359-41-1

Basic information

• Product Name: 1,1,1-Trifluoro-2,3-epoxypropane
• Synonyms: 1,2-EPOXY-3,3,3-TRIFLUOROPROPANE;1,1,1-TRIFLUORO-2,3-EPOXYPROPANE;2-(TRIFLUOROMETHYL)OXIRANE;3,3,3-TRIFLUORO-1,2-EPOXYPROPANE;3,3,3-Trifluoro-1,2-epoxypropane~2-(Trifluoromethyl)oxirane;3,3,3-Trifluoro-1,2-epoxypropane, tech;1,2-EPOXY-3,3,3-TRIFLUOROPROPANE, 90+%;1,1,1-Trifluoro-2,3-epoxypropane,tech.
• CAS NO: 359-41-1
• Molecular Formula: C₃H₃F₃O
• Molecular Weight: 112.05
• EINECS: -0
• Product Categories: Fluorochemicals;organic chemical
• Mol File: 359-41-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: -80
• Boiling Point: 38 °C
• Flash Point: -40°C
• Appearance: colorless liquid
• Density: 1,3 g/cm3
• Vapor Pressure: 560mmHg at 25°C
• Refractive Index: 1.2997
• Storage Temp.: Keep Cold
• Water Solubility: Not miscible with water.
• Sensitive: Moisture Sensitive
• BRN: 103730
• CAS DataBase Reference: 1,1,1-Trifluoro-2,3-epoxypropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-Trifluoro-2,3-epoxypropane(359-41-1)
• EPA Substance Registry System: 1,1,1-Trifluoro-2,3-epoxypropane(359-41-1)

Safety Data

• Hazard Codes: F,T
• Statements: 11-20/21/22-36/37/38
• Safety Statements: 16-26-36-36/37-9
• RIDADR: 1993
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 359-41-1(Hazardous Substances Data)

Usage

Uses

1,2-Epoxy-3,3,3-trifluoropropane is used for the synthesis of trifluorolactic acid. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.

InChI:InChI=1/C3H3F3O/c4-3(5,6)2-1-7-2/h2H,1H2/t2-/m0/s1

Synthetic route

2-bromo-1,1,1-trifluoropropan-3-ol (311-86-4) → 1,1,1-trifluoro-2,3-epoxypropane (359-41-1)

Conditions	Yield
With calcium hydroxide In water at 38 - 40℃; for 1h; Concentration; Reagent/catalyst;	80.3%
With calcium hydroxide In water at 90℃; for 1h;	74%
With sodium hydroxide at 85℃;	70.2%

2-bromo-1,1,1-trifluoropropan-3-ol (311-86-4) → 1,1,1-trifluoro-2,3-epoxypropane (359-41-1) + 2-bromo-3,3,3-trifluoropropene (1514-82-5)

Conditions	Yield
With sodium hydroxide In water at 0 - 95℃;

3-bromo-1,1,1-trifluoropropan-2-ol (137429-44-8) → 1,1,1-trifluoro-2,3-epoxypropane (359-41-1)

Conditions	Yield
With sodium hydroxide at 100℃;	88%

(+-)-3-bromo-1,1,1-trifluoro-propan-2-ol → 1,1,1-trifluoro-2,3-epoxypropane (359-41-1)

Conditions	Yield
With sodium hydroxide

3-acetoxy-2-bromo-1,1,1-trifluoropropane (383-68-6) → 1,1,1-trifluoro-2,3-epoxypropane (359-41-1) + 2-bromo-3,3,3-trifluoropropene (1514-82-5)

Conditions	Yield
With sodium hydroxide In water at 100℃; Title compound not separated from byproducts.;

1,1,1-trifluoropropylene (677-21-4) → 1,1,1-trifluoro-2,3-epoxypropane (359-41-1)

Conditions	Yield
Stage #1: 1,1,1-trifluoropropylene With N-Bromosuccinimide; sulfuric acid; acetic acid at 65 - 70℃; for 11h; Stage #2: With sodium hydroxide In water at 120 - 130℃;	17.3 g
With dinitrogen monoxide at 20 - 300℃; under 750.075 Torr; for 4h; Kinetics; Reagent/catalyst; Inert atmosphere;

(+-)-2-bromo-3,3,3-trifluoro-propan-1-ol → 1,1,1-trifluoro-2,3-epoxypropane (359-41-1)

Conditions	Yield
With sodium hydroxide

(+-)-3-acetoxy-2-bromo-1,1,1-trifluoro-propane → 1,1,1-trifluoro-2,3-epoxypropane (359-41-1)

Conditions	Yield
With sodium hydroxide

1,1,1-trifluoropropylene (677-21-4) → 1,1,1-trifluoro-2,3-epoxypropane (359-41-1) + 3,3,3-trifluoropropanal (460-40-2)

Conditions	Yield
With dinitrogen monoxide at 20 - 300℃; under 750.075 Torr; for 4h; Kinetics; Reagent/catalyst; Inert atmosphere;

Upstream product

• 677-21-4 1,1,1-trifluoropropylene 
• 311-86-4 2-bromo-3,3,3-trifluoropropan-1-ol 
• 383-68-6 3-acetoxy-2-bromo-1,1,1-trifluoropropane 
• 137429-44-8 3-bromo-1,1,1-trifluoropropan-2-ol 

Downstream Products

• 431-36-7 1,1,1-trifluoro-2-butanol 
• 374-01-6 1,1,1-trifluoroisopropanol 
• 431-38-9 3-amino-1,1,1-trifluoropropan-2-ol 
• 123271-24-9 Diphenyl-(3,3,3-trifluoro-2-trimethylsilanyloxy-propyl)-phosphane 
• 130748-17-3 Phenyl-(3,3,3-trifluoro-2-trimethylsilanyloxy-propyl)-trimethylsilanyl-phosphane 
• 460-40-2 3,3,3-trifluoropropanal 
• 421-50-1 1,1,1-trifluoro-2-propanone 
• 121170-45-4 (2R)-1,1,1-trifluorooctan-2-ol 
• 129443-08-9 (S)-(-)-1,1,1-trifluoro-2-octanol 
• 330-72-3 (S)-1,1,1-trifluoro-2-hydroxy-3-phenylpropane 
• 330-72-3 (R)-1,1,1-trifluoro-2-hydroxy-3-phenylpropane 
• 374-01-6 (S)-1,1,1-trifluoro-2-propanol 
• 374-01-6 (R)-1,1,1-trifluoropropanol 
• 160706-71-8 (S)-(-)-1-Amino-3,3,3-trifluoro-2-propanol 

Relevant articles and documents

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Preparation method of 3,3,3-trifluoropropylene carbonate

The invention discloses a preparation method of 3,3,3-trifluoropropylene carbonate. The preparation method comprises the steps: with trifluoropropylene as a raw material, carrying out several simple reaction steps to obtain trifluoroepoxy propane, introducing carbon dioxide into a high-pressure reaction kettle by taking a metal conjugated microporous polymer complex as a catalyst, and preparing 3,3,3-trifluoropropylene carbonate at the temperature of 25-100 DEG C and the pressure of 0.1Mpa-3Mpa. Compared with the prior art, the method has the advantages that trifluoropropylene is taken as theraw material, so that the raw material cost is substantially lowered; and meanwhile, the yield is relatively high, and the catalyst can be repeatedly used, so that the method is suitable for industrial production.

A method for preparing three fluorine epoxy propane

The invention relates to a preparation method of trifluoro epoxypropane, which comprises the following steps: (1) in the presence of sulfuric acid, performing reflux reaction on 3,3,3-trifluoro-2-bromopropyl acetate and alcohol to prepare 3,3,3-trifluoro-2-bromopropanol; and (2) dropwisely adding the 3,3,3-trifluoro-2-bromopropanol into a mixture of alkali and water at 70-120 DEG C, and reacting to prepare trifluoro epoxypropane. According to the invention, the 3,3,3-trifluoro-2-bromopropyl acetate used as a raw material is subjected to ester exchange to obtain the 3,3,3-trifluoro-2-bromopropanol, the treatment method is simple, green and environment-friendly; a catalyst concentrated sulfuric acid is reusable; and the preparation efficiency of the 3,3,3-trifluoro-2-bromopropanol is high. Meanwhile, the trifluoro epoxypropane reaction yield is high.