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
• Article Data: 4

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 
• 123-72-8 butyraldehyde 
• 107-21-1 ethylene glycol 
• 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.

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.