307-22-2

Basic information

• Product Name: 1-CHLORO-6H-DODECAFLUOROHEXANE
• Synonyms: 1-CHLORO-6H-DODECAFLUOROHEXANE;1-CHLORO-6H-PERFLUOROHEXANE;6CHLORO-1H-PERFLUOROHEXANE;1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluo;6Chloro-1H-perfluorohexane 97%;6Chloro-1H-perfluorohexane97%
• CAS NO: 307-22-2
• Molecular Formula: C₆HClF₁₂
• Molecular Weight: 336.51
• Mol File: 307-22-2.mol

Chemical Properties

• Boiling Point: 141-143°C
• Flash Point: 36.3°C
• Appearance: /
• Density: 1.641g/cm³
• Vapor Pressure: 29mmHg at 25°C
• Refractive Index: 1.284
• CAS DataBase Reference: 1-CHLORO-6H-DODECAFLUOROHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CHLORO-6H-DODECAFLUOROHEXANE(307-22-2)
• EPA Substance Registry System: 1-CHLORO-6H-DODECAFLUOROHEXANE(307-22-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 307-22-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-CHLORO-6H-DODECAFLUOROHEXANE is used as a solvent and a precursor for the synthesis of other fluorinated compounds, which are essential in the production of pharmaceuticals. Its unique properties contribute to the development of new drugs and the improvement of existing ones.
Used in Agrochemical Industry:
In the agrochemical sector, 1-CHLORO-6H-DODECAFLUOROHEXANE serves as a precursor for the synthesis of fluorinated agrochemicals, enhancing the efficiency and selectivity of pesticides and other agricultural chemicals.
Used in Electronics Industry:
1-CHLORO-6H-DODECAFLUOROHEXANE is utilized in the electronics industry for its heat transfer properties, acting as a cooling agent in various electronic devices and systems to maintain optimal performance and prevent overheating.
Used as a Heat Transfer Fluid:
Due to its thermal stability, 1-CHLORO-6H-DODECAFLUOROHEXANE is used as a heat transfer fluid in cooling systems, ensuring efficient heat dissipation and maintaining the longevity of equipment in various industrial applications.
Used as a Propellant in Aerosol Products:
In the consumer goods sector, 1-CHLORO-6H-DODECAFLUOROHEXANE functions as a propellant in aerosol products, providing a means to dispense substances in a controlled and convenient manner.
It is crucial to handle and use 1-CHLORO-6H-DODECAFLUOROHEXANE with care, as improper handling can lead to harmful consequences. Its wide range of applications across different industries highlights its importance in modern chemical and material science.

InChI:InChI=1/C6HClF12/c7-6(18,19)5(16,17)4(14,15)3(12,13)2(10,11)1(8)9/h1H

Upstream product

• 100-22-1 N,N,N',N'-tetramethyl-para-phenylenediamine 
• 16486-97-8 1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-6-iodo-hexane 
• 141-97-9 ethyl acetoacetate 
• 121-69-7 N,N-dimethyl-aniline 
• 62-53-3 aniline 
• 95-68-1 2,4-Xylidine 
• 100-61-8 N-methylaniline 
• 91-66-7 N,N-diethylaniline 
• 95-53-4 o-toluidine 
• 149-30-4 2-Mercaptobenzothiazole 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 336-07-2 1H,6H-perfluorohexane 
• 37881-62-2 perfluoroadipic acid difluoride 
• 355-66-8 octafluoro-adipic acid diamide 

Relevant articles and documents

A FACILE METHOD FOR FLUOROALKYLATION OF ANILINE AND ITS DERIVATIVES

In the presence of tetrakis(triphenylphosphine)nickel, fluoroalkylation reactions of aniline and its derivatives occur under mild conditions, giving good yields of the corresponding o- and p-fluoroalkylaniline.The reaction shows regioselectivity.The hydrolytic behaviors of the products are also described.

REDUCTION OF ω-CHLOROPERFLUOROALKYL IODIDES WITH LITHIUM ALUMINIUM HYDRIDE, A SINGLE ELECTRON TRANSFER PROCESS

The reduction of ω-chloroperfluoroalkyl iodides (1a-b) with LiAlH4 gave ω-chloroperfluoroalkyl hydride (3) and α,ω-dihydroperfluoroalkane (4).However, in the presence of olefin, the addition product (6) was obtained.The reaction can be partly suppressed by p-dinitrobenzene (p-DNB), and tetrahydrofuran derivatives were obtained from the reaction of ω-perfluoroalkyl iodides with diallyl ether.A single electron transfer process was proposed.

Complexation and Photoinduced Electron-transfer Reaction between Perfluoroalkyl Iodides and N,N,N',N'-Tetramethylphenylene-1,4-diamine, Anilines and Piperazines

Treatment of tetrafluoro-1,2-diiodoethane 1a or dodecafluoro-1,6-diiodohexane 1b with N,N,N',N'-tetramethylphenylene-1,4-diamine 2 gave 1 + 1 solid complexes 3a or 3b in high yields.Complex 3a decomposed to give tetrafluoroethylene, iodine and 2 when irradiated with UV or heated.Complex 3b was converted into 6H-dodecafluorohexyl-N,N,N',N'-tetramethylphenylene-1,4-diamine 4 when irradiated with UV.On treatment of 1a and 1b with piperazine 6a and N,N'-dimethylpiperazine 6b, 1 + 1 solid complexes 7 were similarly obtained.However, heating or irradiating 7 gave no perfluoroalkylated products.Irradiating a mixture of 2 or anilines 13 and perfluoroalkyl iodides 10 in dimethylformamide also gave perfluoroalkylated products.The photoinduced electron transfer reaction involved radical cation 2*+ as a reactive intermediate which was detected by EPR techniques.

PERFLUOROALKYLATION OF 2-MERCAPTOBENZOTHIAZOLE AND ITS ANALOGUES WITH PERFLUOROALKYL IODIDES BY AN SRN1 REACTION

The thiolates, generated in situ by the reaction of 2-mercaptobenzothiazole (1) and its analogues (2) and (3) with sodium hydride, react under UV irradiation with perfluoroalkyl iodides (4)-(8) to give the corresponding heteroaromatic perfluoroalkyl sulfides (9)-(18) in 50-98percent yields.The fact that the UV irradiation increases the conversion of perfluoroalkyl iodides and that the radical scavenger di-tert-butylnitroxide suppresses the reaction demonstrates that the reaction proceeds via an SRN1 mechanism.