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52447-22-0 Usage

Description

Perfluoroheptanoyl Chloride is an organic compound characterized by its perfluorinated heptanoyl chain and a reactive chlorine atom. It is known for its unique properties, such as high chemical stability, low surface tension, and resistance to hydrolysis, which make it a versatile building block in various chemical syntheses and applications.

Uses

Used in the Chemical Industry:
Perfluoroheptanoyl Chloride is used as a key intermediate for the synthesis of various perfluorinated compounds, including perfluorinated polymers and specialty chemicals. Its high chemical stability and unique properties contribute to the development of materials with enhanced performance characteristics.
Used in the Polymer Industry:
Perfluoroheptanoyl Chloride is used as a monomer in the preparation of diacrylate with a polyfluorine chain. The incorporation of this perfluorinated moiety into diacrylate monomers can lead to the development of novel polymers with improved properties, such as increased hydrophobicity, chemical resistance, and thermal stability. These polymers can find applications in various fields, including coatings, adhesives, and sealants.
Used in the Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, Perfluoroheptanoyl Chloride could potentially be used in the pharmaceutical industry for the synthesis of perfluorinated drug candidates or as a component in drug delivery systems. The unique properties of perfluorinated compounds, such as their high lipophilicity and resistance to metabolic degradation, can be advantageous in the design of new drugs with improved pharmacokinetic profiles and reduced side effects.

Check Digit Verification of cas no

The CAS Registry Mumber 52447-22-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,4,4 and 7 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 52447-22:
(7*5)+(6*2)+(5*4)+(4*4)+(3*7)+(2*2)+(1*2)=110
110 % 10 = 0
So 52447-22-0 is a valid CAS Registry Number.
InChI:InChI=1/C7ClF13O/c8-1(22)2(9,10)3(11,12)4(13,14)5(15,16)6(17,18)7(19,20)21

52447-22-0 Well-known Company Product Price

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  • Aldrich

  • (67162)  Tridecafluoroheptanoylchloride  ≥97.0%

  • 52447-22-0

  • 67162-1G-F

  • 665.73CNY

  • Detail
  • Aldrich

  • (67162)  Tridecafluoroheptanoylchloride  ≥97.0%

  • 52447-22-0

  • 67162-5G-F

  • 2,394.99CNY

  • Detail

52447-22-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptanoyl chloride

1.2 Other means of identification

Product number -
Other names Tridecafluoroheptanoyl chloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:52447-22-0 SDS

52447-22-0Synthetic route

2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptanoyl fluoride
375-84-8

2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptanoyl fluoride

perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

Conditions
ConditionsYield
With aluminium trichloride; tertiary butyl chloride at 85 - 90℃; for 6h;98%
With aluminium trichloride; tertiary butyl chloride at 85 - 90℃; for 6h; Mechanism; Product distribution; further reagents: CH2Cl2, CHCl3, CCl4, or acetyl chloride with aluminum chloride, aluminum chloride;98%
perfluoroheptanoic acid
375-85-9

perfluoroheptanoic acid

perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

Conditions
ConditionsYield
With pyridine; thionyl chloride for 2h; Heating;91%
With pyridine; thionyl chloride Heating;
With thionyl chloride
With Dichloromethyl methyl ether
2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptanoyl fluoride
375-84-8

2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptanoyl fluoride

A

perfluoro-n-hexyl chloride
355-41-9

perfluoro-n-hexyl chloride

B

perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

Conditions
ConditionsYield
With tetrachloromethane; pyrographite at 380 - 400℃; for 10h; Mechanism; other perfluoroacyl fluoride, in the absence of CCl4, also in the presence of var. halogens, also in absence of the active charcoal, also with γ-Al2O3 or active carbon (SKT-6), var. temperatures;
perfluoroheptanoic acid sodium salt
20109-59-5

perfluoroheptanoic acid sodium salt

perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

Conditions
ConditionsYield
With thionyl chloride
perfluorooct-1-ene
559-14-8

perfluorooct-1-ene

perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

Conditions
ConditionsYield
With thionyl chloride; potassium chloride; tetrabutylammomium bromide; potassium hydroxide In dichloromethane; N,N-dimethyl-formamide at 35℃; for 2.5h;
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

perfluoroheptanoic acid
375-85-9

perfluoroheptanoic acid

Conditions
ConditionsYield
With water93.2%
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

C56H33N9

C56H33N9

C63H32F13N7O

C63H32F13N7O

Conditions
ConditionsYield
In chloroform at 100℃; for 14h; Sealed tube;90%
4-nitro-phenol
100-02-7

4-nitro-phenol

perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

perfluoroenanthic acid 4-nitrophenyl ester
140477-36-7

perfluoroenanthic acid 4-nitrophenyl ester

Conditions
ConditionsYield
With pyridine In diethyl ether for 4h; Heating;89%
methanol
67-56-1

methanol

perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

methyl perfluoroheptanoate
14312-89-1

methyl perfluoroheptanoate

Conditions
ConditionsYield
With pyridine at 0 - 5℃; for 4h;88%
2,2,3,3,4,4,5,5,6,6,7,7,7-Tridecafluoro-heptanoic acid hydrazide
33843-69-5

2,2,3,3,4,4,5,5,6,6,7,7,7-Tridecafluoro-heptanoic acid hydrazide

perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

N,N'-bis-tridecafluoroheptanoyl-hydrazine
33843-77-5

N,N'-bis-tridecafluoroheptanoyl-hydrazine

Conditions
ConditionsYield
In diethyl ether addn. of soln. of C6F13C(O)NHNH2 in ether to C6F13C(O)Cl, shaking, standing 1 h, then heating by reflux (3-4 h);83%
In diethyl ether addn. of soln. of C6F13C(O)NHNH2 in ether to C6F13C(O)Cl, shaking, standing 1 h, then heating by reflux (3-4 h);83%
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

tris(morpholino)selenonium chloride
144237-76-3

tris(morpholino)selenonium chloride

perfluoroenanthic acid morpholide
144237-77-4

perfluoroenanthic acid morpholide

Conditions
ConditionsYield
In dichloromethane at 5℃; for 1h;82%
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

m-Anisidine
536-90-3

m-Anisidine

N-perfluoroheptanoyl-m-methoxyaniline
904565-42-0

N-perfluoroheptanoyl-m-methoxyaniline

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃;81%
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

methyl p-(perfluoroenanthyloxy)benzoate
75895-37-3

methyl p-(perfluoroenanthyloxy)benzoate

Conditions
ConditionsYield
With pyridine In diethyl ether for 3h; Heating;79%
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

lithium tetraoctylaluminate

lithium tetraoctylaluminate

1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-7-pentadecanone

1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-7-pentadecanone

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;72%
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

N-ethyl-m-anisidine
41115-30-4

N-ethyl-m-anisidine

N-ethyl-N-perfluoroheptanoyl-m-methoxyaniline
1441382-05-3

N-ethyl-N-perfluoroheptanoyl-m-methoxyaniline

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃;70%
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-Acetyl-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-3-oxo-nonanoic acid ethyl ester
115479-07-7

2-Acetyl-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-3-oxo-nonanoic acid ethyl ester

Conditions
ConditionsYield
With magnesium ethylate In benzene 1.) 10-15 deg C, 1 h, 2.) ca.20 deg C, 3 h, 3.) overnight;69%
methyl fluorosulfonylfluoroacetate
815-36-1

methyl fluorosulfonylfluoroacetate

perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

2,4,4,5,5,6,6,7,7,8,8,9,9,9-Tetradecafluoro-2-fluorosulfonyl-3-oxo-nonanoic acid methyl ester
83305-85-5

2,4,4,5,5,6,6,7,7,8,8,9,9,9-Tetradecafluoro-2-fluorosulfonyl-3-oxo-nonanoic acid methyl ester

Conditions
ConditionsYield
With triethylamine In diethyl ether -5 deg C to room temperature;58%
C15H27NO6

C15H27NO6

perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

C22H26F13NO7

C22H26F13NO7

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine for 96h;43%
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

ciprofloxacin
85721-33-1

ciprofloxacin

C24H17F14N3O4

C24H17F14N3O4

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;40%
Stage #1: ciprofloxacin With triethylamine In dichloromethane at 0℃; for 0.25h;
Stage #2: perfluoroheptanoyl chloride In dichloromethane at 20℃; for 12h; Inert atmosphere;
40%
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

C56H34N12

C56H34N12

C70H32F26N8O2

C70H32F26N8O2

Conditions
ConditionsYield
In chloroform at 100℃; for 14h; Sealed tube;34%
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

4',5''-daminodibenzo-18-crown-6
31352-45-1

4',5''-daminodibenzo-18-crown-6

cis-4,4'-di(perfluoroheptylamido)-dibenzo-18-crown-6
1259886-98-0

cis-4,4'-di(perfluoroheptylamido)-dibenzo-18-crown-6

Conditions
ConditionsYield
With potassium carbonate In acetone at 20 - 60℃; for 14h;23%
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptan-1-ol
375-82-6

2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptan-1-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

diethylamine
109-89-7

diethylamine

N,N-diethylperfluoroheptylamide
61881-15-0

N,N-diethylperfluoroheptylamide

Conditions
ConditionsYield
In diethyl ether
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

methylmagnesium bromide
75-16-1

methylmagnesium bromide

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctan-2-one
80793-21-1

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctan-2-one

Conditions
ConditionsYield
In diethyl ether at -20℃;
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

2-bromoethylamine hydrobromide
2576-47-8

2-bromoethylamine hydrobromide

N-(2-bromoethyl)perfluorheptanamide
110387-99-0

N-(2-bromoethyl)perfluorheptanamide

Conditions
ConditionsYield
With zinc(II) oxide In acetonitrile Heating;
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

phenylmagnesium bromide

phenylmagnesium bromide

2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptanophenone
78960-66-4

2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptanophenone

Conditions
ConditionsYield
In diethyl ether at -20℃;
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

perfluorohexyl aldehyde
63967-41-9

perfluorohexyl aldehyde

Conditions
ConditionsYield
Rosenmund redn.;
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

naphthalene-1,8-diamine
479-27-6

naphthalene-1,8-diamine

2-tridecafluorohexyl-1H-perimidine
70357-51-6

2-tridecafluorohexyl-1H-perimidine

Conditions
ConditionsYield
In benzene
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

benzene
71-43-2

benzene

2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptanophenone
78960-66-4

2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptanophenone

Conditions
ConditionsYield
With aluminium trichloride
1-(N-morpholino)cyclopent-1-ene
936-52-7

1-(N-morpholino)cyclopent-1-ene

perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

2-(2,2,3,3,4,4,5,5,6,6,7,7,7-Tridecafluoro-heptanoyl)-cyclopentanone
141478-85-5

2-(2,2,3,3,4,4,5,5,6,6,7,7,7-Tridecafluoro-heptanoyl)-cyclopentanone

Conditions
ConditionsYield
With hydrogenchloride; triethylamine 1.) CHCl3, 0 to 20 deg C, 24 h, 2.) CHCl3/H2O, 60 deg C, 4 h; Yield given. Multistep reaction;
perfluoroheptanoyl chloride
52447-22-0

perfluoroheptanoyl chloride

4-nitro-aniline
100-01-6

4-nitro-aniline

2,2,3,3,4,4,5,5,6,6,7,7,7-Tridecafluoro-heptanoic acid (4-nitro-phenyl)-amide

2,2,3,3,4,4,5,5,6,6,7,7,7-Tridecafluoro-heptanoic acid (4-nitro-phenyl)-amide

Conditions
ConditionsYield
In acetonitrile Heating; Yield given;

52447-22-0Relevant articles and documents

Preparation method of fluorine-containing carboxylic acid

-

Paragraph 0046, (2020/07/12)

The invention discloses a preparation method of fluorine-containing carboxylic acid. The method comprises the following steps: reacting fluorine-containing carboxylate used as a raw material with an acylating chlorination reagent to obtain a corresponding mixture of fluorine-containing acyl chloride and fluorine-containing anhydride, and hydrolyzing and drying the mixture of fluorine-containing acyl chloride and fluorine-containing anhydride to obtain high-purity fluorine-containing carboxylic acid. The method provided by the invention is suitable for post-treatment of fluorine-containing carboxylic acid prepared by a fluorine-containing olefin (monoolefine, diene, cycloolefin and the like) oxidation method, replaces the traditional strong acid acidification and ether continuous extractionprocess, and is simpler, more convenient and more applicable; and the method can also be used for recovering and purifying a fluorine-containing carboxylate emulsifier. The purity of the fluorine-containing carboxylic acid prepared by the method can reach 98% or above.

Multiple pathways in cyclodextrin-catalyzed hydrolysis of perfluoroalkylamides

Granados, Alejandro,De Rossi, Rita H.

, p. 3690 - 3696 (2007/10/02)

The hydrolysis of p-nitroanilide of perfluoroalkanoic acids, CF3(CF2)nCO-, with n = 1, 2, 3, 5, 6, and 7, 1a-f, was studied in the presence of β-cyclodextrin (CD). All reactions were catalyzed by CD through the formation of a 1:1 and 1:2 inclusion complexes. The association equilibrium constants for the 1:1 complexes were dependent on the number of carbons of the fluoroalkyl chain, whereas those of the 1:2 complexes were almost independent. These results indicate that, in the former case, the perfluoroalkyl chain is included, while in the latter, the CD unit encloses the aryl ring. For compounds 1a,b both complexes were more reactive than the substrate itself. The ratio of the reaction of complexed to uncomplexed substrate had its highest value for 1a in the case of the 1:1 complex, and for 1b, the 1:2 complex. This is attributed to the geometry of the complexes. Although compounds 1c-e reacted at the same rates in the free or 1:1 complexed form, CD accelerated the reactions because of an increase of the pKa of the substrate, which results in a higher concentration of the neutral reactive substrate at the same pH. Compound 1f formed aggregates even at 10-6 M concentration, and CD-induced deaggregation resulted in catalysis of the reaction.

PYROLYTIC REACTIONS OF PERFLUORINATED CARBOXYLIC ACID HALIDES

Podsevalov, P. V.,Bil'dinov, I. K.,Rychkov, M. L.,Deev, L. E.,Igumnov, S. M.

, p. 1269 - 1273 (2007/10/02)

Unlike other acyl halides, perfluoroacyl fluorides only enter into reaction with polar reagents.Perfluoroacyl fluorides, perfluoroacyl bromides, and perfluoroacyl iodides are smoothly decarbonylated at active carbon at elevated temperatures.In the absence of the active carbon the perfluoroacyl fluorides react with halogens, polyhalogenoalkanes, and iodoperfluoroalkanes with the formation of the corresponding halogenoperfluoroalkanes or their mixtures with perfluoroacyl halides; the low yields of the iodoperfluoroalkanes in the reaction of perfluoroacyl fluorides withiodine are explained by their ability to act themselves as reagents in these processes.The catalytic properties of active carbon are due to its ability to transfer electrons to the molecules of the adsorbed reagent and to hold the reaction particles on the surface; graphite and nickel also have specific catalytic activity.

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