7795-91-7

Basic information

• Product Name: Ethylene glycol mono-sec-butyl ether
• Synonyms: Ethylene glycol mono-sec-butyl ether;2-(1-Methylpropoxy)ethanol;2-sec-butoxyethanol;Ethylen Glycol mono sec-Butyl Ether;Ethanol, 2-(1-Methylpropoxy)-;2-(butan-2-yloxy)ethanol
• CAS NO: 7795-91-7
• Molecular Formula: C₆H₁₄O₂
• Molecular Weight: 118.20
• Mol File: 7795-91-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: -69.47°C (estimate)
• Boiling Point: 155-156℃
• Flash Point: 50.2°C
• Appearance: /
• Density: 0.896
• Vapor Pressure: 0.968mmHg at 25°C
• Refractive Index: 1.4110 (estimate)
• CAS DataBase Reference: Ethylene glycol mono-sec-butyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: Ethylene glycol mono-sec-butyl ether(7795-91-7)
• EPA Substance Registry System: Ethylene glycol mono-sec-butyl ether(7795-91-7)

Safety Data

• Hazardous Substances Data: 7795-91-7(Hazardous Substances Data)

Usage

Uses

Used in Surface Coating Industry:
Ethylene glycol mono-sec-butyl ether is used as a solvent to enhance the solubility of resins and other components in surface coatings, contributing to improved flow and application properties.
Used in Ink Industry:
In the ink industry, ethylene glycol mono-sec-butyl ether is used as a solvent to facilitate the dispersion of pigments and dyes, ensuring a uniform and vibrant color output in printed materials.
Used in Automotive Products:
Ethylene glycol mono-sec-butyl ether is used as a component in automotive products, particularly in the formulation of brake fluids and hydraulic fluids, where its solvent properties aid in the even distribution of the fluid's components.
Used in Hydraulic Fluids:
In hydraulic systems, ethylene glycol mono-sec-butyl ether is used as a solvent to improve the fluidity and performance of hydraulic fluids, ensuring smooth operation and reducing wear on system components.

InChI:InChI=1/C6H14O2/c1-3-6(2)8-5-4-7/h6-7H,3-5H2,1-2H3

Synthetic route

oxirane (75-21-8) + iso-butanol (78-92-2, 15892-23-6) → 2-(1-Methylpropoxy)ethanol (7795-91-7)

Conditions	Yield
With hydro silicate at 99 - 104℃;

2-ethyl-2-methyl-1,3-dioxolane (126-39-6) → 2-(1-Methylpropoxy)ethanol (7795-91-7)

Conditions	Yield
With diisobutylaluminium hydride; benzene Behandeln einer Loesung des erhaltenen Diisobutylaluminium-<2-sec-butoxy-aethylats> in Aether mit wss.Schwefelsaeure;
With lithium aluminium tetrahydride; zirconium(IV) chloride In diethyl ether at 30℃; for 12h;	86 % Spectr.

butene-2 (107-01-7) + ethylene glycol (107-21-1) → 2-(1-Methylpropoxy)ethanol (7795-91-7)

Conditions	Yield
With sulfuric acid at 95℃;

2-methyl-1,3-dioxolane (497-26-7) + ethylmagnesium bromide (925-90-6) → 2-(1-Methylpropoxy)ethanol (7795-91-7)

Conditions	Yield
In benzene

2-methyl-1,3-dioxolane (497-26-7) + acetylene (74-86-2) → 2-(1-Methylpropoxy)ethanol (7795-91-7)

Conditions	Yield
(i) EtMgBr, (ii) /BRN= 102520/; Multistep reaction;

2-ethyl-1,3-dioxolane (2568-96-9) + methyl magnesium iodide (917-64-6) → 2-(1-Methylpropoxy)ethanol (7795-91-7)

Conditions	Yield
In benzene at 80℃;

2-methyl-1,3-dioxolane (497-26-7) + triethylaluminum (97-93-8) → 2-ethoxy-ethanol (110-80-5) + 2-(1-Methylpropoxy)ethanol (7795-91-7)

Conditions	Yield
With diethylaluminium hydride In hexane; kerosene for 50h; Heating;	A 0.01 mol B 0.03 mol

2-ethyl-2-methyl-1,3-dioxolane (126-39-6) + triethylaluminum (97-93-8) → 2-(1-Methylpropoxy)ethanol (7795-91-7) + 2-(1-ethyl-1-methyl-propoxy)-ethanol (7795-93-9)

Conditions	Yield
With diethylaluminium hydride In hexane; kerosene for 40h; Heating;	A 0.01 mol B 0.03 mol

2-ethyl-2-methyl-1,3-dioxolane (126-39-6) → 2-(1-Methylpropoxy)ethanol (7795-91-7) + 2-(1-ethyl-1-methyl-propoxy)-ethanol (7795-93-9)

Conditions	Yield
With triethylaluminum; diethylaluminium hydride In hexane; kerosene for 20h; Heating;	A 0.015 mol B 0.015 mol

butene-2 (107-01-7) + sulfuric acid (7664-93-9) + ethylene glycol (107-21-1) → 2-(1-Methylpropoxy)ethanol (7795-91-7)

Conditions	Yield
at 95℃;

2-methoxy-ethanol (109-86-4) + N-Isobutyl-N-nitrosoharnstoff (760-60-1) → 1,2-dimethoxyethane (110-71-4) + 2-(1-Methylpropoxy)ethanol (7795-91-7) + 2-isobutoxyethanol (4439-24-1) + ethylene glycol tert-butyl methyl ether (66728-50-5) + 1-(2-Methoxyethoxy)-2-methylpropan (89851-42-3) + 2-(2-Methoxyethoxy)butan + butenes, butanols, sBuCH2CH2OH

Conditions	Yield
With potassium carbonate for 0.0833333h; Product distribution; Ambient temperature; further reagent: NaHCO3, further reactions with EtOCH2CH2OH, MeOH-oxirane, -oxetane, -tetrahydrofuran;	A 0.5 % Chromat. B 0.4 % Chromat. C 3.4 % Chromat. D 52.8 % Chromat. E 33.5 % Chromat. F 9.4 % Chromat. G n/a

...Expand

2-methoxy-ethanol (109-86-4) + 1-butyl-1-nitrosourea (869-01-2) → 1,2-dimethoxyethane (110-71-4) + butyl methyl ether (628-28-4) + 2-Butoxyethanol (111-76-2) + 2-(1-Methylpropoxy)ethanol (7795-91-7) + 1-(2-methoxy-ethoxy)-butane (13343-98-1) + 2-(2-Methoxyethoxy)butan + butenes, butanols, sBuOMe

Conditions	Yield
With potassium carbonate for 0.0833333h; Product distribution; Mechanism; Ambient temperature; further reagent: NaHCO3, further reactions with EtOCH2CH2OH, MeOH-oxirane, -oxetane, -tetrahydrofuran;	A 0.5 % Chromat. B 2.9 % Chromat. C 7.2 % Chromat. D 0.5 % Chromat. E 74.4 % Chromat. F 14.2 % Chromat. G n/a

...Expand

ethylene glycol (107-21-1) + butanone (78-93-3) → 2-(1-Methylpropoxy)ethanol (7795-91-7)

Conditions	Yield
With hydrogen; palladium 10% on activated carbon at 200℃; under 51716.2 Torr; for 3h; Inert atmosphere;	84.7 %Chromat.
With palladium 10% on activated carbon; hydrogen at 200℃; under 51755.2 Torr; for 3h;	84.7 %Chromat.

2-(1-Methylpropoxy)ethanol (7795-91-7) → (+/-)-(2-bromo-ethyl)-sec-butyl ether

Conditions	Yield
With pyridine; phosphorus tribromide

Upstream product

• 497-26-7 2-methyl-1,3-dioxolane 
• 97-93-8 triethylaluminum 
• 109-86-4 2-methoxy-ethanol 
• 760-60-1 N-Isobutyl-N-nitrosoharnstoff 
• 869-01-2 1-butyl-1-nitrosourea 
• 107-21-1 ethylene glycol 
• 78-93-3 butanone 
• 126-39-6 2-ethyl-2-methyl-1,3-dioxolane 
• 2568-96-9 2-ethyl-1,3-dioxolane 
• 917-64-6 methyl magnesium iodide 
• 74-86-2 acetylene 
• 925-90-6 ethylmagnesium bromide 
• 107-01-7 butene-2 
• 75-21-8 oxirane 

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.

REDUCTIVE CLEAVAGE OF CYCLIC KETALS WITH ZrCl4-LiAlH4

Both aliphatic and aromatic cyclic ketals were selectively reduced to the corresponding glycol monoethers in high yield with ZrCl4-LiAlH4 at 30 deg C in Et2O for 12 hr.

Deamination Reactions, 41. Reactions of Aliphatic Diazonium Ions and Carbocations with Ethers

Aliphatic diazonium ions and carbocations were generated by deacylation of appropriate nitrosoureas (1, 5, 9) in alcohol-ether mixtures or in 2-alkoxyethanols.Ethers were generally inferior to alcohols in capturing cationic intermediates.Formation of trialkyloxonium ions led to alkyl exchange or ring opening.The observed reactivity orders were n-butyl > isobutyl for the diazonium ions, allyl > sec-butyl > tert-butyl for the carbocations, methoxy > ethoxy and oxirane > oxetane > tetrahydrofuran for the ethers, indicating the predominance of steric effects.Neighboring group participation in 4-methoxy-1-butanediazonium ions (58) and 4,5-epoxy-1-pentanediazonium ions (74) was detectable but inefficient ( 20percent of cyclic oxonium ions).

TRANSFORMATION OF 1,3-DIOXACYCLOALKANES BY THE ACTION OF DIETHYLALUMINUM HYDRIDE AND TRIETHYLALUMINUM.

There are reports on the reduction of ethylene glycol acetals and ketals by aluminum hydrides to the corresponding monoethers. Considering that these compounds find wide application as solvents, plasticizers, and perfume ingredients, it was of interest to study the possibility of a selective hydrogenation of different 1,3-dioxacycloalkanes by industrial grade mixtures of diethylaluminum hydride and triethylaluminum. According to the data obtained for the reactions with cyclic acetals, triethylaluminum is 1. 5-2 times more active than diethylaluminum hydride. The activities of the five-membered ring acetals and ketals in the reduction and alkylation processes are similar; 2-phenyl-1, 3-dioxolane has the highest reactivity. Thus, 2-mono- and 2,2-disubstituted 1,3-dioxacyclanes form monoethers of the correepsponding diols by the action of diethylaluminum hydride and triethylauminum. In the case of triethylaluminum, ethylation of the carbon atom adjacent to the two oxygen atoms takes place.