(E)-3-(4-Bromophenyl)-2-cyanoacrylic acid

Base Information

• Chemical Name: (E)-3-(4-Bromophenyl)-2-cyanoacrylic acid
• CAS No.: 58177-54-1
• Molecular Formula: C10H6BrNO2
• Molecular Weight: 252.06414
• European Community (EC) Number: 663-832-9,803-503-0
• ChEMBL ID: CHEMBL3582404
• DSSTox Substance ID: DTXSID70574086
• Nikkaji Number: J3.658.127A
• Wikidata: Q76506722
• Mol file: 58177-54-1.mol

Synonyms:(E)-3-(4-Bromophenyl)-2-cyanoacrylic acid;58177-54-1;3-(4-Bromophenyl)-2-cyanoacrylic acid;339548-64-0;CHEMBL3582404;(E)-3-(4-bromophenyl)-2-cyanoprop-2-enoic acid;3-(4-BROMOPHENYL)-2-CYANO-2-PROPENOIC ACID;SCHEMBL2458499;DTXSID70574086;BDBM50092062;MFCD07798953;3-(4-Bromophenyl)-2-cyanoacrylicacid;AKOS000142364;AM807698;AS-63384;3-(4-Bromo-phenyl)-2-cyano-acrylic acid;CS-0332740;D85720;A849086;(2E)-3-(4-Bromophenyl)-2-cyanoprop-2-enoic acid;4-Bromo-alpha-cyanocinnamic acid, matrix substance for MALDI-MS, >=95.0% (HPLC)

Chemical Property of (E)-3-(4-Bromophenyl)-2-cyanoacrylic acid

Chemical Property:

• PSA: 61.09000
• LogP: 2.44068
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 250.95819
• Heavy Atom Count: 14
• Complexity: 295

Purity/Quality:

97% ^*data from raw suppliers

3-(4-BROMOPHENYL)-2-CYANO-2-PROPENOIC ACID Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=C(C#N)C(=O)O)Br
• Isomeric SMILES: C1=CC(=CC=C1/C=C(\C#N)/C(=O)O)Br
• Uses: 3-(4-Bromophenyl)-2-cyano-2-propenoic Acid was used in the studying phthalocyanine dyes comprise.

Technology Process of (E)-3-(4-Bromophenyl)-2-cyanoacrylic acid

There total 1 articles about (E)-3-(4-Bromophenyl)-2-cyanoacrylic 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: 26.0%

cyanoacetic acid (372-09-8) + 4-bromo-benzaldehyde (1122-91-4) → p-bromobenzylidenecyanoacetic acid (58177-54-1,339548-64-0)

Guidance literature:

With Tonsil Actisil FF; at 80 ℃; for 0.75h; Irradiation;

DOI:10.1080/00397919808004530

Reference yield:

p-bromobenzylidenecyanoacetic acid (58177-54-1,339548-64-0) → (2Z)-3-(4-bromophenyl)prop-2-enenitrile (58177-59-6)

Guidance literature:

With copper(I) oxide; under 5 Torr; Heating;

DOI:10.1016/0584-8539(82)80001-9

upstream raw materials:

cyanoacetic acid

4-bromo-benzaldehyde

Downstream raw materials:

(2Z)-3-(4-bromophenyl)prop-2-enenitrile

Refernces

• 1、 Butt, G.,Topsom, R. D.. "Transmiision of substituent effects through extended systems II. Substituted cis and trans cinnamonitriles". . p. 301 - 306. Retrieved 2007/10/02.