2-Bromocinnamic acid

Base Information

• Chemical Name: 2-Bromocinnamic acid
• CAS No.: 7345-79-1
• Molecular Formula: C9H7BrO2
• Molecular Weight: 227.057
• Hs Code.: 29163990
• European Community (EC) Number: 231-353-0,627-371-7
• NSC Number: 407679
• DSSTox Substance ID: DTXSID801035323
• Nikkaji Number: J135.660G,J307.846I
• Wikidata: Q106902973
• Mol file: 7345-79-1.mol

Synonyms:2-Bromocinnamic acid;7345-79-1;trans-2-Bromocinnamic acid;7499-56-1;3-(2-Bromophenyl)acrylic acid;o-Bromocinnamic acid;(E)-3-(2-Bromophenyl)acrylic acid;(E)-3-(2-bromophenyl)prop-2-enoic acid;(2E)-3-(2-bromophenyl)prop-2-enoic acid;2-Propenoic acid, 3-(2-bromophenyl)-, (E)-;(E)-3-(2-Bromophenyl)propenoic acid;2-Bromocinnamicacid;3-(2-bromo-phenyl)-acrylic acid;3-(2-bromophenyl)prop-2-enoic acid;o-Bromzimtsaure;(2E)-3-(2-BROMOPHENYL)ACRYLIC ACID;EINECS 231-353-0;Cinnamic acid, o-bromo-;trans-2-BromocinnamicAcid;2-Bromo-trans-cinnamic acid;SCHEMBL1049717;SCHEMBL1049718;OMHDOOAFLCMRFX-AATRIKPKSA-;AMY3716;DTXSID801035323;trans-2-Bromocinnamic acid, 95%;20595-39-5;BBL017155;MFCD00016836;NSC407679;STK441381;(E)-3-(2-bromophenyl)-acrylic acid;AKOS000198561;(E)-3-(2-bromophenyl)prop-2-enoate;FS-3823;NSC 407679;NSC-407679;NCGC00337705-01;(E)-3-(2-bromophenyl)-2-propenoic acid;(2E)-3-(2-bromophenyl)-2-propenoic acid;B1943;CS-0063883;EN300-17783;D73309;EN300-832905;AB01329261-02;A837836;A838302;J-501874;Z2315575361;InChI=1/C9H7BrO2/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6H,(H,11,12)/b6-5+

Chemical Property of 2-Bromocinnamic acid

Chemical Property:

• Vapor Pressure: 3.42E-05mmHg at 25°C
• Melting Point: 215 °C
• Refractive Index: 1.648
• Boiling Point: 340 °C at 760 mmHg
• PKA: pK1: 4.41 (25°C)
• Flash Point: 159.4 °C
• PSA: 37.30000
• Density: 1.607 g/cm³
• LogP: 2.54690
• Storage Temp.: Room temperature.
• Solubility.: DMSO
• XLogP3: 2.5
• 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-(2-Bromophenyl)acrylicacid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Bromocinnamic acid

There total 25 articles about 2-Bromocinnamic 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: 97.0%

malonic acid (141-82-2) + ortho-bromobenzaldehyde (6630-33-7) → 2-bromocinnamic acid (7345-79-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-amino propanoic acid; In ethanol; at 20 ℃; stereoselective reaction;

DOI:10.1002/cjoc.201180455

Reference yield: 90.0%

5-[(2-bromophenyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione (15795-61-6) → 2-bromocinnamic acid (7345-79-1)

Guidance literature:

With iron(III) chloride hexahydrate; water; In nitromethane; for 0.05 - 0.0833333h; stereoselective reaction; Sealed tube; Microwave irradiation;

DOI:10.1021/ol402130t

Reference yield: 89.0%

sodium; (2-bromo-phenyl)-hydroxy-methanesulfonate + malonic acid (141-82-2) → 2-bromocinnamic acid (7345-79-1)

Guidance literature:

With piperazine; In ethylene glycol; for 0.1h; microwave irradiation;

upstream raw materials:

2-methylphenyl bromide

(2-bromo-benzylidene)-malonic acid

(2-bromophenyl)methylene diacetate

acetic anhydride

Downstream raw materials:

2-sulfo-cinnamic acid

2,3-dibromo-3-(2-bromophenyl)propionic acid

(E)-3-(2-((E)-3-(2-hydroxy-3-methylphenyl)-2-propenyl)phenyl)-2-propenoic acid

methyl (2E)-3-(2-bromophenyl)-2-propenoate

Refernces

• 1、 Li, Peng-Xiao,Liu, Guo-Yun,Liu, Ren-Min,Liu, Yue,Mu, Wen-Wen,Sun, Ya-Lei,Yang, Jie. "Design, Synthesis, and Anticancer Activity of Cinnamoylated Barbituric Acid Derivatives". . . Retrieved 2022/01/13.
• 2、 -. "Cinnamic acid derivative and preparation method and application thereof". Paragraph 0146-0148. . Retrieved 2019/10/22.