4-Octyloxy-benzoic acid, 4-hydroxy-phenyl ester

Base Information

• Chemical Name: 4-Octyloxy-benzoic acid, 4-hydroxy-phenyl ester
• CAS No.: 33905-66-7
• Molecular Formula: C21H26O4
• Molecular Weight: 342.435
• DSSTox Substance ID: DTXSID80405372
• Nikkaji Number: J832.869B
• Wikidata: Q82209883
• Mol file: 33905-66-7.mol

Synonyms:4-Octyloxy-benzoic acid, 4-hydroxy-phenyl ester;33905-66-7;Benzoic acid, 4-(octyloxy)-, 4-hydroxyphenyl ester;SCHEMBL5482347;DTXSID80405372;FHUHFVNAIUSDKB-UHFFFAOYSA-N;AKOS001586356;4-Octyloxy-benzoic acid 4-hydroxy-phenyl ester

Chemical Property of 4-Octyloxy-benzoic acid, 4-hydroxy-phenyl ester

Chemical Property:

• Melting Point: 111 °C(Solv: ethanol (64-17-5); ethyl acetate (141-78-6))
• Boiling Point: 499.5±30.0 °C(Predicted)
• PSA: 55.76000
• Density: 1.101±0.06 g/cm3(Predicted)
• LogP: 5.35070
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 342.18310931
• Heavy Atom Count: 25
• Complexity: 355

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCOC1=CC=C(C=C1)C(=O)OC2=CC=C(C=C2)O

Technology Process of 4-Octyloxy-benzoic acid, 4-hydroxy-phenyl ester

There total 16 articles about 4-Octyloxy-benzoic acid, 4-hydroxy-phenyl ester 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: 90.0%

4-(4-octyloxybenzoyloxy)-1-benzyloxybenzene (148731-07-1) → 4-hydroxyphenyl 4-(octyloxy)benzoate (33905-66-7)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; Ambient temperature;

DOI:10.1039/a706400d

Reference yield: 8.3%

4-octyloxybenzoic acid chloride (40782-53-4) + hydroquinone (123-31-9,8027-02-9) → 4-hydroxyphenyl 4-(octyloxy)benzoate (33905-66-7)

Guidance literature:

With pyridine; In benzene; at 20 ℃; for 24h;

DOI:10.1134/S1070427214060202

Reference yield:

p-octyloxybenzoic acid (2493-84-7) → 4-hydroxyphenyl 4-(octyloxy)benzoate (33905-66-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / dicyclohexylcarbodiimide, N,N-dimethylaminopyridine / CH₂Cl₂ / 24 h / Ambient temperature

2: 90 percent / H₂, Et₃N / 10percent Pd/C / tetrahydrofuran / Ambient temperature

With dmap; hydrogen; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1039/a706400d

upstream raw materials:

4-(4-octyloxybenzoyloxy)-1-benzyloxybenzene

4-octyloxybenzoic acid chloride

hydroquinone

p-octyloxybenzoic acid

Downstream raw materials:

C₃₄H₄₂O₆

C₃₀H₃₄O₆

C₃₁H₃₆O₆

C₃₃H₄₀O₆