1-O-Hexyl-4-pivaloyl-2,3,5-trimethylhydroquinone

Base Information

• Chemical Name: 1-O-Hexyl-4-pivaloyl-2,3,5-trimethylhydroquinone
• CAS No.: 153474-18-1
• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.472
• DSSTox Substance ID: DTXSID00440144
• Wikidata: Q82256373
• Mol file: 153474-18-1.mol

Synonyms:1-O-Hexyl-4-pivaloyl-2,3,5-trimethylhydroquinone;153474-18-1;(4-hexoxy-2,3,5-trimethylphenyl) 2,2-dimethylpropanoate;DTXSID00440144;FT-0669209

Chemical Property of 1-O-Hexyl-4-pivaloyl-2,3,5-trimethylhydroquinone

Chemical Property:

• PSA: 35.53000
• LogP: 5.52240
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 320.23514488
• Heavy Atom Count: 23
• Complexity: 358

Purity/Quality:

97% ^*data from raw suppliers

1-O-Hexyl-4-pivaloyl-2,3,5-trimethylhydroquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCOC1=C(C(=C(C=C1C)OC(=O)C(C)(C)C)C)C
• Uses: 1-O-Hexyl-4-pivaloyl-2,3,5-trimethylhydroquinone (cas# 153474-18-1) is a compound useful in organic synthesis.

Technology Process of 1-O-Hexyl-4-pivaloyl-2,3,5-trimethylhydroquinone

There total 3 articles about 1-O-Hexyl-4-pivaloyl-2,3,5-trimethylhydroquinone 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: 45.0%

1-Iodohexane (638-45-9) + 4-hydroxy-2,3,5-trimethylphenyl pivalate (112109-69-0) → 1-hexyloxy-2,3,6-trimethyl-4-pivaloyloxybenzene (153474-18-1)

Guidance literature:

With potassium carbonate; In butanone; for 8h; Heating;

DOI:10.1248/cpb.42.570

Reference yield:

Trimethylhydroquinone (700-13-0) → 1-hexyloxy-2,3,6-trimethyl-4-pivaloyloxybenzene (153474-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / pyridine / CH₂Cl₂ / 8 h / Ambient temperature

2: 45 percent / K₂CO₃ / butan-2-one / 8 h / Heating

With pyridine; potassium carbonate; In dichloromethane; butanone;

DOI:10.1248/cpb.42.570

Reference yield:

pivaloyl chloride (3282-30-2) → 1-hexyloxy-2,3,6-trimethyl-4-pivaloyloxybenzene (153474-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / pyridine / CH₂Cl₂ / 8 h / Ambient temperature

2: 45 percent / K₂CO₃ / butan-2-one / 8 h / Heating

With pyridine; potassium carbonate; In dichloromethane; butanone;

DOI:10.1248/cpb.42.570

upstream raw materials:

1-Iodohexane

4-hydroxy-2,3,5-trimethylphenyl pivalate

Trimethylhydroquinone

pivaloyl chloride

Refernces

• 1、 Nihro,Furukawa,Sogawa,Wang,Miyataka,Matsumoto,Miki,Satoh. "Synthesis and anti lipid-peroxidation activity of hydroquinone monoalkyl ethers". . p. 576 - 579. Retrieved 2007/10/02.