Dibenzothiophene-2-boronic acid

Base Information

• Chemical Name: Dibenzothiophene-2-boronic acid
• CAS No.: 668983-97-9
• Molecular Formula: C₁₂H₉BO₂S
• Molecular Weight: 228.079
• Hs Code.: 29349990
• European Community (EC) Number: 688-282-7
• DSSTox Substance ID: DTXSID20383302
• Wikidata: Q72463496
• ChEMBL ID: CHEMBL5192855
• Mol file: 668983-97-9.mol

Synonyms:668983-97-9;dibenzo[b,d]thiophen-2-ylboronic acid;DIBENZOTHIOPHENE-2-BORONIC ACID;Dibenzothiophen-2-ylboronic Acid;DIBENZO[B,D]THIEN-2-YLBORONIC ACID;Boronic acid, 2-dibenzothienyl-;Boronic acid, B-2-dibenzothienyl-;MFCD01318982;Dibenzo[B,D]Thien-2-Ylboronic Acid(Saltdata: Free);Dibenzothiophen-2-yl-dihydroxy-borane;B-2-DIBENZOTHIENYLBORONIC ACID;2-dibenzothienylboronic acid;SCHEMBL31818;CHEMBL5192855;Boronic acid,B-2-ibenzothienyl-;DTXSID20383302;CSLSCVHILGCSTE-UHFFFAOYSA-N;STL230890;AKOS000320215;Dibenzo[b,d]thiophen-2-ylboronic acid (contains varying amounts of Anhydride);AB08793;AM10825;CS-W013001;OL10112;dibenzo[b,d]thiophen-2-yl boronic acid;AS-18494;SY033973;(DIBENZOTHIOPHEN-2-YL)BORONIC ACID;D4373;FT-0644825;EN300-236072;Dibenzo[b,d]thien-2-ylboronic acid, AldrichCPR;A835579;J-520231;F1371-0134;{8-thiatricyclo[7.4.0.0,2,7]trideca-1(9),2(7),3,5,10,12-hexaen-4-yl}boronic acid

Chemical Property of Dibenzothiophene-2-boronic acid

Chemical Property:

• Vapor Pressure: 4.97E-10mmHg at 25°C
• Refractive Index: 1.738
• Boiling Point: 480.2 °C at 760 mmHg
• PKA: 8.39±0.30(Predicted)
• Flash Point: 244.2 °C
• PSA: 68.70000
• Density: 1.38 g/cm³
• LogP: 1.73430
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• 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

Dibenzothiophene-2-boronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC2=C(C=C1)SC3=CC=CC=C32)(O)O
• Uses: Dibenzothiophene-2-boronic acid is a useful reagent for organic synthesis and other chemical processes.

Technology Process of Dibenzothiophene-2-boronic acid

There total 9 articles about Dibenzothiophene-2-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: 95.0%

2-bromodibenzothiophene (22439-61-8) → dibenzo[b,d]thien-2-ylboronic acid (668983-97-9)

Guidance literature:

2-bromodibenzothiophene; With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -70 ℃; for 1h; Inert atmosphere;

With Triisopropyl borate; In tetrahydrofuran; hexane; toluene; at 20 ℃; for 6h;

With hydrogenchloride; In tetrahydrofuran; hexane; water; toluene; for 0.5h;

Reference yield: 95.0%

2-bromodibenzothiophene (22439-61-8) + Triisopropyl borate (5419-55-6) → dibenzo[b,d]thien-2-ylboronic acid (668983-97-9)

Guidance literature:

2-bromodibenzothiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 1h;

Triisopropyl borate; In tetrahydrofuran; hexane; at 20 ℃; for 6h;

With hydrogenchloride; water; In tetrahydrofuran; hexane; for 0.5h;

Reference yield: 82.0%

2-bromodibenzothiophene (22439-61-8) + Trimethyl borate (121-43-7,63156-11-6) → dibenzo[b,d]thien-2-ylboronic acid (668983-97-9)

Guidance literature:

2-bromodibenzothiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 1h;

Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 12h;

upstream raw materials:

2-bromodibenzothiophene

dibenzothiophene

Triisopropyl borate

triisopropylborane

Refernces

• 1、 Lin, Jia-An,Li, Shu-Wei,Liu, Zong-Ying,Chen, Deng-Gao,Huang, Chun-Ying,Wei, Yu-Chen,Chen, Yi-Yun,Tsai, Zheng-Hua,Lo, Chun-Yuan,Hung, Wen-Yi,Wong, Ken-Tsung,Chou, Pi-Tai. "Bending-Type Electron Donor-Donor-Acceptor Triad: Dual Excited-State Charge-Transfer Coupled Structural Relaxation". . p. 5981 - 5992. Retrieved 2019/08/27.
• 2、 -. "NOVEL TRIAZINE COMPOUND, AND ORGANIC ELECTRONIC ELEMENT AND PLANT-GROWING LIGHTING THAT USE THE SAME". . . Retrieved 2018/07/28.