27081-10-3

Basic information

• Product Name: TROPYLIUM TETRAFLUOROBORATE
• Synonyms: TROPYLIUM FLUOBORATE;TROPYLIUM TETRAFLUOROBORATE;cycloheptatrienylium,tetrafluoroborate(1-);Tropyliumtetrafluoroborate,97%;tropylium fluoroborate;Cycloheptatrienylium tetrafluoroborate.;Tropylium tetrafluoroborate 95%;Tropyliumtetrafluoroborate95%
• CAS NO: 27081-10-3
• Molecular Formula: BF₄*C₇H₇
• Molecular Weight: 177.94
• EINECS: 248-214-5
• Product Categories: B (Classes of Boron Compounds);Tetrafluoroborates;Carbenium Salts;Building Blocks;Chemical Synthesis;Organic Building Blocks
• Mol File: 27081-10-3.mol
• Article Data: 12

Chemical Properties

• Melting Point: ~240 °C (dec.)(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Storage Temp.: Keep Cold
• Solubility: Soluble in hot methanol.
• Sensitive: Moisture Sensitive
• BRN: 3574512
• CAS DataBase Reference: TROPYLIUM TETRAFLUOROBORATE(CAS DataBase Reference)
• NIST Chemistry Reference: TROPYLIUM TETRAFLUOROBORATE(27081-10-3)
• EPA Substance Registry System: TROPYLIUM TETRAFLUOROBORATE(27081-10-3)

Safety Data

• Hazard Codes: Xi,C
• Statements: 37/38-34
• Safety Statements: 22-28-45-36/37/39-26
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• F: 10-21
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 27081-10-3(Hazardous Substances Data)

Usage

Chemical Properties

off-white to beige powder

Uses

Different sources of media describe the Uses of 27081-10-3 differently. You can refer to the following data:
1. Reactant or reagent involved in:? ;Retro-Buchner reactions for synthesis of arylcyclopropanes1? ;Desymmetrization for access to homocalystegine analogs2 or aminocycloheptitols3? ;α-Cyanation of imines4? ;Stereoselective α-alkylation of aldehydes with stable carbocations5? ;Oxidative C-H activation of aliphatic aldehydes6? ;Electrochemical Redox transformations7
2. Tropylium Tetrafluoroborate (CAS# 27081-10-3) can be used as an electrolytic solution for electrochemical devices, as well as for protective coatings for selenium electrophotographic plates.
3. Reactant or reagent involved in:Retro-Buchner reactions for synthesis of arylcyclopropanesDesymmetrization for access to homocalystegine analogs or aminocycloheptitolsα-Cyanation of iminesStereoselective α-alkylation of aldehydes with stable carbocationsOxidative C-H activation of aliphatic aldehydesElectrochemical Redox transformations

InChI:InChI=1/C7H7.BF4/c1-2-4-6-7-5-3-1;2-1(3,4)5/h1-5H,6H2;/q+1;-1

Upstream product

• 19052-86-9 1-thiomethoxycyclohepta-2,4,6-triene 
• 341-02-6 trityl tetrafluoroborate 
• 76044-18-3 7-t-butylthiocycloheptatriene 
• 1714-38-1 7-methoxy-1,3,5-cycloheptatriene 
• 698-84-0 7-Azido-1,3,5-cycloheptatrien 
• 544-25-2 Cyclohepta-1,3,5-triene 
• 4440-40-8 cyclohepta-2,4,6-trienecarboxylic acid 
• 100-52-7 benzaldehyde 
• 216070-60-9 tri(naphthalene-2-yl)methanol 
• 86201-65-2 2-(4-Chlorphenyl)-1,3-dithian-2-ylium-tetrafluoroborat 
• 86201-64-1 2-phenyl-1,3-dithian-2-ylium tetrafluoroborate 
• 39915-66-7 1,3-dithian-2-yl tetrafluoroborate 

Downstream Products

• 116263-49-1 <2-(2,4,6-Cycloheptatrien-1-yl)-1-phenylpropyliden>propandinitril 
• 120-12-7 anthracene 
• 779-02-2 9-methylanthracene 
• 116971-89-2 chloro(7-cycloheptatrienyl)phenyl(p-tolylsulfonyl)methane 
• 115205-68-0 7,9-diphenyl-8-(2,4,6-cycloheptatrienyl)-8H-cyclopentacenaphthylene 
• 104876-65-5 2,4,6-Cycloheptatrien-1-yl(4-methylphenyl)(trimethylsiloxy)acetonitril 
• 116971-91-6 (7-cycloheptatrienyl)(phenoxy)phenylacetonitrile 
• 97847-92-2 2,4,6-Cycloheptatrien-1-yl(4-methoxyphenyl)(trimethylsiloxy)acetonitril 
• 128456-70-2 2-(2,4,6-cycloheptatrienyl)-7-phenyltropone 
• 123454-38-6 7-(2-oxocyclohepta-1,3,5-trienyl)cyclohepta-1,3,5-triene 
• 100-51-6 benzyl alcohol 
• 54615-31-5 1-bromo-4-(cyclohepta-2,4,6-trien-1-yl)benzene 
• 29647-91-4 2-tropyl-2-methylcyclohexanone 
• 135256-53-0 7-(9-phenyl-9-fluorenyl)-1,3,5-cycloheptatriene 

Relevant articles and documents

Synthesis of 1,3-Dithiol-2-yl and 1,3-Benzodithiol-2-yl Azides and Their Reaction with Trityl Salt

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Synthesis and Isolation of Polytrityl Cations by Utilizing Hexaphenylbenzene and Tetraphenylmethane Scaffolds

The successful isolation of stable (and soluble) hexa- and tetratrityl cations based on hexaphenyl-benzene and tetraphenylmethane scaffold has been accomplished by using readily available starting materials. These robust polytrityl cations can be isolated in crystalline form and stored indefinitely at 0 °C. Their structures have been established by 1H/ 13C NMR spectroscopy and by UV-vis spectroscopy. The structures of these polytrityl cations were further confirmed by quantitative transformations to the reduced (poly)triphenylmethyl derivatives by hydride transfer from triethylsilane, cycloheptatriene, or a borane-dimethyl sulfide complex.

Cyclisation reactions of 2-substituted biphenyl-2'-yldiazonium salts leading to O-alkyldibenzofuranium and S-alkyldibenzothiophenium salts: Modified Meerwein reagents

The preparation of 2-amino-2'-methoxybiphenyl and 2-amino-2'-thiomethoxybiphenyl and analogues and their transformation into diazonium salts and hence into dibenzofuranium and dibenzothiophenium salts is described together with their use as alkylating agents.