alpha-Bromo-cis-cinnamic acid

Base Information

• Chemical Name: alpha-Bromo-cis-cinnamic acid
• CAS No.: 15894-30-1
• Molecular Formula: C9H7BrO2
• Molecular Weight: 227.057
• Nikkaji Number: J95.599J
• Mol file: 15894-30-1.mol

Synonyms:alpha-Bromo-cis-cinnamic acid;15894-30-1;8-bromohydrocinnamic acid;SCHEMBL1481710

Chemical Property of alpha-Bromo-cis-cinnamic acid

Chemical Property:

• Melting Point: 130-131 °C(Solv: water (7732-18-5))
• Boiling Point: 323.1±30.0 °C(Predicted)
• PKA: 2.08±0.10(Predicted)
• PSA: 37.30000
• Density: 1.645±0.06 g/cm3(Predicted)
• LogP: 2.50700
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 225.96294
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

99.90% ^*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=C(C(=O)O)Br
• Isomeric SMILES: C1=CC=C(C=C1)/C=C(\C(=O)O)/Br

Technology Process of alpha-Bromo-cis-cinnamic acid

There total 18 articles about alpha-Bromo-cis-cinnamic 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: 94.0%

(E)-2-bromo-3-phenylprop-2-enal (99686-39-2) → (E)-2-Bromo-3-phenyl-acrylic acid (15894-30-1)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide; In water; acetonitrile; at 10 ℃; for 1h;

DOI:10.1021/jo00354a037

Reference yield: 56.0%

2,3-dibromo-3-phenylpropanoic acid (6286-30-2) → (E)-2-Bromo-3-phenyl-acrylic acid (15894-30-1)

Guidance literature:

With potassium hydroxide; In methanol; Heating;

Reference yield: 26.0%

rac-(R,S)-methyl 2,3-dibromo-3-phenylpropanoate (21770-48-9,52742-03-7,52777-73-8,113569-01-0,113626-43-0) → (E)-2-Bromo-3-phenyl-acrylic acid (15894-30-1) + (Z)-2-bromo-3-phenylacrylic acid (15813-24-8)

Guidance literature:

With potassium hydroxide; for 48h; Ambient temperature;

upstream raw materials:

(Z)-2-bromo-3-phenylacrylic acid

2,3-dibromo-3-phenylpropanoic acid

erythro-2,3-dibromo-3-phenylpropanoic acid

2,2-dibromo-3-phenyl-propionic acid amide

Downstream raw materials:

(E)-ethyl 2-bromo-3-phenylpropenoate

2,2,3-tribromo-3-phenyl-propionic acid

α-bromo-cis-cinnamic acid-anhydride

(Z)-2-bromo-3-phenylacrylic acid