920-66-1 Usage
Description
Hexafluoroisopropanol (HFIP) is a viscous and colorless liquid with scary odorless. It is an ideal solvent for dissolving polyamides and esters, and it can be used to analyze nylon. Typically, a small amount of sodium trifluoroacetate can be added to the eluent to reduce the aggregation of the sample. HFIP has a certain viscosity, but its boiling point is very low, so we need to analyst under the conditions of 40 ° C to reduce the back pressure of the column. Hexafluoroisopropanol is also a highly polar solvent that results in a non-linearity of the calibration curve obtained from the mixed column bed column. Therefore, Agilent has developed a special column-PL HFIPgel column for this solvent, which has a porous structure that is not affected by solvents.
Clinical application
Hexafluoroisopropanol(1,1,1,3,3,3-Hexafluoro-2-propanol) can be used to prepare a variety of high-end chemicals such as fluorosurfactants, fluorine-containing emulsifiers, fluorine-containing pharmaceuticals, and used as a solvent or cleaning agent for electronics industry.
The drug can be used as a fluorinated solvent to increase the efficiency of the reaction of rhodium (I)-catalyzed [4 + 2] intramolecular addition reaction of ether bound alkynyl diene and the [5 + 2] cycloaddition of alkynyl vinyl cyclopropane. The drug is a liquid peptide chemical solvent, a highly soluble solvent for peptide and peptide intermediates. The drug can be used for the analysis of multiple polymers.
Hazards
1,1,1,3,3,3-Hexafluoro-2-propanol?derives from a propan-2-ol. It is a clear colorless oily liquid with an aromatic odor. (NTP, 1992) Combustible, may cause burns to skin, eyes and mucous membranes.
Preparation
1,1,1,3,3,3-Hexafluoro-2-propanol is prepared from hexafluoropropylene through hexafluoroacetone, which is then hydrogenated.
(CF3)2CO + H2 → (CF3)2CHOH
Chemical Properties
Different sources of media describe the Chemical Properties of 920-66-1 differently. You can refer to the following data:
1. 1,1,1,3,3,3-Hexafluoro-2-propanol (HFIP) is a
clear, colorless, oily, combustible liquid. Odor is described
as aromatic.
2. Colorless liquid
Uses
Different sources of media describe the Uses of 920-66-1 differently. You can refer to the following data:
1. Hexafluoroisopropanol is used to produce high-end chemicals, such as fluorinated surfactants, fluorinated emulsifier and fluorinated medicine, etc. HFIP is used as a solvent or cleaner in electronic industry.
2. 1,1,1,3,3,3-Hexafluoro-2-propanol effects the native state of proteins, denaturing them as well as stabilizing the α-helical conformation of unfolded proteins and polypeptides.
3. It is used as a polar solvent and exhibits strong hydrogen bonding properties.It dissolves substances that are hydrogen-bond acceptors, such as amides, ethers and a wide range of polymers, including those that are not soluble in the most common organic solvents.
4. Usually used for preparing hexafluoroalcohol-functionalized methacrylate polymers for lithographic/nanopatterning materials.
Definition
ChEBI: An organofluorine compound formed by substitution of all the methyl protons in propan-2-ol by fluorine. It is a metabolite of inhalation anesthetic sevoflurane.
General Description
1,1,1,3,3,3-Hexafluoro-2-propanol is a solution-phase peptide chemistry solvent. This fluorinated polar solvent of high ionizing power facilitates Friedel–Crafts-type reactions, using covalent reagents in the absence of a Lewis acid catalyst. It also enhances the efficiency of rhodium(I)-catalyzed [4+2] intramolecular cycloaddition of ether-tethered alkynyl dienes and [5+2] cycloaddition of alkynyl vinylcyclopropanes. 1,1,1,3,3,3-Hexafluoro-2-propanol clusters catalyzes the epoxidation of cyclooctene and 1-octene with hydrogen peroxide.
Air & Water Reactions
Water soluble.
Reactivity Profile
1,1,1,3,3,3-Hexafluoro-2-propanol is incompatible with acids, acid chlorides and oxidizing agents.
Fire Hazard
1,1,1,3,3,3-Hexafluoro-2-propanol is probably combustible.
Potential Exposure
A specialty solvent for some poly mers; a lavatory reagent.
Shipping
UN1760 Corrosive liquids, n.o.s., Hazard class: 8;
Labels: 8-Corrosive material.
Purification Methods
Distil it from 3A molecular sieves, retaining the middle fraction. It has been prepared by reduction of hexafluoroacetone in tetrahydrofuran (THF), In this case hexafluoropropanol forms a stable 1:1 complex which distils at 99-100o/760mm (n 25 1.3283), The complex is decomposed by mixing with 20% oleum and distilling in a vacuum, and the distillate is redistilled to give pure hexafluoropropan-2-ol with b 59o/760mm. The 1H NMR shows a doublet at 4.52ppm (JH,H 2Hz). The benzoyl derivative, [10315-85-2] M 272.1, has m 53.9o after crystalllisation from pentane at -50o, and its IR has at 1760cm-1. [Middleton & Lindsey J Am Chem Soc 86 4948 1964, Urry et al. J Org Chem 32 347 1967.] It has very high peptide solubilising properties, alone or with CH2Cl2 [use as a solvent: Narita et al. Bull Chem Soc Jpn 61 281 1988, Biochemistry 29 2639 1990.] It is CORROSIVE, causes severe eye irritation.
Incompatibilities
HFIP is incompatible with acids, acid
chlorides, and oxidizing agents.
Waste Disposal
May be incinerated. In accor dance with 40CFR165, follow recommendations for the
disposal of pesticides and pesticide containers. Must be dis posed properly by following package label directions or by
contacting your local or federal environmental control
agency, or by contacting your regional EPA office. Consult
with environmental regulatory agencies for guidance on
acceptable disposal practices. Generators of waste contain ing this contaminant (≥100 kg/mo) must conform to EPA
regulations governing storage, transportation, treatment,
and waste disposal.
Check Digit Verification of cas no
The CAS Registry Mumber 920-66-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,2 and 0 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 920-66:
(5*9)+(4*2)+(3*0)+(2*6)+(1*6)=71
71 % 10 = 1
So 920-66-1 is a valid CAS Registry Number.
InChI:InChI=1/C11H3F5N2O2/c12-5-6(13)8(15)10(9(16)7(5)14)20-11(19)4-1-17-3-18-2-4/h1-3H
920-66-1Relevant articles and documents
1,1,1,3,3,3-Hexafluoroisopropanol as a Remarkable Medium for Atroposelective Sulfoxide-Directed Fujiwara-Moritani Reaction with Acrylates and Styrenes
Dherbassy, Quentin,Schwertz, Geoffrey,Chess, Matthieu,Hazra, Chinmoy Kumar,Wencel-Delord, Joanna,Colobert, Franoise
, p. 1735 - 1743 (2016)
Axially chiral biaryls are ubiquitous structural motifs of biologically active molecules and privileged ligands for asymmetric catalysis. Their properties are due to their configurationally stable axis, and therefore, the control of their absolute configuration is essential. Efficient access to atropo-enantioenriched biaryl moieties through asymmetric direct C-H activation, by using enantiopure sulfoxide as both the directing group (DG) and chiral auxiliary, is reported. The stereoselective oxidative Heck reactions are performed in high yields and with excellent atropo-stereoselectivities. The pivotal role of 1,1,1,3,3,3-hexafluoropropanol (HFIP) solvent, which enables a drastic increase in yield and stereoselectivity of this transformation, is evidenced and investigated. Finally, the synthetic usefulness of the herein disclosed transformation is showcased because the traceless character of the sulfoxide DG allows straightforward conversions of the newly accessed, atropopure sulfoxide-biaryls into several differently substituted axially chiral scaffolds.
Preparation method of hexafluoroisopropyl methyl ether
-
Paragraph 0072; 0073, (2019/06/30)
The invention discloses a preparation method of 1,1,1,3,3,3-hexafluoroisopropyl methyl ether. The preparation method includes reacting trifluoroacetate with formate to obtain 1,1,1,3,3,3-hexafluoroisopropanol, and applying a methylation reagent to the 1,1,1,3,3,3-hexafluoroisopropanol to obtain the 1,1,1,3,3,3-hexafluoroisopropyl methyl ether. The preparation method has the advantages that raw materials are cheap and easy to obtain, the preparation process is mild and the method is simple to operate.
Nickel N-heterocyclic carbene catalyzed C-C bond formation: A new route to aryl ketones
Gu, Li-Jun,Jin, Cheng,Zhang, Hong-Tao
supporting information, p. 8741 - 8744 (2015/06/08)
A novel nickel N-heterocyclic carbene catalyzed cross-coupling reaction of aryl aldehydes with boronic esters for the synthesis of aryl ketones was developed. This reaction provides a mild, practical method toward aryl ketones, which are versatile intermediates and building blocks in organic synthesis.