1,3-Benzodithiolylium tetrafluoroborate

Base Information

• Chemical Name: 1,3-Benzodithiolylium tetrafluoroborate
• CAS No.: 57842-27-0
• Molecular Formula: C7H5BF4S2
• Molecular Weight: 240.053
• Hs Code.: 2930909090
• European Community (EC) Number: 625-335-5
• DSSTox Substance ID: DTXSID70371057
• Mol file: 57842-27-0.mol

Synonyms:1,3-Benzodithiolylium tetrafluoroborate;57842-27-0;benzo[d][1,3]dithiol-1-ium tetrafluoroborate;1,3-benzodithiol-3-ium;tetrafluoroborate;1,3-benzodithiolium tetrafluoroborate;1,3-benzodithiol-2-ylium tetrafluoroborate;BDTF;1,3-benzodithiol-3-ium tetrafluoroborate;SCHEMBL206192;SCHEMBL206193;DTXSID70371057;CUSWPJQKCZMDPY-UHFFFAOYSA-N;MFCD00070613;AKOS015898403;AKOS024374901;1,3-Benzodithiol-1-ium tetrafluoroborate;AS-66211;B1151;benzo[d][1,3]dithiol-1-iumtetrafluoroborate;CS-0206551;FT-0640492;1,3-Benzodithiolylium tetrafluoroborate, 98%;D88761;1??,3-benzodithiol-1-ylium;tetrafluoroboranuide;A831632;1,3-Benzodithiolylium Tetrafluoroborate [Hydroxyl-Protecting Agent]

Chemical Property of 1,3-Benzodithiolylium tetrafluoroborate

Chemical Property:

• Melting Point: 150 °C (dec.)(lit.)
• PSA: 56.48000
• LogP: 4.54390
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 239.9861853
• Heavy Atom Count: 14
• Complexity: 110

Purity/Quality:

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

1,3-Benzodithiolylium tetrafluoroborate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B-](F)(F)(F)F.C1=CC=C2C(=C1)SC=[S+]2
• Uses: 1,3-Benzodithiolylium tetrafluoroborate may be used in the synthesis of the following:Dibenzotetrathiafulvalene by reacting with 1,8-diazabicyclo[5.4.0]undec-7-ene.Substituted arylcarbenium ions by reacting with boronic derivatives.α-(1,3-benzodithiol-2-ylidene) ketones and 1,3-benzodithiole by reacting with ketones.2-styryl-1,3-benzodithioles by reacting with styryl-type cobaloximes.2-(3-indolyl)-1,3-benzodithiolylium tetrafluoroborate by reacting with indole.2-(1,3-benzodithiol-2-ylidene)-3,5-cyclohexadien-1-ones and 4-(1,3-benzodithiol-2-ylidene)-2,5-cyclohexadien-1-ones by reacting with 2,4- and 2,6-disubstituted phenols.

Technology Process of 1,3-Benzodithiolylium tetrafluoroborate

There total 2 articles about 1,3-Benzodithiolylium 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: 87.0%

1,3-benzodithiol-2-yl azide (73198-37-5) → 1,3-benzodithiol-2-ylium tetrafluoroborate (57842-27-0)

Guidance literature:

With trityl tetrafluoroborate; In acetonitrile; at 0 - 3 ℃; for 0.5h;

DOI:10.1021/jo01298a063

Reference yield:

2-(3-methylbutoxy)-1,3-benzodithiole (55315-56-5) → 1,3-benzodithiol-2-ylium tetrafluoroborate (57842-27-0)

Guidance literature:

With tetrafluoroboric acid; In acetic anhydride;

DOI:10.1016/S0040-4020(03)00951-7

Reference yield: 100.0%

1,3-benzodithiol-2-ylium tetrafluoroborate (57842-27-0) + phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-1-thio-β-D-glucopyranoside (426218-84-0) → phenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-(1,3-benzodithiolan-2-yl)-1-thio-β-D-glucopyranoside

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1055/s-2002-20038

upstream raw materials:

1,3-benzodithiol-2-yl azide

2-(3-methylbutoxy)-1,3-benzodithiole

Downstream raw materials:

3'-O-(1,3-benzodithiol-2-yl)-5'-O-trityl-N³-benzoyl-thymidine

1,3-benzodithiol

2-Benzo[1,3]dithiol-2-yl-cyclohexanone

({1-[(2R,3R,3aR,9aR)-3-(Benzo[1,3]dithiol-2-yloxy)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethyl}-benzyl-amino)-acetic acid ethyl ester

Refernces

• 1、 Boudiba, Louiza,Kaboub, Lakhemici,Gouasmia, Abdelkrim,Fabre, Jean M.. "New semiconducting benzo-TTF salts: Synthesis and physical properties". . p. 1291 - 1296. Retrieved 2007/10/03.