4-Vinylphenol

Base Information

• Chemical Name: 4-Vinylphenol
• CAS No.: 24979-70-2
• Molecular Formula: C8H8O
• Molecular Weight: 120.150001525879
• European Community (EC) Number: 220-103-6
• NSC Number: 114470
• UNII: OA7V1SM8YL
• DSSTox Substance ID: DTXSID7073301
• Nikkaji Number: J38.247G
• Wikipedia: 4-Vinylphenol
• Wikidata: Q4637201
• Metabolomics Workbench ID: 38454
• ChEMBL ID: CHEMBL349881
• Mol file: 24979-70-2.mol

Synonyms:4-hydroxystyrene;4-vinylphenol;p-vinylphenol

Chemical Property of 4-Vinylphenol

Chemical Property:

• Vapor Pressure: 0.168mmHg at 25°C
• Melting Point: 360oC (dec.)
• Refractive Index: n20/D 1.6
• Boiling Point: 206.2°C at 760 mmHg
• Flash Point: 308°C
• PSA: 20.23000
• Density: 1.16 g/mL at 25 °C(lit.)
• LogP: 2.03520
• Solubility.: alcohols, ethers, ketones and esters: soluble
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 120.057514874
• Heavy Atom Count: 9
• Complexity: 90.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

Poly(4-vinylphenol) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CC1=CC=C(C=C1)O
• Uses: Poly(4-vinylphenol) is used as an antimicrobial surface coating in mutilayered film. Poly(p-hydroxystyrene) can substitute for Novolac resins in photoresists, adhesion promoter and improves heat resistance in hot melt adhesives and surface treatment in metal finishing. Derivatives used as antioxidants and flame retardants in plastics. Component of polymer blends to modify surface characteristics and improve impact resistance.

Technology Process of 4-Vinylphenol

There total 78 articles about 4-Vinylphenol 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: 99.3%

para-coumaric acid (7400-08-0,50940-26-6) → 4-Vinylphenol (2628-17-3,24979-70-2)

Guidance literature:

With sodium hydroxide; at 160 ℃; for 5h;

Reference yield: 98.0%

malonic acid (141-82-2) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-Vinylphenol (2628-17-3,24979-70-2)

Guidance literature:

With ethylenediamine; In N,N-dimethyl-formamide; at 150 ℃; for 6h; Reagent/catalyst; Solvent; Large scale;

Reference yield: 97.0%

p-Coumaric Acid (7400-08-0,50940-26-6) → 4-Vinylphenol (2628-17-3,24979-70-2)

Guidance literature:

With 4-methoxy-phenol; In water; N,N-dimethyl-formamide; at 150 ℃; for 4h; Solvent;

upstream raw materials:

4-Ethylphenol

p-acetoxystyrene

p-Coumaric Acid

4-vinylphenyl benzoate

Downstream raw materials:

4-(6-methoxy-2,3-dihydrobenzo[1,4]oxathiin-2-yl)phenol

4-(7-methoxy-2,3-dihydrobenzo[1,4]oxathiin-2-yl)phenol

4-cyanophenol

2-hydroxy-5-vinylbenzoic acid

Refernces

• 1、 Schmid,Karrer. "-". . p. 722,738. Retrieved 1945.
• 2、 García-Cano, Israel,Giusti, M. Monica,Jiménez-Flores, Rafael,Miyagusuku-Cruzado, Gonzalo,Rocha-Mendoza, Diana. "Monitoring hydroxycinnamic acid decarboxylation by lactic acid bacteria using high-throughput UV-Vis spectroscopy". . . Retrieved 2020.
• 3、 Lee, Jun Hyup. "Facile synthesis and characterization of highly branched polystyrene by self-condensing atom transfer radical polymerization". . p. 46 - 51. Retrieved 2017.
• 4、 Torres y Torres,Rosazza. "Microbial transformations of p-Coumaric acid by Bacillus megaterium and Curvularia lunata". . p. 1408 - 1414. Retrieved 2001.
• 5、 Sovish. "-". . p. 1345,1346. Retrieved 1959.
• 6、 Ricks-Laskoski, Holly L.,Chaloux, Brian L.,Deese, Stephen M.,Laskoski, Matthew,Miller, Joel B.,Buckley, Mary A.,Baldwin, Jeffrey W.,Hickner, Michael A.,Saunders, Kaitlin M.,Christensen, Caroline M.. "Tetrazolation of side chains and anhydrous conductivity in a hydrophobic polymer". . p. 4243 - 4250. Retrieved 2014.
• 7、 Ben-Bassat, Arie,Breinig, Sabine,Crum, Grace A.,Huang, Lixuan,La Bonte Altenbaugh, Amee,Rizzo, Nancy,Trotman, Robert J.,Vannelli, Todd,Sariaslani, F. Sima,Haynie, Sharon L.. "Preparation of 4-vinylphenol using pHCA decarboxylase in a two-solvent medium". . p. 278 - 285. Retrieved 2007.
• 8、 Wang, Mingxing,Gonsalves, Kenneth E.,Rabinovich, Monica,Yueh, Wang,Roberts, Jeanette M.. "Novel anionic photoacid generators (PAGs) and corresponding PAG bound polymers for sub-50 nm EUV lithography". . p. 1699 - 1706. Retrieved 2007.
• 9、 -. "Synthesis method of hydroxyl-substituted styrene compound and synthesis method of photoresist resin monomer". Paragraph 0006; 0083-0085. . Retrieved 2022/01/12.
• 10、 Nekvinda, Jan,Santos, Webster L.,Snead, Russell F.. "Copper(ii)-catalyzed protoboration of allenes in aqueous media and open air". supporting information. p. 14925 - 14931. Retrieved 2021/09/04.