453-43-0

Usage

Physical state

Colorless liquid

Odor

Strong, fruity

Usage

Solvent in various chemical processes

Primary application

Intermediate for the synthesis of pharmaceuticals, agrochemicals, and fragrances

Additional application

Intermediate in the production of fluorinated surfactants and polymers

Classification

Fluorinated alcohol

Value

Valuable in organic synthesis and development of new materials due to unique properties

Safety precautions

Handle with caution, may be harmful if inhaled, ingested, or comes into contact with skin

InChI:InChI=1/C8H15F3O/c1-2-3-4-5-6-7(12)8(9,10)11/h7,12H,2-6H2,1H3

Upstream product

• 60-29-7 diethyl ether 
• 383-63-1 ethyl trifluoroacetate, 
• 3761-92-0 n-hexylmagnesium bromide 
• 400-60-2 1,1,1-trifluoro-2-octanone 
• 927-77-5 n-propylmagnesium bromide 
• 76-05-1 trifluoroacetic acid 
• 111-71-7 heptanal 
• 75-63-8 Bromotrifluoromethane 
• 407-65-8 1,1,1-trifluoro-oct-2-ene 
• 75-46-7 trifluoromethan 

Downstream Products

• 329-06-6 acetic acid-(1-trifluoromethyl-heptyl ester) 
• 136386-03-3 1,1,1-trifluoro-2-octyl 2-fluoro-4-hydroxybenzoate 
• 124015-10-7 1,1,1-trifluoro-2-octyl 4-benzyloxybenzoate 
• 121170-45-4 (2R)-1,1,1-trifluorooctan-2-ol 
• 129443-08-9 (S)-(-)-1,1,1-trifluoro-2-octanol 
• 124255-14-7 4-(1,1,1-trifluoro-2-octyloxycarbonyl) benzoate 
• 144214-63-1 4-(1-trifluoromethylheptyloxymethyl)benzoic acid 

Relevant academic research and scientific papers

Syntheses of (R)- and (S)-enantiomeric 1,1,1-trifluoromethyl-2-alkanols with high enantiomeric purity controlled through derivatization with l-menthyl phthalate

Readily available l-menthyl phthalate has been shown to be an effective derivatizing agent for determination of the enantiomeric purity of alkyl- and aryl-substituted 1,1,1-trifluoromethyl-2-alkanols using HPLC and GC. It has been shown that a previously described protocol for one-step enzymatic kinetic resolution results in the formation of the desired 1,1,1-trifluoromethyl-2-alkanols with 96-98% ee. Enrichment of the (R)-isomer of trifluoromethyl alkanols by repetition of the enzymatic hydrolysis procedure was found to increase the ee up to 99.9%. Furthermore, excessive conversion of the corresponding esters during enzymatic hydrolysis allowed enantiomerically pure (S)-1,1,1-trifluoromethyl-2-alkanols to be obtained.

Organocatalysis approach to trifluoromethylation with fluoroform

The organic base methodology exploits an access to generate the "trifluoromethyl anion" for carbonyl, ester, acid halide, epoxide, deuterium donor, and carbon dioxide substrates to afford the trifluoromethylation products with good overall efficiency even in organocatalysis conditions. The NMR analysis of the mixture of fluoroform and P4-base shows no change thereof. However, on addition of electrophiles, the trifluoromethylation products were obtained efficiently.

An exceptional hydroboration of substituted fluoroolefins providing tertiary alcohols

Figure presented A rare hydroboration-oxidation providing 3°-alcohols has been achieved in the case of 1,1,2-perfluoroalkyl(aryl)ethylenes. The hydroboration of substituted perfluoroalkyl(aryl)ethylenes with dichloroborane reveals that the regioselectivit

Efficient synthesis of optically pure 1,1,1-trifluoro-2-alkanols through lipase-catalyzed acylation in organic media

Lipase-catalyzed esterification was successfully utilized for the optical resolution of 1,1,1-trifluoro-2-alkanol 1 when racemic 1 was treated with lipase from Candida antarctica in hexane in the presence of molecular sieves (4 A) to provide the corresponding (S)-acetate 2 in an optically pure state. Alkanol 1 is known as an important component of liquid crystal compounds which display remarkable ferroelectric liquid crystal (FLC) characteristics. Five types of optically pure alkanols, i.e., 1,1,1-trifluoro-2-octanol (1a), 1,1,1-trifluoro-2-nonanol (1b), 1,1,1-trifluoro-2-decanol (1c), 1,1,1-trifluoro-2-undecanol (1d), and 1,1,1-trifluoro-8-(benzyloxy)-2-octanol (1e), were thus obtained by the lipase-catalyzed acylation.

Liquid crystal material, liquid crystal composition and liquid crystal element

Disclosed is a liquid crystal material represented by the following formula [I]: wherein R is an alkyl or polyfluoroalkyl group; X is a group such as --COO--, or a single bond; n is 0 or 1; A1, A2 and A3 are each a cyclic group such as tetralin, and at least one of them has an optically active group; Y1 and Y2 are each a group such as --COO--; Z is a group such as --O--, or a single bond; and R* is an optically active group. Also disclosed are a liquid crystal composition comprising the liquid crystal material represented by the above formula, and a liquid crystal element in which the liquid crystal material is used. The liquid crystal material of the invention shows excellent liquid crystal characteristics because it has at least two optically active groups.

ELECTROCHEMICAL TRIFLUOROMETHYLATION OF CARBONYL COMPOUNDS

The electroreduction of CF3Br in DMF containing aldehydes or ketones, using a sacrificial zinc anode, affords the corresponding trifluoromethyl alcohols together with the unreactive organozinc species CF3ZnBr and (CF3)2Zn.The alcohols are obtained with good yields from aldehydes.With ketones the organozinc species are formed preferentially to the alcohols, but the addition of tetramethylene-diamine allows the alcohols to form with moderate yields.