5131-66-8

Usage

Uses

1-Butoxy-2-propanol is used as a solvent in the chemical industry for various reasons, including its ability to dissolve a wide range of substances and its compatibility with water and organic solvents.
Used in Household and Industrial Cleaners:
1-Butoxy-2-propanol is used as an active ingredient in household and industrial cleaners for its effective cleaning properties. It helps in dissolving grease, oil, and dirt, making it easier to remove stains and grime from various surfaces.
Used in Grease Paint Removers:
In the cosmetics industry, 1-Butoxy-2-propanol is used as a key component in grease paint removers due to its ability to dissolve makeup, including stubborn grease-based products, without causing damage to the skin.
Used in Metal Cleaners:
1-Butoxy-2-propanol is also utilized in metal cleaners, where it aids in the removal of grease, oil, and other contaminants from metal surfaces. Its effectiveness in dissolving these substances makes it a valuable component in maintaining the cleanliness and longevity of metal components and machinery.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C8H18O.C3H6.C2H6O2/c1-3-5-7-9-8-6-4-2;1-3-2;3-1-2-4/h3-8H2,1-2H3;3H,1H2,2H3;3-4H,1-2H2

Synthetic route

methyloxirane (75-56-9, 16033-71-9) + butan-1-ol (71-36-3) → 1-butoxy-2-propanol (5131-66-8)

Conditions	Yield
With Al2O3/MgO composite at 120℃; Inert atmosphere;	38.5%
With sodium hydroxide
With hematite at 160℃; for 8h; Autoclave;
With 1-ethyl-3-methyl-1H-imidazol-3-ium methylcarbonate at 50℃; for 0.166667h; Reagent/catalyst; Microwave irradiation; Green chemistry;

methyloxirane (75-56-9, 16033-71-9) + butan-1-ol (71-36-3) → (R)-2-butoxy-1propanol (15821-83-7) + 1-butoxy-2-propanol (5131-66-8)

Conditions	Yield
With sulfuric acid bei Siedetemperatur;
With H+-Zeolite X at 35℃; for 24h; Yield given. Yields of byproduct given;
With aluminum oxide Yield given. Yields of byproduct given;

propylene glycol (57-55-6) + n-Butyl chloride (109-69-3) → (R)-2-butoxy-1propanol (15821-83-7) + 1-butoxy-2-propanol (5131-66-8) + 1,2-dibutoxy-propane (91337-27-8)

Conditions	Yield
(i) DMSO, NaOH, (ii) /BRN= 1730909/; Multistep reaction;

sodium butanolate (2372-45-4) + methyloxirane (75-56-9, 16033-71-9) → 1-butoxy-2-propanol (5131-66-8)

Conditions	Yield
In butan-1-ol

1-bromo-butane (109-65-9) + propylene glycol (57-55-6) → (R)-2-butoxy-1propanol (15821-83-7) + 1-butoxy-2-propanol (5131-66-8)

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate In sodium hydroxide at 80 - 90℃; for 3h; Title compound not separated from byproducts;

propylene glycol (57-55-6) + butyraldehyde (123-72-8) → cis/trans 2-propyl-4-methyl-1,3-dioxolane (4352-99-2) + (R)-2-butoxy-1propanol (15821-83-7) + 1-butoxy-2-propanol (5131-66-8) + butan-1-ol (71-36-3)

Conditions	Yield
With hydrogen; palladium 10% on activated carbon at 180℃; under 51716.2 Torr; for 3h; Inert atmosphere;	A 11.9 %Chromat. B n/a C n/a D 5.8 %Chromat.
With palladium 10% on activated carbon; hydrogen at 180℃; under 51755.2 Torr; for 3h;	A n/a B n/a C n/a D 5.8 %Chromat.

cis/trans 2-propyl-4-methyl-1,3-dioxolane (4352-99-2) → (R)-2-butoxy-1propanol (15821-83-7) + 1-butoxy-2-propanol (5131-66-8)

Conditions	Yield
With hydrogen; 5%-palladium/activated carbon In propylene glycol at 150℃; under 51680.2 Torr; for 1h; Product distribution / selectivity; Autoclave;

propylene glycol (57-55-6) + butan-1-ol (71-36-3) → (R)-2-butoxy-1propanol (15821-83-7) + 1-butoxy-2-propanol (5131-66-8)

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate at 150℃; for 24h; Overall yield = 46 %Chromat.;

1-butoxy-2-propanol (5131-66-8) → 1-(butoxy)-2-propanone (84223-13-2)

Conditions	Yield
With oxygen; LnPd(II) at 100℃; for 10h;	100%
With 2-chloro-1,3-dimethylimidazolinium chloride; dimethyl sulfoxide; triethylamine In dichloromethane at 20℃; for 47h; Oxidation;	80%
With pyridinium chlorochromate; dichloro-acetic acid In nitrobenzene; chlorobenzene at 35℃; Rate constant; Mechanism; different reagent, substrate and catalyst concentrations, catalyst and solvent ratios;
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; trichloroisocyanuric acid In dichloromethane at 0 - 20℃; for 4h;

1-butoxy-2-propanol (5131-66-8) + acetonitrile (75-05-8) → propylene glycol n-butyl ether acetate (85409-76-3)

Conditions	Yield
With Bromotrichloromethane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate at 20℃; for 15h; Irradiation; Inert atmosphere;	67%

1-butoxy-2-propanol (5131-66-8) + bis(pinacol)diborane (73183-34-3) → butoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propan-2-ol

Conditions	Yield
With tris(triphenylphosphine)ruthenium(II) chloride; 1,3-bis(dicyclohexylphosphino)propane bis(tetrafluoroborate) salt; pivalaldehyde; iron(II) bromide; sodium t-butanolate In toluene at 100℃; for 6h; Glovebox; Schlenk technique; Inert atmosphere; Sealed tube;	30%

1-butoxy-2-propanol (5131-66-8) + 1,7-dibromo-N,N'-bis(2,6-diisopropylphenyl)perylene-3,4:9,10-tetracarboxylic acid diimide (331861-94-0) → N,N′-bis(2,6-diisopropylphenyl)-1-bromo-7-(1-butoxy-2-propanyloxy)perylene-3,4,9,10-tetracarboxylic diimide

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h; Inert atmosphere;	16%

1-butoxy-2-propanol (5131-66-8) → butyl 2-fluoropropyl ether (133744-94-2)

Conditions	Yield
With diethylamino-sulfur trifluoride	9%

1-butoxy-2-propanol (5131-66-8) → formaldehyd (50-00-0) + n-butyl formate (592-84-7) + acetaldehyde (75-07-0) + propionaldehyde (123-38-6)

Conditions	Yield
With air; hydroxide at 22.85℃; under 740 Torr; Kinetics; Irradiation;

1-butoxy-2-propanol (5131-66-8) + carbonic acid dimethyl ester (616-38-6) → bis(1-butoxypropan-2-yl) carbonate

Conditions	Yield
With sodium methylate In hexane; water at 53℃; Dean-Stark;

Upstream product

• 75-56-9 methyloxirane 
• 71-36-3 butan-1-ol 
• 57-55-6 propylene glycol 
• 109-69-3 n-Butyl chloride 
• 2372-45-4 sodium butanolate 
• 109-65-9 1-bromo-butane 
• 123-72-8 butyraldehyde 
• 4352-99-2 cis/trans 2-propyl-4-methyl-1,3-dioxolane 

Downstream Products

• 84223-13-2 1-(butoxy)-2-propanone 
• 50-00-0 formaldehyd 
• 592-84-7 n-butyl formate 
• 75-07-0 acetaldehyde 
• 123-38-6 propionaldehyde 
• 85409-76-3 propylene glycol n-butyl ether acetate 

Relevant academic research and scientific papers

Hydrogen bonding-catalysed alcoholysis of propylene oxide at room temperature

Alcoholysis of propylene oxide (PO) is achieved over azolate ionic liquids (IL,e.g., 1-hydroxyethyl-3-methyl imidazolium imidazolate) at room temperature, accessing glycol ethers in high yields with excellent selectivity (e.g., >99%). Mechanism investigation indicates that cooperation of hydrogen-bonding of the anion with methanol and that of the cation with PO catalyses the reaction.

Nano metal oxides as efficient catalysts for selective synthesis of 1-methoxy-2-propanol from methanol and propylene oxide

Nano metal oxides such as Fe2O3, Fe3O4, CuO, NiO, ZnO and SnO2 were prepared and characterized using XRD, SEM and TEM analysis. These as-prepared metal oxide materials were used as catalysts for the etherification of methanol with propylene oxide (PO). The results showed that α-Fe2O3 exhibited outstanding catalytic performance with 97.7% conversion and 83.0% selectivity to MP-2 at 160 °C for 8 h. Furthermore, the relationship between the catalytic activity or selectivity and surface basicity or energy gap was investigated. This catalyst could be easily recovered and reused due to its heterogeneous catalytic nature.

Application of ionic liquid in synthesis of propylene glycol ether and synthetic method of propylene glycol ether

The invention relates to the technical field of chemical engineering catalysis and provides application of ionic liquid in synthesis of propylene glycol ether and a synthetic method of propylene glycol ether. The ionic liquid is methyl carbonate ionic liquid and is taken as a catalyst for catalyzed synthesis of propylene glycol ether. The synthetic method of propylene glycol ether comprises the steps of adding epoxy propane and alcohol into a reactor to be in contact with the catalyst, and heating to 50-200 DEG C in a closed environment, so as to obtain propylene glycol ether, wherein the catalyst is the methyl carbonate ionic liquid. The synthetic method of propylene glycol ether is an environment-friendly synthetic process, has no special requirements on production equipment and is beneficial to industrial production and application, and the process is simple and easy to control.

Synthesis of propylene glycol ethers from propylene oxide catalyzed by environmentally friendly ionic liquids

A series of acetate ionic liquids were synthesized using a typical two-step method. The ionic liquids were used as environmentally benign catalysts in the production of propylene glycol ethers from propylene oxide and alcohols under mild conditions. The basic strengths of the ionic liquids were evaluated by determination of their Hammett functions, obtained using ultraviolet-visible spectroscopy, and the relationship between their catalytic activities and basicities was established. The catalytic efficiencies of the ionic liquids were higher than that of the traditional basic catalyst NaOH. This can be attributed to the involvement of a novel reaction mechanism when these ionic liquids are used. A possible electrophilic-nucleophilic dual activation mechanism was proposed and confirmed using electrospray ionization quadrupole time-of-flight mass spectrometry. In addition, the effects of significant reaction parameters such as concentration of catalyst, molar ratio of alcohol to propylene oxide, reaction temperature, and steric hindrance of the alcohol were investigated in detail.

Epoxide hydrolysis and alcoholysis reactions over crystalline Mo-V-O oxide

Crystalline Mo-V-O oxides have been used as a catalyst for the hydrolysis and alcoholysis of propylene oxide to diols and ethers, respectively. Relationships between the active crystal facet, the acidity of Mo-V-O catalysts and the activity have been established. Our results indicate that the a-b plane is the active facet for the hydrolysis reaction.

Catalytic etherification of glycerol with short chain alkyl alcohols in the presence of Lewis acids

Here we report the homogeneously-catalyzed etherification of glycerol with short chain alkyl alcohols. Among the large variety of Bronsted and Lewis acids tested, we show here that metal triflates are not only the most active but are also capable of catalyzing this reaction with an unprecedented selectivity. In particular, in the presence of Bi(OTf)3, the targeted monoalkylglyceryl ethers were obtained with up to 70% yield. Although tested Bronsted acids were also capable of catalyzing the etherification of glycerol with alkyl alcohols, they were found however less active and less selective than Bi(OTf)3. By means of counter experiments, we highlighted that the high activity and selectivity of Bi(OTf)3 may rely on a synergistic effect between Bi(OTf)3 and triflic acid, a Bronsted acid that can be released by in situ glycerolysis of Bi(OTf)3. The scope of this methodology was also extended to other polyols and, in all cases, the monoalkylpolyol ethers were conveniently obtained with fair to good yields.

PRODUCTION OF HYDROXY ETHER HYDROCARBONS BY LIQUID PHASE HYDROGENOLYSIS OF CYCLIC ACETALS OR CYCLIC KETALS

A liquid phase hydrogenolysis of acetal compounds such as cyclic acetals and cyclic ketals are fed to a reaction zone and reacted in the presence of a noble metal catalyst supported on a carbon or silica support to make hydroxy ether mono-hydrocarbons in high selectivity, without the necessity to use acidic co-catalysts such as phosphorus containing acids or stabilizers such as hydroquinone.

An atom-economic reaction for synthesis of 1-phenoxy-2-propanol over Al2O3/MgO

Al2O3/MgO materials with various Mg/Al molar ratios were prepared and characterized by XRD, FT-IR, SEM and BET analysis. These materials were used as catalysts for synthesis of 1-phenoxy-2-propanol (1-PhP) from phenol and propylene oxide as compared with some oxides, i.e. MgO, CaO, ZnO and Al2O3, etc. Al2O3/MgO with Al/Mg molar ratio of 1.5% exhibited outstanding catalytic performance with 98.2% conversion and 99.3% selectivity to 1-PhP at 120 °C for 5 h. This catalyst can be easily recovered and reused due to its heterogeneous catalytic nature.

Tunable synthesis of propylene glycol ether from methanol and propylene oxide under ambient pressure

A series of basic and acidic ionic liquids, 1-butyl-3-methylimidazolium hydroxide (BMIMOH), 1-acetyl-3-methylimidazolium chloride (AcMIMCl) and AcMIMCl-FeCl3, or analogues of AcMIMCl, namely 1-potassium acetate-3-methylimidazolium chloride (KAcMIMCl), 1-potassium (sodium, ammonium) acetate-3-methylimidazolium hydroxides (KAcMIMOH, NaAcMIMOH and NH 4AcMIMOH), were prepared and used as catalysts for catalytic synthesis of propylene glycol ether via reaction of propylene oxide (PO) with methanol under mild reaction conditions. KAcMIMOH exhibited outstanding catalytic performance with 94.2% of conversion of PO and 99.1% of selectivity to 1-methoxy-2-propanol (MP-2) at 60°C and ambient pressure for 4 h. However, AcMIMCl-FeCl3 showed a good catalysis performance with high selectivity to 2-methoxy-1-propanol (MP-1). The tunable synthesis of MP-2 or MP-1 catalyzed by basic compound KAcMIMOH or acidic ionic liquid AcMIMCl-FeCl3 was realized.

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.