3-(3-Bromo-4-methoxyphenyl)prop-2-enoic acid

Base Information

• Chemical Name: 3-(3-Bromo-4-methoxyphenyl)prop-2-enoic acid
• CAS No.: 1080-07-5
• Molecular Formula: C₁₀H₉BrO₃
• Molecular Weight: 257.084
• DSSTox Substance ID: DTXSID601256399
• Mol file: 1080-07-5.mol

Synonyms:3-(3-bromo-4-methoxyphenyl)prop-2-enoic acid;3-bromo-4methoxycinnamic acid;DTXSID601256399;AKOS030246231;PB39540;3-(3-Bromo-4-methoxyphenyl) acrylic acid;3-(3-Bromo-4-methoxyphenyl)-2-propenoic acid;3-(3-bromo-4-methoxy-phenyl)prop-2-enoic acid

Chemical Property of 3-(3-Bromo-4-methoxyphenyl)prop-2-enoic acid

Chemical Property:

• Melting Point: 241-243 °C
• Boiling Point: 392.0±32.0 °C(Predicted)
• PKA: 4.42±0.10(Predicted)
• Density: 1.555±0.06 g/cm3(Predicted)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 255.97351
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Bromo-4-methoxycinnamicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=CC(=O)O)Br

Technology Process of 3-(3-Bromo-4-methoxyphenyl)prop-2-enoic acid

There total 4 articles about 3-(3-Bromo-4-methoxyphenyl)prop-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: 99.0%

3-bromo-4-methoxybenzylaldehyde (34841-06-0) + malonic acid (141-82-2) → (E)-3-(3-bromo-4-methoxy-phenyl)prop-2-enoic acid (1080-07-5,151539-49-0)

Guidance literature:

3-bromo-4-methoxybenzylaldehyde; malonic acid; With pyridine; piperidine; at 20 - 100 ℃;

With acetic acid; In water; pH=4 - 5;

Reference yield: 92.0%

3-bromo-4-methoxybenzylaldehyde (34841-06-0) + malonic acid (141-82-2) → 3-(3-bromo-4-methoxyphenyl)acrylic acid (1080-07-5,151539-49-0)

Guidance literature:

With piperidine; pyridine; for 12h; Reflux;

DOI:10.1016/j.tetlet.2008.10.103

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → (E)-3-(3-bromo-4-methoxy-phenyl)prop-2-enoic acid (1080-07-5,151539-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine; acetic acid / 14 h / 20 °C

2: pyridine; piperidine / 12 h / Reflux

With piperidine; pyridine; bromine; acetic acid; 2: |Doebner Modification;

DOI:10.3184/174751915X14326563172262

upstream raw materials:

3-bromo-4-methoxybenzylaldehyde

malonic acid

4-methoxy-benzaldehyde

Downstream raw materials:

methyl (E)-3-(3-bromo-4-methoxyphenyl)acrylate

(E)-8-(3-Bromo-4-methoxystyryl)-1,3-dipropylxanthine

C₁₀H₈BrClO₂

(6-bromo-7-methoxyisoquinolin-1-yl)tritylamine

Refernces

• 1、 -. "ANTI-HIV COMPOUNDS". Paragraph 0356. . Retrieved 2016/07/05.
• 2、 Ullah, Nisar,Arafeh, Khaled M.. "The first total synthesis of aplysamine 6, an inhibitor of isoprenylcysteine carboxy methyltransferase". scheme or table. p. 158 - 160. Retrieved 2009/04/14.