353-61-7

Basic information

• Product Name: TERT-BUTYL FLUORIDE
• Synonyms: TERT-BUTYL FLUORIDE;2-FLUORO-2-METHYLPROPANE;2-fluoro-2-methyl-propan;2-methyl-2-fluoropropane;propane,2-fluoro-2-methyl-;t-butylfluoride;tl468
• CAS NO: 353-61-7
• Molecular Formula: C₄H₉F
• Molecular Weight: 76.11
• EINECS: 206-538-4
• Mol File: 353-61-7.mol
• Article Data: 24

Chemical Properties

• Melting Point: -77°C
• Boiling Point: 12°C
• Appearance: /
• Density: 0.7352
• Vapor Pressure: 708mmHg at 25°C
• Refractive Index: 1.3174
• CAS DataBase Reference: TERT-BUTYL FLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL FLUORIDE(353-61-7)
• EPA Substance Registry System: TERT-BUTYL FLUORIDE(353-61-7)

Safety Data

• Hazardous Substances Data: 353-61-7(Hazardous Substances Data)

Usage

General Description

Tert-butyl fluoride, also known as 2,2,3,3-tetramethylfluoride, is a colorless, volatile liquid with a pungent odor. It is a highly flammable and reactive compound that is commonly used as a reagent in organic synthesis and as a solvent in various chemical reactions. Tert-butyl fluoride is also used as a fluorinating agent in the production of pharmaceuticals and agrochemicals. It is known to be highly toxic if inhaled or ingested, and can cause severe burns upon contact with skin or eyes. The compound should be handled with extreme caution and stored in a well-ventilated area away from heat and direct sunlight.

InChI:InChI=1/C4H9F/c1-4(2,3)5/h1-3H3

Upstream product

• 115-11-7 isobutene 
• 75-65-0 tert-butyl alcohol 
• 78-83-1 2-methyl-propan-1-ol 
• 421-20-5 Methyl fluorosulfonate 
• 66950-72-9 isobutyl N,N-dimethylsulfamate 
• 75-98-9 Trimethylacetic acid 
• 507-19-7 t-butyl bromide 
• 558-17-8 tert-Butyl iodide 
• 637-92-3 Ethyl tert-butyl ether 
• 1634-04-4 tert-butyl methyl ether 
• 557-99-3 acetyl fluoride 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 75-28-5 Isobutane 
• 1584-03-8 perfluoro-2-methylpent-2-ene 

Downstream Products

• 4210-60-0 t-butylmalonodinitrile 
• 141-70-8 1,1-dineopentylethylene 
• 27656-49-1 trans-2,2,4,6,6-pentamethyl-3-heptene 
• 420-45-1 2,2-difluoropropane 
• 1184-60-7 2-fluoropropene 
• 74-87-3 methylene chloride 
• 834-14-0 p-benzylanizole 
• 883-90-9 o-benzyl anisole 
• 144774-61-8 C₄H₉Cl*Cl^(1-) 
• 98-51-1 4-tert-butyltoluene 
• 1075-38-3 m-t-butyltoluene 

Relevant articles and documents

GROUP ADDITIVITY FOR THE BAND STRENGTH OF THE CF-CHROMOPHORE FOR IR-PHOTOCHEMISTRY.

Integrated band strengths for rovibrational absorption in the frequency range of the CF-chromophore (800 to 1300 cm** minus **1) have been obtained from vapor phase IR-spectra of twelve fluoroalkanes containing one or more CF groups. It is found that the chromophore band strength is about 1. 7 (pm)**2 for each CF group with some minor variations due to neighboring substituents at the CF carbon atom. These variations can be accounted for by a simple, empirical equation. The results are discussed in relation to the chromophore principle in IR-photochemistry. The frequency distribution of the chromophore absorption for primary, secondary, and tertiary alkyl fluorides is considered. The primary CF-chromophore (R-CH//2-F) is suggested to be a particularly useful general chromophore for CO//2-laser pumping. The foundations of the group additivity for chromophore band strengths and some further applications are discussed as well.

METHOD FOR PRODUCING FLUORINATED HYDROCARBONS

Provided is a method for industrially advantageously producing a fluorinated hydrocarbon (3). The disclosed method for producing a fluorinated hydrocarbon represented by formula (3) includes bringing into contact, in a hydrocarbon-based solvent, a secondary or tertiary ether compound represented by formula (1) below with an acid fluoride represented by formula (2) in the presence of lithium salt or sodium salt (in the formulae, R1 and R2 each represent a C1-3 alkyl, and R1 and R2 may be bonded to each other to form a ring structure; R3 represents a hydrogen atom, methyl, or ethyl; and R4 and R5 each represent methyl or ethyl).

Catalytic Formation of C(sp3)-F Bonds via Heterogeneous Photocatalysis

Due to their chemical, physical, and biological properties, fluorinated compounds are widely employed throughout society. Yet, despite their critical importance, current methods of introducing fluorine into compounds suffer from severe drawbacks. For example, several methods are noncatalytic and employ stoichiometric equivalents of heavy metals. Existing catalytic methods, on the other hand, exhibit poor activity, generality, selectivity and/or have not been achieved by heterogeneous catalysis, despite the many advantages such an approach would provide. Here, we demonstrate how selective C(sp3)-F bond synthesis can be achieved via heterogeneous photocatalysis. Employing TiO2 as photocatalyst and Selectfluor as mild fluorine donor, effective decarboxylative fluorination of a variety of carboxylic acids can be achieved in very short reaction times. In addition to displaying the highest turnover frequencies of any reported fluorination catalyst to date (up to 1050 h-1), TiO2 also demonstrates excellent levels of durability, and the system is catalytic in the number of photons required; i.e., a photon efficiency greater than 1 is observed. These factors, coupled with the generality and mild nature of the reaction system, represent a breakthrough toward the sustainable synthesis of fluorinated compounds.

Light-promoted metal-free cross dehydrogenative couplings on ethers mediated by NFSI: Reactivity and mechanistic studies

Cross dehydrogenative couplings on ethers occur very effectively using N-fluorobis(phenyl)sulfonimide (NFSI) as oxidizing agent under UVA irradiation in the presence of 2 mol% benzophenone. The reaction was shown to proceed first by fast radical fluorination of the α-C-H bond of ethers, followed by HF elimination to yield the highly electrophilic oxocarbenium ion as a key intermediate.