2,6-Diallylphenol

Base Information

• Chemical Name: 2,6-Diallylphenol
• CAS No.: 3382-99-8
• Molecular Formula: C12H10O
• Molecular Weight: 174.243
• European Community (EC) Number: 222-186-4
• NSC Number: 59839
• DSSTox Substance ID: DTXSID20949205
• Nikkaji Number: J205.469H
• Wikidata: Q82927069
• Mol file: 3382-99-8.mol

Synonyms:2,6-Diallylphenol;Phenol, 2,6-diallyl-;3382-99-8;EINECS 222-186-4;NSC 59839;BRN 2085890;Phenol, 2,6-di-2-propenyl-;26338-58-9;4-06-00-04087 (Beilstein Handbook Reference);NSC59839;2,6-Diallyl-phenol;Phenol, 2,6-diallyl-,;SCHEMBL168974;DTXSID20949205;2,6-Di(prop-2-en-1-yl)phenol;NSC-59839;LS-104300;FT-0610527

Chemical Property of 2,6-Diallylphenol

Chemical Property:

• Vapor Pressure: 0.00697mmHg at 25°C
• Boiling Point: 261.8°C at 760 mmHg
• Flash Point: 117.6°C
• Density: 0.986g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1=C(C(=CC=C1)CC=C)O
• Use Description: 2,6-Diallylphenol, a chemical compound, serves various crucial roles across different fields. In the field of polymer chemistry, it acts as a crosslinking agent for the synthesis of high-performance polymer materials. Its ability to form strong covalent bonds between polymer chains enhances the mechanical properties, thermal stability, and chemical resistance of polymers, making it essential in the production of durable and heat-resistant materials used in aerospace, automotive, and electronics industries. In the realm of organic synthesis, 2,6-diallylphenol serves as a valuable starting material for the production of fragrances and flavor compounds, contributing to the formulation of perfumes, cosmetics, and food products. Additionally, in the pharmaceutical and medicinal chemistry fields, it plays a role as a key intermediate for the synthesis of biologically active molecules, potentially leading to the discovery of new drugs and therapeutic agents. Its diverse applications highlight its significance in advancing materials science, fragrance and flavor industries, and pharmaceutical research, where it plays a pivotal role in enhancing material properties, sensory experiences, and drug development.

Technology Process of 2,6-Diallylphenol

There total 21 articles about 2,6-Diallylphenol 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: 88.3%

allyl 2-allylphenyl ether (3383-05-9) → 2,6-diallylphenol (3382-99-8)

Guidance literature:

at 200 ℃; for 8h;

DOI:10.1039/b004525j

Reference yield:

o-Allylphenol (1745-81-9) → 2,6-diallylphenol (3382-99-8)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃; acetone

2: beim Erhitzen in CO₂-Atmosphaere

With potassium carbonate; acetone;

Reference yield:

Diethyl 2,6-diallylphenylphosphonate → 2,6-diallylphenol (3382-99-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 16h;

DOI:10.1039/b004525j

upstream raw materials:

allyl 2-allylphenyl ether

3-allyl-2-(allyloxy)benzaldehyde

3,5-diallyl-4-hydroxy-benzoic acid

3-allyl-2-allyloxy-benzoic acid

Downstream raw materials:

2,6-Diallyl-4-morpholinomethyl-phenol

2,6-di-n-propylphenol

2,6-Dipropenyl-phenol

cis-1.3-dipropyl-cyclohexanone-⁽²⁾

Refernces

• 1、 Alavi, Seyed Jamal,Seyedi, Seyed Mohammad,Saberi, Satar,Safdari, Hadi,Eshghi, Hossein,Sadeghian, Hamid. "Allylphenols as a new class of human 15-lipoxygenase-1 inhibitors". . p. 259 - 266. Retrieved 2020/10/12.
• 2、 Shi, Jie-Ping,Wu, De-Lin,Ding, Yong,Wu, Dong-Hua,Hu, Hong-Wen,Lu, Guo-Yuan. "Synthesis of novel H-shaped chromophores". scheme or table. p. 2770 - 2777. Retrieved 2012/04/23.