2,2-Diallyl-4,4-biphenol

Base Information

• Chemical Name: 2,2-Diallyl-4,4-biphenol
• CAS No.: 6942-01-4
• Molecular Formula: C18H18O2
• Molecular Weight: 266.34
• NSC Number: 57617
• DSSTox Substance ID: DTXSID70288792
• Nikkaji Number: J1.015.932F
• Wikidata: Q82025884
• ChEMBL ID: CHEMBL231391
• Mol file: 6942-01-4.mol

Synonyms:2,2-diallyl-4,4-biphenol;6942-01-4;4-(4-hydroxy-3-prop-2-enylphenyl)-2-prop-2-enylphenol;[1,1'-Biphenyl]-4,4'-diol, 3,3'-di-2-propenyl-;CHEMBL231391;3,3'-diallyl-[1,1'-biphenyl]-4,4'-diol;3,3'-BIS(PROP-2-EN-1-YL)-[1,1'-BIPHENYL]-4,4'-DIOL;3,3'-diallylbiphenyl-4,4'-diol;NSC57617;NCIOpen2_002259;SCHEMBL252293;DTXSID70288792;CKKHZUOZFHWLIY-UHFFFAOYSA-N;2.2-DIALLYL-4,4-BIPHENOL;BDBM50419026;NSC-57617;AKOS028108631;3,3'-Diallyl 4,4'-dihydroxybiphenyl;3,3'-diallyl-4,4'-dihydroxy-biphenyl;AS-58081;2-allyl-4-(3-allyl-4-hydroxy-phenyl)phenol

Chemical Property of 2,2-Diallyl-4,4-biphenol

Chemical Property:

• Melting Point: 80-81 °C
• Boiling Point: 399.2°Cat760mmHg
• PKA: 9.82±0.35(Predicted)
• Flash Point: 183.5°C
• PSA: 40.46000
• Density: 1.107g/cm³
• LogP: 4.22180
• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 266.130679813
• Heavy Atom Count: 20
• Complexity: 293

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)C2=CC(=C(C=C2)O)CC=C)O

Technology Process of 2,2-Diallyl-4,4-biphenol

There total 8 articles about 2,2-Diallyl-4,4-biphenol 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%

4,4′-bis(allyloxy)-1,1′-biphenyl (41481-62-3) → 3,3'-diallylbiphenyl-4,4'-diol (6942-01-4)

Guidance literature:

With N,N-diethylaniline; for 8h; Heating;

DOI:10.1055/s-2006-950398

Reference yield:

4,4'-Dihydroxybiphenyl (92-88-6) + allyl bromide (106-95-6) → 3,3'-diallylbiphenyl-4,4'-diol (6942-01-4)

Guidance literature:

With potassium carbonate; In acetone; for 4h; Heating;

Reference yield:

4,4'-Dihydroxybiphenyl (92-88-6) → 3,3'-diallylbiphenyl-4,4'-diol (6942-01-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone

2: BCl₃ / CH₂Cl₂

With boron trichloride; potassium carbonate; In dichloromethane; acetone; 2: Claisen rearrangement;

DOI:10.1016/j.bmcl.2007.06.024

upstream raw materials:

4,4′-bis(allyloxy)-1,1′-biphenyl

N,N-diethylaniline

4,4'-Dihydroxybiphenyl

allyl bromide

Downstream raw materials:

2,2'-((3,3'-diallylbiphenyl-4,4'-diyl)bis(oxy)bis(methylene))dioxirane

(3,3’,3”-(2,6-bis(oxirane-2-ylmethoxy)naphthalene-1,3,5-triyl)tris(propane-3,1-diyl))tris(triethoxysilane)

3,3',3,3'-(4,4'-bis(oxirane-2-ylmethoxy)biphenyl-3,3',5,5'-tetrayl)tetrakis(propane-3,1-diyl)tetrakis(triethoxysilane)

2,2'-(3,3',5,5'-tetraallylbiphenyl-4,4'-diyl)bis(oxy)bis(methylene)dioxirane

Refernces

• 1、 Luo, Shuai,Dai, Xueyan,Sui, Yanlong,Li, Peihong,Zhang, Chunling. "Preparation of biomimetic membrane with hierarchical structure and honeycombed through-hole for enhanced oil–water separation performance". . . Retrieved 2021/02/26.
• 2、 -. "Positive photosensitive resin composition, photo-curable dry film and method for producing the same, patterning process, and laminate". Page/Page column 61; 62. . Retrieved 2019/02/15.