1,14-Bis(3,5-dimethoxyphenyl)tetradecane

Base Information

• Chemical Name: 1,14-Bis(3,5-dimethoxyphenyl)tetradecane
• CAS No.: 21390-07-8
• Molecular Formula: C30H46O4
• Molecular Weight: 470.693
• DSSTox Substance ID: DTXSID20447493
• Nikkaji Number: J848.885A
• Mol file: 21390-07-8.mol

Synonyms:1,14-bis(3,5-dimethoxyphenyl)tetradecane;21390-07-8;Benzene, 1,1'-(1,14-tetradecanediyl)bis[3,5-dimethoxy-;DTXSID20447493

Chemical Property of 1,14-Bis(3,5-dimethoxyphenyl)tetradecane

Chemical Property:

• XLogP3: 10.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 19
• Exact Mass: 470.33960994
• Heavy Atom Count: 34
• Complexity: 405

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)CCCCCCCCCCCCCCC2=CC(=CC(=C2)OC)OC)OC

Technology Process of 1,14-Bis(3,5-dimethoxyphenyl)tetradecane

There total 28 articles about 1,14-Bis(3,5-dimethoxyphenyl)tetradecane 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:

3,5-dimethoxybenzaldehdye (7311-34-4) → 1,3-dimethoxy-5-<14'-(3'',5''-dimethoxyphenyl)tetradecyl>benzene (21390-07-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) Mg, I₂, 1,2-dibromoethane / 1.) ether, reflux, 1 h, 2.) ether, 4 h

2: 91 percent / p-TsOH*H₂O / toluene / 20 h / Heating

3: 1.) NaBH₄, BF₃*Et₂O, 2.) NaOH, H₂O₂ / 1.) diglyme, a) 25 deg C, 1 h, b) 160 - 165 deg C, 2.5 h, 2.) diglyme, water, RT, 1.5 h

4: 1.) PPh₃, 2.) NBS / 1.) DMF, CH₂Cl₂, 25 deg C, 10 min, 2.) DMF, CH₂Cl₂, from -78 to 25 deg C, 2 h

5: 96 percent / dimethylsulfoxide / 1.5 h / 25 °C

6: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, from -40 to -30 deg C, 1.5 h, 2.) THF, hexane, 25 deg C, 22 h

7: H₂ / 10percent Pd/C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; iodine; toluene-4-sulfonic acid; magnesium; ethylene dibromide; triphenylphosphine; palladium on activated charcoal; In dimethyl sulfoxide; toluene;

DOI:10.1021/ja00156a004

Reference yield:

1,3-dimethoxy-5-(5-hydroxypentyl)benzene (836-27-1) → 1,3-dimethoxy-5-<14'-(3'',5''-dimethoxyphenyl)tetradecyl>benzene (21390-07-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) PPh₃, 2.) NBS / 1.) DMF, CH₂Cl₂, 25 deg C, 10 min, 2.) DMF, CH₂Cl₂, from -78 to 25 deg C, 2 h

2: 96 percent / dimethylsulfoxide / 1.5 h / 25 °C

3: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, from -40 to -30 deg C, 1.5 h, 2.) THF, hexane, 25 deg C, 22 h

4: H₂ / 10percent Pd/C

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; n-butyllithium; hydrogen; triphenylphosphine; palladium on activated charcoal; In dimethyl sulfoxide;

DOI:10.1021/ja00156a004

Reference yield:

5-(5'-bromopentyl)-1,3-dimethoxybenzene (886-52-2) → 1,3-dimethoxy-5-<14'-(3'',5''-dimethoxyphenyl)tetradecyl>benzene (21390-07-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / dimethylsulfoxide / 1.5 h / 25 °C

2: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, from -40 to -30 deg C, 1.5 h, 2.) THF, hexane, 25 deg C, 22 h

3: H₂ / 10percent Pd/C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; hydrogen; palladium on activated charcoal; In dimethyl sulfoxide;

DOI:10.1021/ja00156a004

upstream raw materials:

2,2'-bis-(3,5-dimethoxy-phenyl)-2,2'-dodecane-1,12-diyl-bis-[1,3]dithiolane

1,14-Bis-(3,5-dimethoxy-phenyl)-2,13-bis-methanesulfonyl-tetradecane-3,12-dione

1,14-Bis(3',5'-dimethoxyphenyl)tetradecan-3,12-dion

1,14-Bis-(3,5-dimethoxy-phenyl)-tetradecane-3,12-diol

Downstream raw materials:

3,3'-Tetradecamethylenbis(5-methoxyphenol)

C₂₈H₃₈O₆

1,3-dihydroxy-5-<14'-(3'',5''-dihydroxyphenyl)tetradecyl>benzene

C₂₈H₃₈O₈