Ethyl 4-dodecoxybenzoate

Base Information

• Chemical Name: Ethyl 4-dodecoxybenzoate
• CAS No.: 154845-75-7
• Molecular Formula: C21H34O3
• Molecular Weight: 334.499
• DSSTox Substance ID: DTXSID10477688
• Wikidata: Q82310530
• Mol file: 154845-75-7.mol

Synonyms:ethyl 4-dodecoxybenzoate;154845-75-7;Benzoic acid, 4-(dodecyloxy)-, ethyl ester;4-dodecyloxy-benzoic acid ethyl ester;SCHEMBL5223346;DTXSID10477688;ETHYL 4-(DODECYLOXY)BENZOATE;MFCD06204569

Chemical Property of Ethyl 4-dodecoxybenzoate

Chemical Property:

• XLogP3: 7.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 334.25079494
• Heavy Atom Count: 24
• Complexity: 296

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCOC1=CC=C(C=C1)C(=O)OCC

Technology Process of Ethyl 4-dodecoxybenzoate

There total 4 articles about Ethyl 4-dodecoxybenzoate 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: 95.0%

ethanol (64-17-5) + p-dodecyloxybenzoic acid (2312-15-4) + diethylazodicarboxylate (1972-28-7,218603-74-8) → 4-(dodecyloxy)benzoic anhydride (131259-57-9) + N,N'-di-(4-(dodecyloxy))benzoyl-N,N'-bis(ethylcarboxy)hydrazine + ethyl 4-(dodecyloxy)benzoate (154845-75-7)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1055/s-0031-1290406

Reference yield: 90.0%

Ethyl 4-hydroxybenzoate (120-47-8) + 1-dodecylbromide (143-15-7) → ethyl 4-(dodecyloxy)benzoate (154845-75-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c6tc01260d

Reference yield:

4-hydroxy-benzoic acid (99-96-7) → ethyl 4-(dodecyloxy)benzoate (154845-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Reflux; Acidic conditions

2: potassium carbonate / N,N-dimethyl-formamide / Reflux

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.molliq.2021.117219

upstream raw materials:

Ethyl 4-hydroxybenzoate

1-dodecylbromide

1-Iodododecane

ethanol

Downstream raw materials:

p-dodecyloxybenzoic acid

1,3-di(4-n-dodecyloxyphenyl)propane-1,3-dione

4-dodecyloxybenzoic acid hydrazide

N-(4-dodecyloxybenzoyl)-N'-(4'-nitrobenzoyl)hydrazine