Tropylium tetrafluoroborate

Base Information

• Chemical Name: Tropylium tetrafluoroborate
• CAS No.: 27081-10-3
• Deprecated CAS: 109532-46-9,1283-58-5,176046-02-9,38347-42-1,40894-88-0,41322-34-3,53663-13-1,61063-76-1,88314-57-2,2379890-77-2
• Molecular Formula: C7H7BF4
• Molecular Weight: 178.945
• Hs Code.: 29029090
• European Community (EC) Number: 248-214-5
• UNII: DFS83J4CRL
• DSSTox Substance ID: DTXSID301068844
• Wikipedia: Tropylium_tetrafluoroborate
• Wikidata: Q7846278
• Mol file: 27081-10-3.mol

Synonyms:tropylium tetrafluoroborate

Chemical Property of Tropylium tetrafluoroborate

Chemical Property:

• Appearance/Colour: off-white to beige powder
• Melting Point: ~240 °C (dec.)(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: g/cm³
• LogP: 3.17290
• Storage Temp.: Keep Cold
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in hot methanol.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 178.0576930
• Heavy Atom Count: 12
• Complexity: 38.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tropylium Tetrafluoroborate >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,C
• Statements: 37/38-34
• Safety Statements: 22-28-45-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [B-](F)(F)(F)F.C1=CC=C[CH+]C=C1
• Uses: 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 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. 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

Technology Process of Tropylium tetrafluoroborate

There total 24 articles about Tropylium tetrafluoroborate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

7-methoxy-1,3,5-cycloheptatriene (1714-38-1) → tropylium tetrafluoroborate (27081-10-3)

Guidance literature:

With tetrafluoroboric acid;

DOI:10.1016/S0040-4020(01)87049-6 DOI:10.1016/S0040-4039(00)80148-3

Reference yield: 90.0%

tri(naphthalene-2-yl)methanol (216070-60-9) + Cyclohepta-1,3,5-triene (544-25-2) → tris(2-naphthyl)methane + tropylium tetrafluoroborate (27081-10-3)

Guidance literature:

With tetrafluoroboric acid; In acetic anhydride; at -40 ℃;

DOI:10.1039/a804505d

Reference yield: 86.0%

1,3-dithian-2-yl tetrafluoroborate (39915-66-7) + Cyclohepta-1,3,5-triene (544-25-2) → 1,3 dithiane (505-23-7) + tropylium tetrafluoroborate (27081-10-3)

Guidance literature:

In acetonitrile; for 3h;

upstream raw materials:

cyclohepta-2,4,6-trienecarboxylic acid

Cyclohepta-1,3,5-triene

7-Azido-1,3,5-cycloheptatrien

7-methoxy-1,3,5-cycloheptatriene

Downstream raw materials:

Benzylidenemalononitrile

8,8-dicyanoheptafulvene

9-(7-cycloheptatrienyl)-9-(phenylthio)fluorene

9-(7-cycloheptatrienyl)-9-(phenylsulfonyl)fluorene

Refernces

• 1、 Olah, George A.,Liao, Qimu,Casanova,Bau, Robert,Rasul, Golam,Prakash, G. K. Surya. "Tris(1-naphthyl)- and tris(2-naphthyl)methyl cations: Highly crowded triarylmethyl cations". . p. 2239 - 2242. Retrieved 1998.
• 2、 Broman, Soren Lindbaek,Brand, Sophie Lehn,Parker, Christian Richard,Petersen, Michael Axman,Tortzen, Christian Gregers,Kadziola, Anders,Kilsa, Kristine,Nielsen, Mogens Brondsted. "Optimized synthesis and detailed NMR spectroscopic characterization of the 1,8a-dihydroazulene-1,1-dicarbonitrile photoswitch". experimental part. p. 51 - 67. Retrieved 2011/06/19.
• 3、 Armstrong, Brian M.. "Mode attack of atomic carbon on benzene rings". . p. 6007 - 6011. Retrieved 2007/10/03.