(Z)-3-(3-bromophenyl)-2-phenylprop-2-enoic acid

Base Information

• Chemical Name: (Z)-3-(3-bromophenyl)-2-phenylprop-2-enoic acid
• CAS No.: 22161-40-6
• Molecular Formula: C15H11 Br O2
• Molecular Weight: 303.155
• NSC Number: 171609
• DSSTox Substance ID: DTXSID80419378
• Wikidata: Q82230361
• Mol file: 22161-40-6.mol

Synonyms:NSC171609;22161-40-6;DTXSID80419378;AKOS009144297;NSC-171609

Chemical Property of (Z)-3-(3-bromophenyl)-2-phenylprop-2-enoic acid

Chemical Property:

• Vapor Pressure: 1.11E-06mmHg at 25°C
• Boiling Point: 387°Cat760mmHg
• Flash Point: 187.9°C
• Density: 1.491g/cm³
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 301.99424
• Heavy Atom Count: 18
• Complexity: 319

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=CC2=CC(=CC=C2)Br)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)/C(=C/C2=CC(=CC=C2)Br)/C(=O)O

Technology Process of (Z)-3-(3-bromophenyl)-2-phenylprop-2-enoic acid

There total 2 articles about (Z)-3-(3-bromophenyl)-2-phenylprop-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: 61.0%

phenylacetic acid (103-82-2) + m-bromobenzoic aldehyde (3132-99-8) → trans-3-Bromo-α-phenylcinnamic acid (22161-40-6) + trans-2-Phenyl-<3-brom-zimtsaeure> (943317-70-2)

Guidance literature:

With acetic acid; triethylamine; for 1.5h; Heating;

Reference yield:

→ trans-3-Bromo-α-phenylcinnamic acid (22161-40-6)

Guidance literature:

3-Brom-trans-stilben, 1.) Brom-trichlor-methan, Di-t-butylperoxid (105grad), Dehydrobromieren, 2.) Hydrolyse (neben α-<3-Brom-phenyl>-trans-zimtsaeure);

Reference yield: 24.0%

trans-3-Bromo-α-phenylcinnamic acid (22161-40-6) → 3-phenylcumarin (955-10-2)

Guidance literature:

With potassium amide; In ammonia; for 3h;

upstream raw materials:

phenylacetic acid

m-bromobenzoic aldehyde

Downstream raw materials:

3-phenylcumarin

Refernces