4-Isopropenylphenol

Base Information

• Chemical Name: 4-Isopropenylphenol
• CAS No.: 4286-23-1
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• Hs Code.: 2907199090
• UNII: 2QP218C90D
• DSSTox Substance ID: DTXSID90962744
• Nikkaji Number: J141.385F
• Wikipedia: 4-Isopropenylphenol
• Wikidata: Q27255487
• ChEMBL ID: CHEMBL277808
• Mol file: 4286-23-1.mol

Synonyms:4-Isopropenylphenol;4-(prop-1-en-2-yl)phenol;4286-23-1;p-Isopropenylphenol;4-prop-1-en-2-ylphenol;4-(1-Methylethenyl)phenol;Phenol, 4-(1-methylethenyl)-;64054-77-9;2-(4-Hydroxyphenyl)propene;4-(1-Propen-2-yl)phenol;4-Isopropenyl-phenol;p-hydroxy-alpha-methylstyrene;4-hydroxy-alpha-methylstyrene;UNII-2QP218C90D;CHEMBL277808;2QP218C90D;Phenol, 4-(1-methylethenyl)-, dimer;p-isopropenyl phenol;para-isopropenylphenol;4-iso-Propenylphenol;4-Isopropenylphenol #;p-Isopropenylphenol dimer;p-hydroxy-a-methylstyrene;alpha-methyl-p-hydroxystyrene;SCHEMBL135213;4-(Prop-1-en-2-yl);phenol;4-(1-Methylethenyl)phenol dimer;DTXSID90962744;AMY18604;BDBM50111618;MFCD00128236;1-(1-methylethenyl)-4-hydroxybenzene;AKOS015836255;CS-W005287;(C9-H10-O)2;4-HYDROXY-.ALPHA.-METHYLSTYRENE;AS-10370;A6953;FT-0765915;Q27255487

Chemical Property of 4-Isopropenylphenol

Chemical Property:

• Vapor Pressure: 0.0875mmHg at 25°C
• Melting Point: 85℃
• Refractive Index: 1.546
• Boiling Point: 217.996 °C at 760 mmHg
• PKA: 9.80±0.15(Predicted)
• Flash Point: 97.672 °C
• PSA: 20.23000
• Density: 1.004 g/cm³
• LogP: 2.42530
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 121

Purity/Quality:

99.0% ^*data from raw suppliers

4-Isopropenylphenol(Stabilizedwith~1%Hydroquinone) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C1=CC=C(C=C1)O
• Uses: 4-Isopropenylphenol is an intermediate in the synthesis of 3,5-Dichlorobisphenol A (D433555), a monomer used for policarbonate and epoxy resins; exhibits estrogenic activity.

Technology Process of 4-Isopropenylphenol

There total 31 articles about 4-Isopropenylphenol 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: 90.0%

BPA (80-05-7) → 4-isopropenylphenol (4286-23-1,64054-77-9)

Guidance literature:

With sodium hydroxide; at 230 - 250 ℃; under 15 Torr; Pyrolysis;

DOI:10.1039/c5ra13743h

Reference yield: 89.0%

1-isopropenyl-4-methoxybenzene (1712-69-2) → 4-isopropenylphenol (4286-23-1,64054-77-9)

Guidance literature:

With sodium thioethylate; In N,N-dimethyl-formamide; for 0.5h; Heating;

Reference yield: 14.0%

Methyltriphenylphosphonium bromide (1779-49-3) + 4-Hydroxyacetophenone (99-93-4) → 4-isopropenylphenol (4286-23-1,64054-77-9)

Guidance literature:

Methyltriphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 1.5h; Cooling;

4-Hydroxyacetophenone; In tetrahydrofuran; for 4h;

DOI:10.1002/adsc.201401028

upstream raw materials:

4-Isopropylphenol

BPA

1-isopropenyl-4-methoxybenzene

1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxoyl radical

Downstream raw materials:

1-(4-isopropenyl-phenoxy)-propan-2-ol

p-isopropenylphenyl γ-chlorobutyrate

4-[1-Methyl-2-propylthioethyl]phenol

2-(4'-hydroxyphenyl)-2-(4'-aminophenyl)-propane

Refernces

• 1、 Chai, Wen,Sakamaki, Hiroshi,Kitanaka, Susumu,Saito, Michihiko,Horiuchi, C Akira. "Biodegradation of bisphenol A by cultured cells of Caragana chamlagu.". . p. 218 - 220. Retrieved 2003.
• 2、 Xing, Yidan,Yu, Rongrong,Fang, Xianjie. "Synthesis of Tertiary Benzylic Nitriles via Nickel-Catalyzed Markovnikov Hydrocyanation of α-Substituted Styrenes". supporting information. p. 1008 - 1012. Retrieved 2020/02/04.
• 3、 Payer, Stefan E.,Pollak, Hannah,Schmidbauer, Benjamin,Hamm, Florian,Juri?i?, Filip,Faber, Kurt,Glueck, Silvia M.. "Multienzyme One-Pot Cascade for the Stereoselective Hydroxyethyl Functionalization of Substituted Phenols". . p. 5139 - 5143. Retrieved 2018/09/13.