559-91-1

Basic information

• Product Name: (HEPTAFLUOROBUTYRO)PHENONE
• Synonyms: HEPTAFLUORO-N-PROPYL PHENYL KETONE;(HEPTAFLUOROBUTYRO)PHENONE;HEPTAFLUOROPROPYL PHENYL KETONE;2,2,3,3,4,4,4-HEPTAFLUOROBUTYROPHENONE;HEPTAFLUOROPROPYL PHENYL KETONE 95+%;2,2,3,3,4,4,4-Heptafluorobutyrophenone 97%;2,2,3,3,4,4,4-Heptafluorobutyrophenone97%
• CAS NO: 559-91-1
• Molecular Formula: C₁₀H₅F₇O
• Molecular Weight: 274.13
• EINECS: -0
• Mol File: 559-91-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 170 °C
• Flash Point: 170-172°C
• Appearance: /
• Density: 1,473 g/cm3
• Vapor Pressure: 0.705mmHg at 25°C
• Refractive Index: 1.4145
• BRN: 2056234
• CAS DataBase Reference: (HEPTAFLUOROBUTYRO)PHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: (HEPTAFLUOROBUTYRO)PHENONE(559-91-1)
• EPA Substance Registry System: (HEPTAFLUOROBUTYRO)PHENONE(559-91-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 559-91-1(Hazardous Substances Data)

Usage

General Description

(HEPTAFLUOROBUTYRO)PHENONE is a chemical compound with the molecular formula C8F14O. It is a perfluorinated ketone, which means that all the hydrogen atoms in the molecule have been replaced by fluorine atoms. (HEPTAFLUOROBUTYRO)PHENONE is known for its strong oxidizing and reducing properties, and it is widely used in organic synthesis and as a solvent for polymers and plastics. (HEPTAFLUOROBUTYRO)PHENONE is also used as a reagent in the synthesis of various pharmaceuticals and fine chemicals. It is considered a hazardous chemical and precautions should be taken when handling and storing it.

InChI:InChI=1/C10H5F7O/c11-8(12,9(13,14)10(15,16)17)7(18)6-4-2-1-3-5-6/h1-5H

Upstream product

• 375-00-8 heptafluorobutyronitrile 
• 375-22-4 heptafluorobutyric Acid 
• 375-16-6 heptafluorobutyryl chloride 
• 71-43-2 benzene 
• 356-24-1 methyl heptafluorobutyrate 
• 591-51-5 phenyllithium 
• 356-27-4 ethyl heptafluorobutyrate 
• 100-58-3 phenylmagnesium bromide 
• 618-32-6 Benzoyl bromide 
• 60-29-7 diethyl ether 

Downstream Products

• 337-14-4 4,4,5,5,6,6,6-heptafluoro-3-hydroxy-3-phenyl-hexanoic acid ethyl ester 
• 145646-62-4 2,2,3,3,4,4,4-heptafluoro-1,1-bis(phenylthio)butylbenzene 
• 785-93-3 1-phenyl-2,2,3,3,4,4,4-heptafluorobutan-1-ol 
• 377-15-1 2,4,4,5,5,6,6,6-octafluoro-3-hydroxy-3-phenyl-hexanoic acid 
• 83163-76-2 2,2,3,3,4,4,4-heptafluoro-1-phenyl-butanone oxime 
• 55009-95-5 1.1.1.2.2-Pentafluor-4-phenylbut-3-en 
• 67102-32-3 1,1,1,2,2-pentafluoro-4-phenylbutane 
• 24165-21-7 {1-[1-Chloro-1-fluoro-meth-(Z)-ylidene]-2,2,3,3,4,4,4-heptafluoro-butyl}-benzene 
• 24165-20-6 {1-[1-Chloro-1-fluoro-meth-(E)-ylidene]-2,2,3,3,4,4,4-heptafluoro-butyl}-benzene 
• 59153-45-6 (S)-(+)-2,2,3,3,4,4,4-heptafluoro-1-phenyl-1-butanol 

Relevant articles and documents

Phosphate management with small molecules

This invention relates to methods and small molecules having a phosphate group that can be used to inhibit phosphate transport and to treat or prevent diseases that are related to disorders in the maintenance of normal serum phosphate levels.

Efficient synthesis of tetradecafluoro-4-phenylheptan-4-ol by a Cannizzaro-type reaction and application of the alcohol as a bulky Martin ligand variant for a new anti-apicophilic phosphorane

Alcohols 8 bearing two identical perfluoroalkyl groups were prepared by the reaction of the corresponding perfluoroalkyl phenyl ketones 7 with 0.5 equivalents of t-BuOK via Cannizzaro-type disproportionation. Utilizing the new bulky bidentate ligand with two n-C3F7 groups generated from 8c, anti-apicophilic phosphorane 5a and its stable isomer 6a were synthesized. The crystal structures of 5a and 6a were slightly affected by the steric repulsion of heptafluoropropyl groups. Kinetic studies on the isomerization of 5a to 6a showed that the new ligand was effective for decreasing the isomerization rate compared with its C2F5 analog 3a to about half.

Chiral Synthesis Via Organoboranes. 38 Selective Reductions. 48. Asymmetric Reduction of Trifluoromethyl Ketones by B-Chlorodiisopinocampheylborane in High Enantiomeric Purity

(-)-B-Chlorodiisopinocampheylborane TM,1>, introduced by us several years ago, has been shown to reduce prochiral aryl and alkyl perfluorinated ketones to the corresponding optically active alcohols in very high ee.For example, 2,2,2-trifluoroacetophenone, trifluoroacetyl-1-naphthalene, and trifluoroacetyl-2-naphthalene are all reduced with 1 within 1-3 d at rt in 90percent ee, 78percent ee and 91percent ee, respectively.The optical purity of 1-phenyl-2,2,2-trifluoroethanol is upgraded to = 99percent ee by crystallizing the initially formed products from pentane. 1,1,2,2,2- pentafluoropropiophenone and 1,1,2,2,3,3,3-heptafluorobutyrophenone are reduced in 3 d with 1 to the corresponding alcohols in 92percent ee and 87 percent ee, respectively.The reagent reduces alkyl trifluoromethyl ketones at a rate faster than that of the aryl derivatives, while still providing the product alcohols in very high ee.Thus, 1,1,1-trifluoroacetone, 1,1,1-trifluorononan-2-one, and 1,1,1-trifluorodecan-2-one are all reduced within 4 - 8 h in 89percent ee, 92percent ee, and 91percent ee, respectively.Even α-sec-alkyl trifluoromethyl ketones are handled by 1 very efficiently.Thus cyclohexyl trifluoromethyl ketone is reduced by 1 at rt in 12 h to the product alcohol in 87percent ee.In all of these cases the trifluoromethyl group acts as the enantiocontrolling larger group as compared to the aryl or alkyl group.This produces alcohol products with stereochemistry opposite to those obtained for the corresponding hydrogen analogs.The steric and electronic influence of the trifluoromethyl group in achieving enantiocontrol in assymmetric reductions is discussed.Keywords: asymmetric reduction; trifluoromethyl ketones; DIP-Chloride; high enantiomeric purity