1,4-Phenylenediacrylic acid

Base Information

• Chemical Name: 1,4-Phenylenediacrylic acid
• CAS No.: 23713-85-1
• Molecular Formula: C12H10O4
• Molecular Weight: 218.209
• European Community (EC) Number: 240-399-0
• NSC Number: 133919
• UNII: 0F7E4O8Q8Y
• Nikkaji Number: J1.567.375C,J152.147K,J802.841I
• Wikidata: Q27236707
• ChEMBL ID: CHEMBL1499488
• Mol file: 23713-85-1.mol

Synonyms:1,4-Benzenediacrylic acid;16323-43-6;1,4-Phenylenediacrylic acid;p-Benzenediacrylic acid;p-Phenylenediacrylic acid;2-Propenoic acid, 3,3'-(1,4-phenylene)bis-;23713-85-1;(2E,2'E)-3,3'-(1,4-Phenylene)bis[2-propenoic acid];p-Phenylenebis(acrylic acid);0F7E4O8Q8Y;3,3'-(1,4-Phenylene)bis-2-propenoic acid;NSC-133919;(E)-3-[4-[(E)-2-carboxyethenyl]phenyl]prop-2-enoic acid;Phenylene)bis-2-propenoic acid, 3,3'-(1,4-;2-Propenoic acid, 3,3'-(1,4-phenylene)bis-, (E,E)-;2-Propenoic acid, 3,3'-(1,4-phenylene)bis-, (2E,2'E)-;(2E)-3-{4-[(1E)-2-carboxyeth-1-en-1-yl]phenyl}prop-2-enoic acid;DTXSID9025879;UNII-0F7E4O8Q8Y;SCHEMBL68395;DTXCID805879;CHEMBL1499488;HMS1607O13;1,4-Phenylenediacrylic acid, 97%;Tox21_202476;MFCD00002698;NSC133919;AKOS001584357;AKOS025293627;GS-5905;NCGC00091630-01;NCGC00260025-01;2-Propenoic acid,3'-(1,4-phenylene)bis-;CAS-16323-43-6;CS-0157569;P1309;F11317;A810457;SR-01000388955;J-010023;SR-01000388955-1;Q27236707;(2E,2'E)-3,3'-(1,4-Phenylene)bis[2-propenoicacid]

Chemical Property of 1,4-Phenylenediacrylic acid

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 218.05790880
• Heavy Atom Count: 16
• Complexity: 277

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC(=O)O)C=CC(=O)O
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C(=O)O)/C=C/C(=O)O

Technology Process of 1,4-Phenylenediacrylic acid

There total 5 articles about 1,4-Phenylenediacrylic 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%

malonic acid (141-82-2) + terephthalaldehyde, (623-27-8) → 1,4-phenylenediacrylic acid (23713-85-1)

Guidance literature:

With pyridine; for 4h; Heating;

Reference yield: 87.5%

diethyl (2E,2′E)-3,3′-benzene-1,4-diylbis-prop-2-enoate (23746-57-8) → 1,4-phenylenediacrylic acid (23713-85-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; Reflux;

DOI:10.1002/chem.201701904

Reference yield: 82.0%

acetic anhydride (108-24-7) + terephthalaldehyde, (623-27-8) → 1,4-phenylenediacrylic acid (23713-85-1)

Guidance literature:

With cesium acetate; at 150 - 160 ℃; for 8h;

DOI:10.1055/s-1987-27880

upstream raw materials:

malonic acid

terephthalaldehyde,

acetic anhydride

(trimethylsilyl)ketene bis(trimethylsilyl) acetal

Downstream raw materials:

diethyl (2E,2′E)-3,3′-benzene-1,4-diylbis-prop-2-enoate

(E)-3-[4-(2-methoxycarbonylvinyl)phenyl]acrylic acid methyl ester

3,3'-(1,4-phenylene)bis[2-propenoyl chloride]

2,3,2',3'-tetrabromo-3,3'-p-phenylene-di-propionic acid