335-56-8

Basic information

• Product Name: 1-BROMOPERFLUOROHEXANE
• Synonyms: PERFLUOROHEXYL BROMIDE;1-BROMOTRIDECAFLUOROHEXANE;1-BROMOPERFLUOROHEXANE;1-bromo-1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane;Perfluorohexyl bromide 98%;Perfluorohexylbromide98%;Tridecafluorohexyl Bromide;n-Perfluorohexyl bromide
• CAS NO: 335-56-8
• Molecular Formula: C₆BrF₁₃
• Molecular Weight: 398.95
• EINECS: 206-391-6
• Product Categories: Alkyl;Building Blocks;Chemical Synthesis;Fluorinated Building Blocks;F-Tagged;Halogenated Hydrocarbons;Organic Building Blocks;Organic Fluorinated Building Blocks
• Mol File: 335-56-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: -49℃
• Boiling Point: 97 °C(lit.)
• Flash Point: 100-101°C
• Appearance: colorless liquid
• Density: 1.871 g/mL at 25 °C(lit.)
• Vapor Pressure: 45.9mmHg at 25°C
• Refractive Index: n20/D 1.3(lit.)
• Storage Temp.: 2-8°C
• BRN: 1714896
• CAS DataBase Reference: 1-BROMOPERFLUOROHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMOPERFLUOROHEXANE(335-56-8)
• EPA Substance Registry System: 1-BROMOPERFLUOROHEXANE(335-56-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 335-56-8(Hazardous Substances Data)

Usage

Description

1-BROMOPERFLUOROHEXANE is a colorless liquid with unique chemical properties that make it suitable for various applications across different industries.

Uses

1. Used in Chemical Synthesis:
1-BROMOPERFLUOROHEXANE is used as a chemical intermediate for the preparation of perfluorononanal by hydroformylation. This application takes advantage of its reactivity and stability in chemical reactions, leading to the production of valuable compounds with potential uses in various fields.
2. Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-BROMOPERFLUOROHEXANE is used as a starting material for the synthesis of various perfluorinated compounds with potential medicinal applications. Its unique properties allow for the development of innovative drugs with improved pharmacokinetic and pharmacodynamic profiles.
3. Used in Industrial Applications:
1-BROMOPERFLUOROHEXANE is employed in the production of specialty chemicals and materials, such as perfluorinated fluids and surfactants, which have a wide range of applications in the industrial sector. These include uses in electronics, aerospace, and automotive industries, where their unique properties provide advantages in performance and reliability.
4. Used in Research and Development:
Due to its unique chemical properties, 1-BROMOPERFLUOROHEXANE is also used as a research compound in academic and industrial laboratories. It serves as a valuable tool for understanding the behavior of perfluorinated compounds and their interactions with other molecules, which can lead to the discovery of new applications and technologies.

InChI:InChI=1/C6BrF13/c7-5(16,17)3(12,13)1(8,9)2(10,11)4(14,15)6(18,19)20

Upstream product

• 116-14-3 polytetrafluoroethylene 
• 329009-01-0 perfluorohexyldifluoroborane 
• 355-37-3 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexane 
• 124-73-2 1,2-dibromo-1,1,2,2-tetrafluoroethane 
• 355-43-1 n-perfluorohexyl iodide 

Downstream Products

• 355-37-3 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexane 
• 63967-41-9 perfluorohexyl aldehyde 
• 97675-14-4 tol-4-yl tridecafluorohexyl sulfide 
• 60023-26-9 Ethyl 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoate 
• 69125-80-0 1-(n-perfluorohexyl)-hexane 
• 133331-77-8 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorotetradecane 
• 147492-59-9 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexadecane 
• 110260-75-8 methyl 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoate 
• 57242-02-1 2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-1-phenyl-1-hydroxyheptane 
• 55009-92-2 (E)-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-en-1-yl)benzene 
• 359418-00-1 (E)-methyl 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-en-1-yl)benzoate 
• 1423439-33-1 (E)-3-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-en-1-yl)benzaldehyde 
• 65440-93-9 (tridecafluorohexyl)benzene 
• 128720-30-9 1,4-dimethoxy-2-(tridecafluorohexyl)benzene 

Relevant articles and documents

Bis(perfluoroorganyl)bromonium salts [(RF)2Br]Y (RF = aryl, alkenyl, and alkynyl)

Bromonium salts [(RF)2Br]Y with perfluorinated groups RFC6F5, CF3CFCF, C 2F5CFCF, and CF3C≡C were isolated from reactions of BrF3 with RFBF2 in weakly coordinating solvents (wcs) like CF3CH2CHF2 (PFP) or CF3CH2CF2CH3 (PFB) in 30-90% yields. C6F5BF2 formed independent of the stoichiometry only [(C6F5)2Br][BF 4]. 1:2 reactions of BrF3 and silanes C6F 5SiY3 (Y = F, Me) ended with different products - C 6F5BrF2 or [(C6F5) 2Br][SiF5] - as pure individuals, depending on Y and on the reaction temperature (Y = F). With C6F5SiF3 at ≥-30 °C [(C6F5)2Br][SiF5] resulted in 92% yield whereas the reaction with less Lewis acidic C 6F5SiMe3 only led to C6F 5BrF2 (58%). The interaction of K[C6F 5BF3] with BrF3 or [BrF2][SbF 6] in anhydrous HF gave [(C6F5) 2Br][SbF6]. Attempts to obtain a bis(perfluoroalkyl) bromonium salt by reactions of C6F13BF2 with BrF3 or of K[C6F13BF3] with [BrF2][SbF6] failed. The 3:2 reactions of BrF3 with (C6F5)3B in CH2Cl2 gave [(C6F5)2Br][(C6F 5)nBF4-n] salts (n = 0-3). The mixture of anions could be converted to pure [BF4]- salts by treatment with BF3·base.

Synthesis of perfluoroalkyl bromides

The invention relates to the preparation of perfluoroalkyl bromides or bromoperfluoroalkanes Cn F2n+1 -Br (n=1 to 20). A perfluoroalkanesulphonyl chloride Cn F2n+1 -SO2 Cl is reacted with a compound of formula: STR1 in which X represents a nitrogen or phosphorus atom and R1, R2, R3 and R4, which may be identical or different, each represent an optionally substituted hydrocarbon radical, it also being possible for one of these symbols to be a hydrogen atom.