5131-66-8

Basic information

• Product Name: 1-BUTOXY-2-PROPANOL
• Synonyms: PROPYLENE GLYCOL 1-MONOBUTYL ETHER;PROPYLENE GLYCOL MONOBUTYL ETHER;PROPYLENE GLYCOL NORMAL BUTYL ETHER;PNB;ARCOSOLV(R) PNB;1-BUTOXY-2-PROPANOL;1,2-PROPYLENE GLYCOL 1-MONOBUTYL ETHER;1-butoxy-2-propano
• CAS NO: 5131-66-8
• Molecular Formula: C₇H₁₆O₂
• Molecular Weight: 132.2
• EINECS: 225-878-4
• Product Categories: Propylene Glycol Oligomers;Ethers;Hydrophobic Polymers;Materials Science;Polymer Science;Polymers
• Mol File: 5131-66-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: -15.45°C (estimate)
• Boiling Point: 170 °C
• Flash Point: 62°C
• Appearance: /
• Density: 0,88 g/cm3
• Vapor Pressure: 1.39hPa at 19.85℃
• Refractive Index: n20/D 1.416(lit.)
• Solubility: Soluble in water
• PKA: 14.49±0.20(Predicted)
• Water Solubility: 55g/L at 20℃
• CAS DataBase Reference: 1-BUTOXY-2-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BUTOXY-2-PROPANOL(5131-66-8)
• EPA Substance Registry System: 1-BUTOXY-2-PROPANOL(5131-66-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36/38
• Safety Statements: 26-36/37/39
• RIDADR: 1987
• WGK Germany: 1
• RTECS: UA7700000
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 5131-66-8(Hazardous Substances Data)

Usage

Uses

1-Butoxy-2-propanol can be used in household and industrial cleaners, grease paint removers, metal cleaners, etc.

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

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 articles and documents

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.

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.

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.