Dibenzothiophene-4-boronic acid

Base Information

• Chemical Name: Dibenzothiophene-4-boronic acid
• CAS No.: 108847-20-7
• Molecular Formula: C12H9BO2S
• Molecular Weight: 228.079
• Hs Code.: 29333990
• European Community (EC) Number: 681-232-5
• DSSTox Substance ID: DTXSID50370220
• Nikkaji Number: J1.967.737K
• Wikidata: Q72463511
• ChEMBL ID: CHEMBL5202079
• Mol file: 108847-20-7.mol

Synonyms:Dibenzothiophene-4-boronic acid;108847-20-7;4-Dibenzothiopheneboronic acid;4-Dibenzothienylboronic acid;dibenzo[b,d]thiophen-4-ylboronic acid;Dibenzothiophen-4-ylboronic Acid;Dibenzo[b,d]thiophene-4-boronic acid;Boronic acid, 4-dibenzothienyl-;MFCD01318182;dibenzo{b,d}thiophen-4-ylboronic acid;Dibenzothiophene-4-boronic Acid (contains varying amounts of Anhydride);4-Dibenzothiopheneboronicacid;Boronic acid, B-4-dibenzothienyl-;SCHEMBL24457;4-?Dibenzothienylboronic acid;dibenzothiophen-4-boronic acid;4-dibenzothiophene boronic acid;CHEMBL5202079;Dibenzothiophene-4-ylboronic acid;DTXSID50370220;GOXNHPQCCUVWRO-UHFFFAOYSA-N;Dibenzo[b]thiophene-4-boronic acid;BCP04831;dibenzo[b,d]thiophen-4-boronic acid;BBL104242;STL100309;AKOS004116318;AB08678;AC-5936;CS-W002762;OL10068;Dibenzo[b,d]thiophen-4-yl-boronic acid;4-Dibenzothienylboronic acid, >=95.0%;NCGC00249566-01;NCGC00249566-02;AS-17819;SY015417;AM20020191;D4057;FT-0624628;AB01333068-02;EN300-1072868;J-002195;J-520234;{8-thiatricyclo[7.4.0.0,2,7]trideca-1(9),2(7),3,5,10,12-hexaen-6-yl}boronic acid;{8-thiatricyclo[7.4.0.0?,?]trideca-1(9),2(7),3,5,10,12-hexaen-6-yl}boronic acid;Boronic acid,B-4-ibenzothienyl-

Chemical Property of Dibenzothiophene-4-boronic acid

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 4.97E-10mmHg at 25°C
• Melting Point: 327-330 °C
• Refractive Index: 1.738
• Boiling Point: 480.174 °C at 760 mmHg
• PKA: 8.29±0.30(Predicted)
• Flash Point: 244.201 °C
• PSA: 68.70000
• Density: 1.381 g/cm³
• LogP: 1.73430
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 228.0416309
• Heavy Atom Count: 16
• Complexity: 261

Purity/Quality:

99% ^*data from raw suppliers

Dibenzo[b,d]thiophene-4-boronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C2C(=CC=C1)C3=CC=CC=C3S2)(O)O
• Uses: suzuki reaction

Technology Process of Dibenzothiophene-4-boronic acid

There total 14 articles about Dibenzothiophene-4-boronic acid 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: 91.0%

dibenzothiophene (132-65-0) + bromobis(dimethylamino)borane (6990-27-8) + water (7732-18-5) → 4-dibenzothiophene boronic acid (108847-20-7)

Guidance literature:

dibenzothiophene; With N,N,N,N,-tetramethylethylenediamine; n-hexyllithium; In hexane; for 2h; Inert atmosphere; Reflux;

bromobis(dimethylamino)borane; In hexane; at 0 ℃; Inert atmosphere;

water; With hydrogenchloride; at 0 - 10 ℃; pH=2 - 3;

Reference yield: 89.0%

dibenzothiophene (132-65-0) + bis(diisopropylamino)chloroborane (28049-80-1) + water (7732-18-5) → 4-dibenzothiophene boronic acid (108847-20-7)

Guidance literature:

dibenzothiophene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In hexane; for 2h; Inert atmosphere; Reflux;

bis(diisopropylamino)chloroborane; In hexane; at 0 ℃; Inert atmosphere;

water; With hydrogenchloride; at 10 ℃; pH=2 - 3;

Reference yield: 83.5%

dibenzothiophene (132-65-0) + Trimethyl borate (121-43-7,63156-11-6) + water (7732-18-5) → 4-dibenzothiophene boronic acid (108847-20-7)

Guidance literature:

dibenzothiophene; With n-butyllithium; In tetrahydrofuran; acetone; at -60 - -50 ℃; for 5h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; acetone; at -45 - 20 ℃; for 20h; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; acetone; at 10 - 20 ℃; for 4h; Inert atmosphere;

upstream raw materials:

dibenzothiophene

Trimethyl borate

Triisopropyl borate

4-bromodibenzothiophene

Downstream raw materials:

1,4-bis(dibenzo[b,d]thiophen-4-yl)-2,5-bis([4-(dodecyloxy)phenyl]ethynyl)benzene

1,5-bis(dibenzo[b,d]thiophen-4-yl)-2,4-bis([4-(dodecyloxy)phenyl]ethynyl)benzene

C₂₆H₂₀O₂S

4-(4-bromophenyl)dibenzo[b,d]thiophene

Refernces

• 1、 Chen, Shuo,Wu, Yukun,Hu, Shoucheng,Zhao, Yi,Fang, Daining. "Non-Doped Deep Blue and Doped White Electroluminescence Devices Based on Phenanthroimidazole Derivative". . p. 451 - 461. Retrieved 2017.
• 2、 -. "ORGANIC ELECTRIC ELEMENT COMPRISING COMPOUND FOR ORGANIC ELECTRIC ELEMENT AND ELECTRONIC DEVICE THEREOF". Paragraph 0114-0116. . Retrieved 2021/04/02.
• 3、 -. "Compound containing a 5-membered heterocycle and organic light-emitting diode using same, and terminal for same". Page/Page column 42-44. . Retrieved 2018/07/29.