Thianthrene-1-boronic acid

Base Information

• Chemical Name: Thianthrene-1-boronic acid
• CAS No.: 108847-76-3
• Molecular Formula: C12H9BO2S2
• Molecular Weight: 260.145
• Hs Code.: 2934999090
• European Community (EC) Number: 681-311-4
• DSSTox Substance ID: DTXSID60370271
• Nikkaji Number: J775.651H
• Wikidata: Q72508208
• Mol file: 108847-76-3.mol

Synonyms:Thianthrene-1-boronic acid;108847-76-3;Thianthren-1-ylboronic acid;1-Thianthrenylboronic acid;Boronic acid, 1-thianthrenyl-;1-Thianthreneboronic Acid;MFCD00093039;(thianthren-1-yl)boronic acid;C12H9BO2S2;SCHEMBL911569;DTXSID60370271;FZEWPLIHPXGNTB-UHFFFAOYSA-N;BCP30693;1-Thianthrenylboronic acid, >=95%;STK503709;AKOS000264867;AB03327;CS-W009454;NCGC00340558-01;DS-15499;SY062324;AM20020192;FT-0642664;T3706;N11984;AB01333774-02;A801932;CU-00000000459-1;J-002196;J-524901;1-Thianthrenylboronic Acid (contains varying amounts of Anhydride);1-thianthrenylboronic acid;thianthrene-1-boronic acid;thianthren-1-ylboronic acid

Chemical Property of Thianthrene-1-boronic acid

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 9.64E-10mmHg at 25°C
• Melting Point: 146-149 °C(lit.)
• Refractive Index: 1.756
• Boiling Point: 472.748 °C at 760 mmHg
• PKA: 7.76±0.20(Predicted)
• Flash Point: 239.709 °C
• PSA: 91.06000
• Density: 1.483 g/cm³
• LogP: 1.98220
• Storage Temp.: 0-6°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 260.0137020
• Heavy Atom Count: 17
• Complexity: 277

Purity/Quality:

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

Thianthren-1-ylboronicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C2C(=CC=C1)SC3=CC=CC=C3S2)(O)O
• Uses: Reactant for:Pd2+ and Cu2+ catalyzed oxidative cross-couplingsPreparation of biologically and pharmacologically active moleculesSuzuki-Miyaura cross-coupling reactions

Technology Process of Thianthrene-1-boronic acid

There total 3 articles about Thianthrene-1-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:

C14H13BO2S2 → thianthren-1-yl boronic acid (108847-76-3)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; hexane; water; at 20 ℃; Inert atmosphere;

DOI:10.3998/ark.5550190.0013.315

Reference yield:

boric acid tributyl ester (688-74-4) → thianthren-1-yl boronic acid (108847-76-3)

Guidance literature:

With diethyl ether; at -70 ℃; anschliessendes Behandeln mit wss. Schwefelsaeure;

DOI:10.1021/ja01558a055

Reference yield:

Thianthrene (92-85-3) → thianthren-1-yl boronic acid (108847-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C / Inert atmosphere

1.2: 15 h / -78 - 20 °C / Inert atmosphere

2.1: hydrogenchloride / tetrahydrofuran; hexane; water / 20 °C / Inert atmosphere

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; hexane; water;

DOI:10.3998/ark.5550190.0013.315

upstream raw materials:

boric acid tributyl ester

Thianthrene

Downstream raw materials:

2-(4-morpholinyl)-6-(1-thianthrenyl)-4H-pyran-4-one

5-hydroxy-7-[thianthren-1-yl]-4-phenyl-2H-chromen-2-one

5-hydroxy-7-[thianthren-1-yl]-4-propyl-2H-chromen-2-one

5-[thianthren-1-yl]-2,2-dimethyl-10-phenyl-2H,8H-pyrano[2,3-f]chromen-8-one

Refernces