3,3'-Dimethoxy-5,5'-dipropylbiphenyl-2,2'-diol

Base Information

• Chemical Name: 3,3'-Dimethoxy-5,5'-dipropylbiphenyl-2,2'-diol
• CAS No.: 13991-42-9
• Molecular Formula: C20H26 O4
• Molecular Weight: 330.418
• DSSTox Substance ID: DTXSID20930653
• Nikkaji Number: J277.756H
• Wikidata: Q82906062
• ChEMBL ID: CHEMBL407338
• Mol file: 13991-42-9.mol

Synonyms:Dehydrodidihydroeugenol;13991-42-9;(1,1'-Biphenyl)-2,2'-diol, 3,3'-dimethoxy-5,5'-dipropyl-;3,3'-dimethoxy-5,5'-dipropylbiphenyl-2,2'-diol;CHEMBL407338;SCHEMBL8081097;DTXSID20930653;2,2'-dihydroxy-3,3'-dimethoxy-5,5'-dipropylbiphenyl;3,3'-Dimethoxy-5,5'-dipropyl[1,1'-biphenyl]-2,2'-diol;3,3'-Dimethoxy-5,5'-dipropyl-[1,1'-biphenyl]-2,2'-diol

Chemical Property of 3,3'-Dimethoxy-5,5'-dipropylbiphenyl-2,2'-diol

Chemical Property:

• Boiling Point: 439.9°Cat760mmHg
• Flash Point: 219.8°C
• Density: 1.107g/cm³
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 330.18310931
• Heavy Atom Count: 24
• Complexity: 328

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=CC(=C(C(=C1)OC)O)C2=C(C(=CC(=C2)CCC)OC)O

Technology Process of 3,3'-Dimethoxy-5,5'-dipropylbiphenyl-2,2'-diol

There total 2 articles about 3,3'-Dimethoxy-5,5'-dipropylbiphenyl-2,2'-diol 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: 59.0%

2-methoxy-4-n-propylphenol (2785-87-7) + 2-ethoxy-1-iodo-3-methoxy-5-propenylbenzene (488081-84-1) → 2,2'-dihydroxy-3,3'-dimethoxy-5,5'-dipropyl-1,1'-biphenyl (13991-42-9) + 2-Ethoxy-1-methoxy-3-(2-methoxy-4-propyl-phenoxy)-5-((E)-propenyl)-benzene

Guidance literature:

With pyridine; sodium hydride; copper(ll) bromide; In dichloromethane; at 125 ℃; for 13h;

DOI:10.1139/v02-123

Reference yield:

lignin from coconut (Cocos nucifera) coir fibers → 2,2'-dihydroxy-3,3'-dimethoxy-5,5'-dipropyl-1,1'-biphenyl (13991-42-9) + 4,4’-dihydroxy-3,3’-dimethoxybibenzyl (18256-53-6) + C22H28O6 (148123-67-5,148123-68-6) + EG-PG (22675-91-8) + 2-methoxy-6-(2-methoxy-4-propylphenoxy)-4-propylphenol (66266-32-8) + PohG-PG (32975-43-2)

Guidance literature:

lignin from coconut (Cocos nucifera) coir fibers; With boron trifluoride diethyl etherate; In 1,4-dioxane; ethanethiol;

In methanol; dichloromethane; water;

DOI:10.1021/jf304686x

Reference yield: 98.0%

2,2'-dihydroxy-3,3'-dimethoxy-5,5'-dipropyl-1,1'-biphenyl (13991-42-9) + 3-methoxy-4-benzyloxy-α-bromoacetophenone (1835-12-7) → 1-(4-Benzyloxy-3-methoxyphenyl)-2-(5,5'-dipropyl-3,3'-dimethoxy-2'-hydroxy-1,1'-biphenyl-2-yloxy)ethanone (165054-55-7)

Guidance literature:

With potassium carbonate; In acetone; Ambient temperature;

DOI:10.1016/0040-4039(95)00769-9

upstream raw materials:

2-methoxy-4-n-propylphenol

2-ethoxy-1-iodo-3-methoxy-5-propenylbenzene

Downstream raw materials:

1-(4-Benzyloxy-3-methoxyphenyl)-2-(5,5'-dipropyl-3,3'-dimethoxy-2'-hydroxy-1,1'-biphenyl-2-yloxy)ethanone

1-(4-Benzyloxy-3-methoxy-phenyl)-3-hydroxy-2-(2'-hydroxy-3,3'-dimethoxy-5,5'-dipropyl-biphenyl-2-yloxy)-propan-1-one

2'-[2-Hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-ethoxy]-3,3'-dimethoxy-5,5'-dipropyl-biphenyl-2-ol

1-(4-Benzyloxy-3-methoxy-phenyl)-2-(3,2',3'-trimethoxy-5,5'-dipropyl-biphenyl-2-yloxy)-ethanone