16224-33-2

Basic information

• Product Name: 1-Butoxy-3-chloro-2-propanol
• Synonyms: 1-Butoxy-3-chloro-2-propanol
• CAS NO: 16224-33-2
• Molecular Formula: C₇H₁₅ClO₂
• Molecular Weight: 166.67
• Mol File: 16224-33-2.mol

Chemical Properties

• Boiling Point: 234.9°C (rough estimate)
• Flash Point: 98.1°C
• Appearance: /
• Density: 1.0732 (rough estimate)
• Vapor Pressure: 0.00745mmHg at 25°C
• Refractive Index: 1.4268 (estimate)
• PKA: 13.27±0.20(Predicted)
• CAS DataBase Reference: 1-Butoxy-3-chloro-2-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butoxy-3-chloro-2-propanol(16224-33-2)
• EPA Substance Registry System: 1-Butoxy-3-chloro-2-propanol(16224-33-2)

Safety Data

• Hazardous Substances Data: 16224-33-2(Hazardous Substances Data)

Usage

Uses

Used in Cleaning Products:
1-Butoxy-3-chloro-2-propanol is used as a solvent in cleaning products for its potent degreasing properties, effectively removing dirt, grease, and other contaminants from various surfaces.
Used in Paints and Coatings Industry:
1-Butoxy-3-chloro-2-propanol is used as a solvent in the production of paints and coatings, contributing to the flow and leveling of the paint, as well as aiding in the evaporation of the solvent during the drying process.
Used in Adhesives Production:
1-Butoxy-3-chloro-2-propanol is utilized in the formulation of adhesives, where it serves to improve the adhesive's performance by enhancing its ability to bond with surfaces and providing a quick set time.
Used in Industrial Processes:
1-Butoxy-3-chloro-2-propanol is used in various industrial processes, including metalworking and manufacturing, where its strong cleaning properties are essential for maintaining the efficiency and longevity of machinery and equipment.
Used in Household Cleaning Formulations:
1-Butoxy-3-chloro-2-propanol is used in household cleaning products, providing consumers with an effective means of cleaning and degreasing various household surfaces and items.

InChI:InChI=1/C7H15ClO2/c1-2-3-4-10-6-7(9)5-8/h7,9H,2-6H2,1H3

Upstream product

• 106-89-8 epichlorohydrin 
• 71-36-3 butan-1-ol 
• 2426-08-6 glycidyl n-butyl ether 
• 64-19-7 acetic acid 

Downstream Products

• 67441-96-7 1-(3-butoxy-2-hydroxy-propyl)-5-ethyl-5-phenyl-pyrimidine-2,4,6-trione 
• 98451-40-2 3-n-butoxy-1,2-propanediol 
• 105996-48-3 [2-(4-Bromo-phenyl)-2-oxo-ethyl]-(3-butoxy-2-hydroxy-propyl)-dimethyl-ammonium; bromide 
• 105996-38-1 dl-1-Butoxy-2-hydroxy-3-dimethylaminopropane 
• 32338-77-5 3-butoxypropyl-1,2-episulfide 
• 10461-30-0 1-Butoxy-3-[2-(2-methoxy-phenoxy)-ethylamino]-propan-2-ol 
• 2426-08-6 glycidyl n-butyl ether 
• 26798-89-0 Bis-(2-butoxy-1-chloromethyl-ethoxy)-diphenyl-silane 
• 53146-45-5 1-allyloxy-3-butoxypropan-2-ol 
• 26798-85-6 C₂₇H₄₇Cl₃O₆Si 
• 32972-04-6 1-diethylamino-3-butoxy-2-propanole 

Relevant articles and documents

The solvent effects in the reactions of carboxylic acids with oxiranes. 1. Kinetics of the reaction of acetic acid with epichlorohydrin in butan-1-ol

Kinetics of the reaction of acetic acid with epichlorohydrin in the presence of chromium(III) acetate in butan-1-ol solution have been studied. The partial reaction orders with respect to reagents were found. The reactions were of first-order with respect to both epichlorohydrin and catalyst and zeroth order with respect to acetic acid. A kinetic model for the overall process has been proposed. The reaction constants have been calculated along with the activation parameters. The effect of dilution on the rate of addition is discussed. In the equimolar mixture of acetic acid and epichlorohydrin the apparent rate constant of the addition k1 initially decreases to increase again at the concentration of butan-1-ol exceeding 3 M.

Readily Scalable Methodology for the Synthesis of Nonsymmetric Glyceryl Diethers by a Tandem Acid-/Base-Catalyzed Process

A useful optimized synthetic methodology has been designed for the synthesis of nonsymmetric glyceryl diethers from epichlorohydrin. A tandem process combining a cheap, heterogeneous, and fully recoverable acid catalyst and alkaline hydroxide is used for the synthesis of a variety of glycerol-derived ethers bearing different alkyl substituents in 1 and 3 positions. Different heterogeneous acid catalysts have been tested for the reaction of epichlorohydrin with several alcohols, the best results being obtained with readily available recoverable and inexpensive montmorillonite-K10 and Nafion NR50. For the second reaction step, potassium hydroxide is used. In all the cases, good yields of the desired glyceryl diethers are obtained in smooth reaction conditions, always with total conversion of epichlorohydrin and without the need of intermediate purification. Scale-up of the tandem process has been carried out with good results.

1,3,2,4-diazadiphosphetidine-based phosphazane oligomers as source of P(III) atom economy reagents: Conversion of epoxides to vic -haloalcohols, vic -dihalides, and alkenes in the presence of halogen sources

1,3,2,4-Diazadiphosphetidines (P1-P3), as easily prepared, stable, and heterogeneous P(III) compounds, were used for the efficient conversion of epoxides to vic-halohydrins, vic-dihalides, or alkenes in the presence of different halogen sources in CH3CN. Of these phosphazanes, P3 is most suitable and contains 4 phosphorous atoms with the advantage of having greater atom economy and its phosphorus oxide byproduct can be easily separated from the reaction mixture by simple filtration. The nitrogen atoms in this molecule can also act as acid scavengers in the reaction.

Efficient and regioselective ring-opening of epoxides with alcohols and sodium azide by using catalytic amounts of gacl3/polyvinylpyrrolidone

A new polymeric catalyst was prepared by supporting GaCl3 on cross-linked polyvinylpyrrolidone (GaCl3/ PVP). This catalyst was employed for efficient and regioselective ring-opening reaction of epoxides by various alcohols under solvent-free conditions at room temperature. In our procedure, this heterogeneous catalyst was used at neutral and mild reaction conditions to afford high yields of β-alkoxy alcohols. Also, regioselective conversion of epoxides to β-azidohydrines was accomplished by sodium azide in MeOH in the presence of GaCl3/PVP at room temperature. GaCl3/PVP is a non-hygroscopic and recoverable catalyst and is easily separated from reaction mixture by a simple filtration and re-used repeatedly. Also, this catalyst has good handling and can be stored for long time without any reducing of its reactivity.

Synthesis of 1-alkoxy-3-N-succinimido-2-propanols

Procedures for preparing 1-alkoxy-3-chloro-2-propanols, with their subsequent transformation to 1-alkoxy-N-succinimido-2-propanols, were developed.

The kinetics of chloromethyloxirane reaction with alcohols and their adducts in the presence of stannic chloride

Rate constants of the reaction of chloromethyloxirane (epichlorohydrin) with methyl, n-propyl, isopropyl, n-, sec-, tert-butyl, n-hexyl, n-octyl, and n-decyl alcohols in the presence of stannic chloride were studied at 30, 40, and 50°C. Reaction is not first order in respect to epichlorohydrine and is particularly fast at the beginning and its rate constants are proportional to the concentration of the catalyst. The rate constants increase in the homologous series of C1-C10 alcohols. The reaction rates of 2-chloromethyloxirane with 1-chloromethyl-2-alkoxyethanols are ca. 2.5-times larger than that with corresponding alcohols.

Synthesis of l,2-Epithio-3-butoxypropane

A new method was developed for preparing l,2-epithio-3-butoxypropane from epichlorohydrin, n-butanol, and thiourea.

The kinetics of 1-chloro-2,3-epoxypropane reaction with alcohols and their adducts in the presence of boron trifluoride

Rate constants for the reaction of 1-chloro-2,3-epoxypropane with n-, sec-, tert-butyl, n-hexyl, n-octyl, and n-decyl alcohols in the presence of boron trifluoride were studied at 30, 40, and 50°C. The reaction rate is first order with respect to 1-chloro-2,3-epoxypropane and independent of alcohol concentration. The rate constant is proportional to the catalyst concentration. The rate constants increase in the homologous series of C4-C10 alcohols. The reaction rates of 1-chloro-2,3-epoxypropane with 1-alkoxy-3--chloro-2-propanols are considerably larger than that with corresponding alcohols.

REACTION BETWEEN n-BUTANOL AND 1-CHLORO-2,3-EPOXYPROPANE IN THE PRESENCE OF ZINC CHLORIDE

The reaction between 1-chloro-2,3-epoxypropane and n-butanol in the presence of zinc chloride has been studied.

Liquid-Liquid-Extraction of Metal Ions with Lariat Ethers

Lariat ethers of various ring size and substitution are synthesized and characterized by physical data and chemical analysis.The extraction behaviour of the crown compounds towards Na+, K+, Cs+ and Ag+ in a picric acid solution has been investigated.The extraction constants for 1:1 and 1:2 complexes are determined using the equilibrium distribution data.The results show that the flexible side chain in the investigated compounds has in no case a positive effect on the metal picrate extraction.