1559-34-8

Basic information

• Product Name: 3,6,9,12-tetraoxahexadecan-1-ol
• Synonyms: 3,6,9,12-tetraoxahexadecan-1-ol;TETRAETHYLENEGLYCOLBUTYLETHER;TETRAETHYLENEGLYCOLMONOBUTYLETHER;2-[2-[2-(2-Butoxyethoxy)ethoxy]ethoxy]ethanol;3,6,9,12-Tetraoxahexadecan-1-ol ,98%;Butysenol 40;3,6,9,12--tetraoxahexadecoM-1-
• CAS NO: 1559-34-8
• Molecular Formula: C₁₂H₂₆O₅
• Molecular Weight: 250.33184
• EINECS: 216-322-1
• Mol File: 1559-34-8.mol

Chemical Properties

• Boiling Point: 334.6 °C at 760 mmHg
• Flash Point: 156.2 °C
• Appearance: /
• Density: 1.003
• Vapor Pressure: 8.87E-06mmHg at 25°C
• Refractive Index: 1.442
• PKA: 14.36±0.10(Predicted)
• Water Solubility: 992g/L at 20℃
• CAS DataBase Reference: 3,6,9,12-tetraoxahexadecan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6,9,12-tetraoxahexadecan-1-ol(1559-34-8)
• EPA Substance Registry System: 3,6,9,12-tetraoxahexadecan-1-ol(1559-34-8)

Safety Data

• Hazardous Substances Data: 1559-34-8(Hazardous Substances Data)

Usage

Uses

Butoxytetraglycol is a chemical component of the ethyl acetate extract of longan seeds.

InChI:InChI=1/C12H26O5/c1-2-3-5-14-7-9-16-11-12-17-10-8-15-6-4-13/h13H,2-12H2,1H3

Synthetic route

Tetraethylene glycol (112-60-7) + n-Butyl chloride (109-69-3) → tetraethylene glycol dibutyl ether (112-98-1) + tetraethylene glycol monobutyl ether (1559-34-8)

Conditions	Yield
With sodium hydroxide; water at 100℃; for 24h;	A 10% B 64%

oxirane (75-21-8) + butan-1-ol (71-36-3) → tetraethylene glycol monobutyl ether (1559-34-8)

Conditions	Yield
With boron trifluoride diethyl etherate at 50℃;
With sodium

Tetraethylene glycol (112-60-7) + ethylene glycol (107-21-1) + butyraldehyde (123-72-8) + diethylene glycol (111-46-6) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → 2-propyl-1,3-dioxolane (3390-13-4) + 2-Butoxyethanol (111-76-2) + Diethylene glycol monobutyl ether (112-34-5) + triethyleneglycol monobutyl ether (143-22-6) + tetraethylene glycol monobutyl ether (1559-34-8) + butan-1-ol (71-36-3)

Conditions	Yield
With hydrogen; palladium 10% on activated carbon at 180℃; under 51716.2 Torr; for 2h;

...Expand

Tetraethylene glycol (112-60-7) + butyraldehyde (123-72-8) → tetraethylene glycol monobutyl ether (1559-34-8)

Conditions	Yield
With hydrogen; palladium 10% on activated carbon at 180℃; under 51716.2 Torr; for 4h; Inert atmosphere;	91.2 %Chromat.
With palladium 10% on activated carbon; hydrogen at 180℃; under 51755.2 Torr; for 4h;	91.2 %Chromat.

tetraethylene glycol monobutyl ether (1559-34-8) + 3-chloroprop-1-ene (107-05-1) → tetraethyleneglycol-monobutyl-monoallyl ether

Conditions	Yield
With sodium hydroxide	94%

tetraethylene glycol monobutyl ether (1559-34-8) + p-toluenesulfonyl chloride (98-59-9) → tetraethylene glycol monobutyl ether tosylate

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water at 0℃; for 2h;	73%

tetraethylene glycol monobutyl ether (1559-34-8) + butyraldehyde (123-72-8) → 1,1-bis-(2-{2-[2-(2-butoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-butane (71563-41-2)

Conditions	Yield
With toluene-4-sulfonic acid

Upstream product

• 112-60-7 Tetraethylene glycol 
• 107-21-1 ethylene glycol 
• 123-72-8 butyraldehyde 
• 111-46-6 diethylene glycol 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 109-69-3 n-Butyl chloride 
• 75-21-8 oxirane 
• 71-36-3 butan-1-ol 

Relevant articles and documents

POLYOL ETHERS AND PROCESS FOR MAKING THEM

New polyol ether compounds and a process for their preparation. The process comprises reacting a polyol, a carbonyl compound, and hydrogen in the presence of hydrogenation catalyst, to provide the polyol ether. The molar ratio of polyol to carbonyl compound in the process is greater than 5:1.

POLYOL ETHERS AND PROCESS FOR MAKING THEM

New polyol ether compounds and a process for their preparation. The process comprises reacting a polyol, a carbonyl compound, and hydrogen in the presence of hydrogenation catalyst, to provide the polyol ether. The molar ratio of polyol to carbonyl compound in the process is greater than 5:1.

Combinatorial synthesis of PEG oligomer libraries

A simple chain-extending approach was established for the scale-up of the monoprotected monodisperse PEG diol materials. Reactions of THP-(OCH2CH2)n—OMs (n=4, 8, 12) with a large excess of commercially available H—(OCH2CH2)n—OH (n=1-4) under basic conditions led to THP-(OCH2CH2)n—OH (n=5-15). Similarly, Me-(OCH2CH2)n—OH (n=4-11, 13) were prepared from Me-(OCH2CH2)n—OMs (n=3, 7, 11). For the chain elongation steps, 40-80% yields were achieved through extraction purification. PEG oligomer libraries I and II were generated in 50-95% overall yields by alkylation or acylation of THP-(OCH2CH2)n—OH (n=1-15) followed by deprotection. Alkylation of Me-(OCH2CH2)n—OH (n=1-11, 13) with X—(CH2)m—CO2R (X=Br or OMs) and subsequent hydrolysis led to PEG oligomer library III in 30-60% overall yields. Combinatorial purification techniques were adapted to the larger-scale library synthesis. A total of 498 compounds, each with a weight of 2-5 g and a minimum purity of 90%, were synthesized.

Phase-Transfer Synthesis of Monoalkyl Ethers of Oligoethylene Glycols

The effects of catalyst, temperature, solvent, and reagent ratios on the phase-transfer-catalyzed Williamson ether synthesis of monoalkyl ethers of oligoethylene glycols have been studied.A convenient method has been developed which gives reproducibly high yields of pure monoethers in the presence of aqueous sodium hydroxide.