334-68-9

Basic information

• Product Name: 1-FLUORODODECANE
• Synonyms: 1-fluoro-dodecan;DODECYL FLUORIDE;1-FLUORODODECANE;N-DODECYL FLUORIDE;1-Fluorododecane97%;DODECANE,1-FLUORO-
• CAS NO: 334-68-9
• Molecular Formula: C₁₂H₂₅F
• Molecular Weight: 188.33
• EINECS: 206-381-1
• Product Categories: Alkyl;Alkyl Fluorinated Building Blocks;Building Blocks;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Hydrocarbons;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks
• Mol File: 334-68-9.mol
• Article Data: 28

Chemical Properties

• Melting Point: -13°C
• Boiling Point: 225-227°C
• Flash Point: 223 °F
• Appearance: /
• Density: 0.807 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.42(lit.)
• CAS DataBase Reference: 1-FLUORODODECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-FLUORODODECANE(334-68-9)
• EPA Substance Registry System: 1-FLUORODODECANE(334-68-9)

Safety Data

• Hazard Codes: T+,F
• Statements: 28
• Safety Statements: 28-36/37-45
• RIDADR: UN 2810 6.1/PG 2
• WGK Germany: 3
• RTECS: JR2500000
• Hazardous Substances Data: 334-68-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 4733, 1987 DOI: 10.1016/S0040-4039(00)96612-7

General Description

1-Fluorododecane is a long chain 1-fluoroalkane. It can be synthesized from the reaction between 1-dodecanol, N,N-diethyl-α,α-difluoro-[3,5-bis(1H,1H,2H,2H-perfluorodecyl)benzyl]amine and heptane. 1-Fluorododecane undergoes reaction with dibromomethane and titanocene dichloride in the presence of triethyl aluminium (Et3Al) to afford a mixture of 1-chlorododecane and 1-bromododecane. 1-Fluorododecane can also be prepared from 1-hydroxydodecane.

InChI:InChI=1/C12H25F/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-12H2,1H3

Upstream product

• 143-15-7 1-dodecylbromide 
• 51323-71-8 dodecyl mesylate 
• 4292-19-7 1-Iodododecane 
• 429-41-4 tetrabutyl ammonium fluoride 
• 133957-60-5 2-(trimethylsilyl)ethyl benzeneselenenate 
• 10157-76-3 dodecyl 4-methylbenzenesulphonate 
• 112-52-7 1-chlorododecane 
• 353-24-2 dodecyltrifluorosilane 
• 4484-72-4 n-dodecyltrichlorosilane 
• 75618-27-8 lauryl triflate 
• 112-53-8 1-dodecyl alcohol 
• 959705-49-8 N,N-diethyl-α,α-difluoro[4-(1H,1H,2H,2H-perfluorodecyl)benzyl]amine 
• 500131-50-0 N,N-diethyl-α,α-difluoro-(meta-methylbenzyl)amine 
• 110-86-1 pyridine 

Downstream Products

• 112-40-3 dodecane 
• 143-15-7 1-dodecylbromide 
• 112-52-7 1-chlorododecane 
• 629-59-4 tetradecane 
• 638-53-9 tridecanoic acid 

Relevant articles and documents

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Photoredox-catalyzed deoxyfluorination of activated alcohols with Selectfluor

Herein we disclose a deoxyfluorination of alcohols with an electrophilic fluorine source via visible-light photoredox catalysis. This radical-mediated C–F coupling is capable of fluorinating secondary and tertiary alcohols efficiently, complementing previously reported nucleophilic deoxyfluorination protocols.

Catalytic nucleophilic fluorination by an imidazolium ionic liquid possessing trialkylphosphine oxide functionality

Abstract The synthesis of a new alkylmethylimidazolium ionic liquid wherein the alkyl group is functionalized with dihexylphosphine oxide moiety at the terminal position has been achieved in four steps from 1-methylimidazole. This hybrid ionic liquid effectively catalyzed the nucleophilic fluorination of primary alkyl mesylates under mild conditions using CsF as the fluoride source with a faster rate compared to butylmethylimidazolium mesylate. The hybrid catalyst was recycled 5 times without compromising the yield and purity of the product. The nucleophilic fluorination has been used for the synthesis of diethyl 2-(5-fluoropentyl)-2-methyl malonate, a precursor of 18F isotopomer of an apoptosis imaging agent and the protected form of O-(2'-fluoroethyl)-l-tyrosine, a 18F isotopomer of a tumor imaging agent.