4-(3-Bromophenyl)-4-oxobut-2-enoic acid

Base Information

• Chemical Name: 4-(3-Bromophenyl)-4-oxobut-2-enoic acid
• CAS No.: 74939-78-9
• Molecular Formula: C10H7BrO3
• Molecular Weight: 255.068
• DSSTox Substance ID: DTXSID30694239
• Mol file: 74939-78-9.mol

Synonyms:4-(3-BROMOPHENYL)-4-OXOBUT-2-ENOIC ACID;74939-78-9;SCHEMBL8099333;DTXSID30694239;JDXFDXTZXXJCQT-UHFFFAOYSA-N;4-(3-bromophenyl)-4-oxo-2-butenoic acid

Chemical Property of 4-(3-Bromophenyl)-4-oxobut-2-enoic acid

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 253.95786
• Heavy Atom Count: 14
• Complexity: 260

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)C(=O)C=CC(=O)O

Technology Process of 4-(3-Bromophenyl)-4-oxobut-2-enoic acid

There total 5 articles about 4-(3-Bromophenyl)-4-oxobut-2-enoic acid 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: 78.0%

1-(3-Bromophenyl)ethanone (2142-63-4) + Glyoxilic acid (298-12-4) → (E)-4-oxo-4-(3-bromophenyl)-2-butenoic acid (74939-78-9)

Guidance literature:

With toluene-4-sulfonic acid; In 1,4-dioxane; at 160 ℃; for 1h; Temperature; Microwave irradiation;

DOI:10.1039/d1ra05539a

Reference yield: 74.0%

→ (E)-4-oxo-4-(3-bromophenyl)-2-butenoic acid (74939-78-9)

Guidance literature:

Reference yield:

2-hydroxy-4-(3'-bromophenyl)-4-oxo-butanoic acid (97961-06-3) → (E)-4-oxo-4-(3-bromophenyl)-2-butenoic acid (74939-78-9)

Guidance literature:

With hydrogenchloride; In acetic acid; for 3h; Yield given; Heating;

DOI:10.1248/cpb.36.2050

upstream raw materials:

2-hydroxy-4-(3'-bromophenyl)-4-oxo-butanoic acid

1-(3-Bromophenyl)ethanone

Glyoxilic acid

Downstream raw materials:

4-(3-bromophenyl)-4-oxo-butyric acid

6-(3-bromo-phenyl)-2H-pyridazin-3-one