Benzyl cation

Base Information

• Chemical Name: Benzyl cation
• CAS No.: 6711-19-9
• Molecular Formula: C7H7
• Molecular Weight: 91.1326
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID20217411
• Nikkaji Number: J1.158.934K,J416.648E,J325.033D,J1.625.936E
• Wikidata: Q83093927
• Mol file: 6711-19-9.mol

Synonyms:Benzyl cation;6711-19-9;DTXSID20217411

Chemical Property of Benzyl cation

Chemical Property:

• Vapor Pressure: 27.7mmHg at 25°C
• Boiling Point: 110.6°C at 760 mmHg
• Flash Point: 10°C
• PSA: 0.00000
• LogP: 1.87290
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 91.0547752233
• Heavy Atom Count: 7
• Complexity: 42

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [CH2-]C1=CC=CC=C1

Technology Process of Benzyl cation

There total 36 articles about Benzyl cation 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:

NiPF3(1+) (115512-35-1) + benzyl bromide (100-39-0) → NiBr(PF3) + benzylium cation (6711-19-9) + trifluorophosphane (7783-55-3)

Guidance literature:

In gas; byproducts: NiC6H5CH2Br(1+); The react. is performed on an ion cyclotron resonance (ICR) mass spectrometer. The nickel ion and the aromatic compd. are admitted to the ICR cell in approx. 1:1 ratio, to a total pressure of 6E-6 Torr.; MS;

DOI:10.1021/ja00184a007

Reference yield:

Sb2F10 + benzyl fluoride (350-50-5) → benzylium cation (6711-19-9) + antimony pentafluoride (7783-70-2) + [SbF5-(μ-F)-SbF5](1-)

Guidance literature:

In gas; crossed mol. beams, 0.1-1 torr SbF5 in 300-700 torr carrier (He or H2),with decrease of the nozzle temp. from 200°C, increased the Sb2F11(1-) amt.; detected by MS;

DOI:10.1021/ja00407a010

Reference yield:

tert-butyl cation (14804-25-2) + benzyl chloride (100-44-7) → tertiary butyl chloride (507-20-0) + benzylium cation (6711-19-9) + p-benzylbenzyl cation (191232-63-0)

Guidance literature:

With methane; In gaseous matrix; at 30 ℃; Thermodynamic data; Equilibrium constant; Rate constant; various temperature (300-640 K); ΔH₄⁰, ΔS₄⁰, ΔG₄⁰' effect of side reactions;

upstream raw materials:

1-benzyl-2,4,6-trimethyl-pyridinium

tropylium bromide

benzyl bromide

tert-butyl cation

Downstream raw materials:

benzyl chloride

C₈H₈ClO⁽¹⁺⁾

tert-butyl cation

α-chlorobenzyl cation

Refernces

• 1、 Schroeder, Detlef,Florencio, Helena,Zummack, Waltraud,Schwarz, Helmut. "Highly Selective Benzylic C-H Bond Activation of Toluene by 'Bare' FeO(1+) in the Gas Phase". . p. 1792 - 1797. Retrieved 1992.
• 2、 Misic, Vladimir,Piech, Krzysztof,Bally, Thomas. "Carbocations generated under stable conditions by ionization of matrix-isolated radicals: The allyl and benzyl cations". . p. 8625 - 8631. Retrieved 2013/07/25.
• 3、 Milligan, Daniel B.,Wilson, Paul F.,Freeman, Colin G.,Meot-Ner (Mautner), Michael,McEwan, Murray J.. "Dissociative proton transfer reactions of H3+, N2H+, and H3O+ with acyclic, cyclic, and aromatic hydrocarbons and nitrogen compounds, and astrochemical implications". . p. 9745 - 9755. Retrieved 2007/10/03.