4-Vinylbenzoic acid

Base Information

• Chemical Name: 4-Vinylbenzoic acid
• CAS No.: 1075-49-6
• Molecular Formula: C9H8O2
• Molecular Weight: 148.161
• Hs Code.: 29161900
• European Community (EC) Number: 214-053-4
• NSC Number: 176003
• UNII: TBU4QT9N3K
• DSSTox Substance ID: DTXSID70148069
• Nikkaji Number: J209.075I
• Wikidata: Q2403334
• Mol file: 1075-49-6.mol

Synonyms:4-vinylbenzoic acid

Chemical Property of 4-Vinylbenzoic acid

Chemical Property:

• Appearance/Colour: Off-white solid
• Vapor Pressure: 0.000901mmHg at 25°C
• Melting Point: 142-144 °C(lit.)
• Refractive Index: 1.5290 (estimate)
• Boiling Point: 291.3 °C at 760 mmHg
• PKA: 4.24±0.10(Predicted)
• Flash Point: 132.8 °C
• PSA: 37.30000
• Density: 1.158 g/cm³
• LogP: 2.02780
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: Soluble in dichloromethane and methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 148.052429494
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

95% ^*data from raw suppliers

4-Vinylbenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CC1=CC=C(C=C1)C(=O)O
• Uses: A metabolite of 1,4-diethenylbenzene. It is used as a metabolite of 1,4-diethenylbenzene. It is also an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals.

Technology Process of 4-Vinylbenzoic acid

There total 41 articles about 4-Vinylbenzoic 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%

Triethoxyvinylsilane (78-08-0) + 4-Bromobenzoic acid (586-76-5) → 4-ethenylbenzoic acid (1075-49-6)

Guidance literature:

With sodium hydroxide; palladium diacetate; In water; at 140 ℃; for 3h;

DOI:10.1039/b707583a

Reference yield: 97.0%

4-iodobenzoic acid (619-58-9) + trichlorovinylstannane (4109-84-6) → 4-ethenylbenzoic acid (1075-49-6)

Guidance literature:

With potassium hydroxide; disodium P-phenyl-3,3'-phosphinediyl-bis(benzenesulfonate); palladium dichloride; at 90 ℃; for 3h;

DOI:10.1016/0040-4039(95)00485-U

Reference yield: 95.0%

ethene (74-85-1) + 4-iodobenzoic acid (619-58-9) → 4-ethenylbenzoic acid (1075-49-6)

Guidance literature:

With 10H-phenothiazine; bis(μ-chloro)bis{(2-(1-(hydroxyimino)methyl)phenyl-C1,N)palladium(II)}; potassium acetate; In N,N-dimethyl acetamide; at 105 ℃; for 18h; under 775.743 Torr; Inert atmosphere;

DOI:10.1016/j.tet.2009.11.017

upstream raw materials:

4-ethenylbenzonitrile

methyl 4-vinylbenzoate

4-vinyl-benzaldehyde

4-vinylbenzyl chloride

Downstream raw materials:

4-acetyl-benzoic acid

2-[2-(2-methoxyethoxy)ethoxy]ethyl 4-ethenylbenzoate

(2S,3S)-N-t-butoxycarbonyl-3-[3-(4-vinylbenzoylamino)benzyloxy]aspartic acid di-t-butyl ester

(R)-Styrene oxide

Refernces

• 1、 Orski, Sara V.,Fries, Kristen H.,Sheppard, Gareth R.,Locklin, Jason. "High density scaffolding of functional polymer brushes: Surface initiated atom transfer radical polymerization of active esters". . p. 2136 - 2143. Retrieved 2010.
• 2、 Cameron, James H.,Graham, Stephen. "Preparation and Characterization of Some Nickel(II) Tetra-aza Macrocyclic Complexes bearing Pendant Polymerisable Groups as Part of the Ligand Superstructure". . p. 1599 - 1608. Retrieved 1989.
• 3、 Hang, Wei,Yi, Yaping,Xi, Chanjuan. "Cobalt-Catalyzed Reductive Carboxylation of Aryl Bromides with Carbon Dioxide". supporting information. p. 2337 - 2341. Retrieved 2020/04/30.
• 4、 Reed-Berendt, Benjamin G.,Morrill, Louis C.. "Manganese-Catalyzed N-Alkylation of Sulfonamides Using Alcohols". . p. 3715 - 3724. Retrieved 2019/03/30.