%min ^*data from raw suppliers

1-BROMOBUT-3-EN-2-ONE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)CBr

Technology Process of 1-Bromobut-3-en-2-one

There total 2 articles about 1-Bromobut-3-en-2-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: 90.0%

2-bromomethyl-2-vinyl-1,3-dioxolane (250338-50-2) → bromomethyl vinyl ketone (155622-69-8)

Guidance literature:

With iron(III) chloride adsorbed on silica gel; at 0 ℃; for 0.5h;

DOI:10.1080/00397911.2013.821133

Reference yield:

methyl vinyl ketone (78-94-4,25038-87-3) → bromomethyl vinyl ketone (155622-69-8)

Guidance literature:

With bromine; triethylamine; at -20 - 0 ℃;

Reference yield: 95.7%

fluorobenzene (462-06-6) + bromomethyl vinyl ketone (155622-69-8) → 1-(2-fluorophenyl)but-3-en-2-one

Guidance literature:

With tin(IV) chloride; In tetrahydrofuran; at 45 ℃; for 4h; Temperature; Reagent/catalyst;

upstream raw materials:

2-bromomethyl-2-vinyl-1,3-dioxolane

methyl vinyl ketone

Downstream raw materials:

N-benzyl-3-pyrrolidinone

1-benzyl-3-pyrrolidinol

3-oxocyclopentane-1,1-dicarboxylic acid diethyl ester

1-bromo-3-buten-2-ol

Refernces

• 1、 Carlson, Rolf,Descomps, Alexandre,Mekonnen, Alemayehu,Westerlund, Andreas,Havelkova, Martina. "Improved synthesis of 1-bromo-3-buten-2-one". . p. 2939 - 2945. Retrieved 2011.
• 2、 -. "2-ACETYLNAPHTHO[2,3-B]FURAN -4,9-DIONE FOR USE ON TREATING CANCER". Paragraph 0292; 0293. . Retrieved 2016/02/20.