3-(3-Bromophenyl)propenoic acid

Base Information

• Chemical Name: 3-(3-Bromophenyl)propenoic acid
• CAS No.: 32862-97-8
• Molecular Formula: C₉H₇BrO₂
• Molecular Weight: 227.057
• Hs Code.: 29163990
• Mol file: 32862-97-8.mol

Synonyms:MFCD00004382;Enamine_005087;m-BROMO CINNAMIC ACID;3-(3-bromophenyl)propenoic acid;AKOS024306972;SY012681;FT-0615219;FT-0615220

Chemical Property of 3-(3-Bromophenyl)propenoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 2.57E-05mmHg at 25°C
• Melting Point: 177-179 °C(lit.)
• Refractive Index: 1.5627 (estimate)
• Boiling Point: 344.1 °C at 760 mmHg
• PKA: 4.27±0.10(Predicted)
• Flash Point: 161.9 °C
• PSA: 37.30000
• Density: 1.607 g/cm³
• LogP: 2.54690
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: methanol: soluble
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 225.96294
• Heavy Atom Count: 12
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

3-Bromocinnamicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)C=CC(=O)O
• Uses: 3-Bromocinnamic acid is an organic synthesis intermediate.

Technology Process of 3-(3-Bromophenyl)propenoic acid

There total 5 articles about 3-(3-Bromophenyl)propenoic 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: 95.0%

m-bromobenzoic aldehyde (3132-99-8) + malonic acid (141-82-2) → 3-bromocinnamic acid (14473-91-7,20595-41-9,32862-97-8)

Guidance literature:

With piperidine; pyridine; at 100 ℃; for 1.5h;

DOI:10.1039/b812001c

Reference yield: 94.0%

cycl-isopropylidene malonate (2033-24-1) + m-bromobenzoic aldehyde (3132-99-8) → 3-bromocinnamic acid (14473-91-7,20595-41-9,32862-97-8)

Guidance literature:

With hydroxy sulfonylurea; In neat (no solvent); at 110 ℃; for 0.166667h; Reagent/catalyst; Green chemistry;

DOI:10.1039/c5ra14001c

Reference yield:

m-bromobenzoic aldehyde (3132-99-8) + acetic anhydride (108-24-7) → 3-bromocinnamic acid (14473-91-7,20595-41-9,32862-97-8)

Guidance literature:

With sodium acetate; at 140 - 150 ℃;

upstream raw materials:

m-aminocinnamic acid

m-bromobenzoic aldehyde

acetic anhydride

3-nitro-benzaldehyde

Downstream raw materials:

methyl 3-(3'-bromophenyl)-acrylate

1-(2-methyl-5-nitro-1H-imidazol-1-yl)propan-2-yl (E)-3-(3-bromophenyl)acrylate

methyl m-bromocinnamate

(E)-1-bromo-3-(3,3,3-trifluoroprop-1-en-1-yl)benzene

Refernces

• 1、 Xu, Hehuan,Liu, Jiayu,Nie, Feiyun,Zhao, Xiaowei,Jiang, Zhiyong. "Metal-Free Hydropyridylation of Thioester-Activated Alkenes via Electroreductive Radical Coupling". . p. 16204 - 16212. Retrieved 2021/10/25.
• 2、 Wang, Guojin,Tang, Yu,Zhang, Yu,Liu, Xiaohua,Lin, Lili,Feng, Xiaoming. "Enantioselective Synthesis of N?H-Free 1,5-Benzothiazepines". supporting information. p. 554 - 557. Retrieved 2017/01/18.