4-Allylphenol

Base Information

• Chemical Name: 4-Allylphenol
• CAS No.: 501-92-8
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• Hs Code.: 2907199090
• European Community (EC) Number: 207-929-2
• NSC Number: 290195
• UNII: Q5ER4K6969
• DSSTox Substance ID: DTXSID60198210
• Nikkaji Number: J6.195F
• Wikipedia: Chavicol
• Wikidata: Q2504388
• Metabolomics Workbench ID: 46363
• ChEMBL ID: CHEMBL108862
• Mol file: 501-92-8.mol

Synonyms:4-allylphenol;chavicol

Chemical Property of 4-Allylphenol

Chemical Property:

• Vapor Pressure: 0.0282mmHg at 25°C
• Melting Point: 15.8°
• Refractive Index: 1.548
• Boiling Point: 238 °C at 760 mmHg
• PKA: 10.24±0.13(Predicted)
• Flash Point: 102.6 °C
• PSA: 20.23000
• Density: 1.014 g/cm³
• LogP: 2.12070
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

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

4-Allylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CCC1=CC=C(C=C1)O
• Uses: 4-Allylphenol is a useful building block naturally occurring in Syzygium aromaticum leaves. 4-Allylphenol has been used in the synthetic, regioselective preparation of gamma-lactones.

Technology Process of 4-Allylphenol

There total 42 articles about 4-Allylphenol 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: 100.0%

Estragole (140-67-0) → 4-(prop-2-enyl)phenol (501-92-8)

Guidance literature:

With aluminium(III) iodide; diisopropyl-carbodiimide; In acetonitrile; at 80 ℃; for 18h;

Reference yield: 87.0%

4-chloro-phenol (106-48-9,82344-39-6) + allyl-trimethyl-silane (762-72-1) → 4-(prop-2-enyl)phenol (501-92-8)

Guidance literature:

With caesium carbonate; In 2,2,2-trifluoroethanol; for 14h; Irradiation;

DOI:10.1039/b506735a

Reference yield: 80.0%

p-ethoxyallylbenzene (3698-32-6) → 4-(prop-2-enyl)phenol (501-92-8)

Guidance literature:

p-ethoxyallylbenzene; With aluminum (III) chloride; N,N-dimethyl-aniline; In toluene; at 100 - 110 ℃; for 2 - 3h;

With hydrogenchloride; water; In toluene; at 20 ℃; pH=1 - 2; Product distribution / selectivity;

upstream raw materials:

Estragole

methyl magnesium iodide

1-allyl-3,4-methylenedioxybenzene

4-(2-propenyl)aniline

Downstream raw materials:

4-allylphenyl benzoate

p-ethoxyallylbenzene

Estragole

1-allyl-4-(methoxymethoxy)benzene

Refernces

• 1、 -. "Magnolol derivative, honokiol derivative, hydrochloride of honokiol derivative, preparation method and application". Paragraph 0073-0074; 0084-0087. . Retrieved 2021/02/06.
• 2、 Cook, Adam,MacLean, Haydn,St. Onge, Piers,Newman, Stephen G.. "Nickel-catalyzed reductive deoxygenation of diverse C-O bond-bearing functional groups". . p. 13337 - 13347. Retrieved 2021/11/20.