2,5-Thiophenediboronic acid

Base Information

Chemical Name:2,5-Thiophenediboronic acid
CAS No.:26076-46-0
Molecular Formula:C4H6 B2 O4 S
Molecular Weight:171.777
Hs Code.:2934999090
European Community (EC) Number:629-071-1
DSSTox Substance ID:DTXSID10377891
Nikkaji Number:J1.281.594H
Wikidata:Q17326568
Mol file:26076-46-0.mol

Synonyms:26076-46-0;Thiophene-2,5-diyldiboronic acid;2,5-Thiophenediboronic acid;(5-boronothiophen-2-yl)boronic acid;Thiophene-2,5-diboronic acid;Boronic acid, 2,5-thiophenediylbis-;2,5-THIOPHENEDIYLBISBORONIC ACID;MFCD01114699;2,5-ThiophenediboronicAcid;Boronic acid, B,B'-2,5-thiophenediylbis-;AI-372/25005763;C4H6B2O4S;SCHEMBL1959029;Thiophene-2,5-diyldiboronicacid;2,5-Di(dihydroxyboryl)thiophene;DTXSID10377891;SKFDVFMUXZWWOW-UHFFFAOYSA-N;AKOS000267006;THIENE-2,5-DIYLDIBORONIC ACID;AB08340;CS-W005521;5-(dihydroxyboryl)-2-thienylboronic acid;DS-17899;6-Bromo-2-chloro-3-ethoxyphenylboronicacid;FT-0638568;2,5-Thiophenediylbisboronic acid, >=95.0%;F87252;A818161;J-016244;Q17326568;F1371-0178

Suppliers and Price of 2,5-Thiophenediboronic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
Thiophene-2,5-diyldiboronicacid
100mg
$ 220.00

Sigma-Aldrich
2,5-Thiophenediylbisboronic acid ≥95.0%
5g
$ 131.00

Matrix Scientific
Thiophene-2,5-diyldiboronic acid 95+%
5g
$ 303.00

Matrix Scientific
Thiophene-2,5-diyldiboronic acid 95+%
1g
$ 114.00

Crysdot
Thiophene-2,5-diyldiboronicacid 97%
10g
$ 99.00

Crysdot
Thiophene-2,5-diyldiboronicacid 97%
5g
$ 59.00

Crysdot
Thiophene-2,5-diyldiboronicacid 97%
25g
$ 198.00

Crysdot
Thiophene-2,5-diyldiboronicacid 97%
100g
$ 525.00

American Custom Chemicals Corporation
2,5-THIOPHENEDIBORONIC ACID 95.00%
1G
$ 148.05

American Custom Chemicals Corporation
2,5-THIOPHENEDIBORONIC ACID 95.00%
5G
$ 885.43

Total 28 raw suppliers

Chemical Property of 2,5-Thiophenediboronic acid

Chemical Property:

Vapor Pressure:2.02E-10mmHg at 25°C
Melting Point:250 °C (dec.)(lit.)
Refractive Index:1.58
Boiling Point:490.1°C at 760 mmHg
PKA:8.18±0.53(Predicted)
Flash Point:250.2°C
PSA：109.16000
Density:1.5g/cm³
LogP:-2.89230
Storage Temp.:Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:172.0172902
Heavy Atom Count:11
Complexity:119

Purity/Quality:

97% ^*data from raw suppliers

Thiophene-2,5-diyldiboronicacid ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xi
Statements: 36
Safety Statements: 26-36

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:B(C1=CC=C(S1)B(O)O)(O)O
Uses 2,5-Thiophenediylbisboronic acid can be used: As a reactant in the metal catalyzed Suzuki cross coupling reactions.To prepare 2,5-bis(2-pyridyl)thiophene, a thiophene based ligand which is used in the design of fluorescent mercury-sensor. To fabricate graphene-based biosensors for the detection of glucose and Escherichia coli in a complex medium.

Technology Process of 2,5-Thiophenediboronic acid

There total 2 articles about 2,5-Thiophenediboronic 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: 73.0%

: 3141-27-3
2,5-dibromothiophen

: 121-43-7,63156-11-6
Trimethyl borate

: 188290-36-0,8014-23-1,25233-34-5
thiophene

: 932-95-6
2,5-thiophenedicarboxaldehyde

: 26076-46-0
thiophene-2,5-diboronic acid

Guidance literature:: With aluminium; In N,N-dimethyl-formamide; byproducts: Al(3+); Electrolysis; electrolysis carried out in a single-compartment cell at room temp., starting materials dissolved in DMF containing KBr or n-Bu4NBr, solvent andexcess B(OCH3)3 evaporated under vacuum, medium hydrolysed at 0° C with an HCl or H2SO4 soln.; extraction with Et2O (3 x 20 ml if the solvent evaporated or 3 x 60 ml otherwise), dried over sodium or magnesium sulfate and concentrated undervacuum, side product phenol formation avoided by work-up under inert at mosphere, recrystallized in CH2Cl2;
DOI:10.1039/b200744b

Reference yield: 72.0%

: C₁₂H₂₀BNO₂S

: 26076-46-0
thiophene-2,5-diboronic acid

Guidance literature:: C₁₂H₂₀BNO₂S; With n-butyllithium; Triisopropyl borate; diisopropylamine; In tetrahydrofuran; at -75 - -70 ℃; for 0.5h; Inert atmosphere;

With sulfuric acid; In tetrahydrofuran; water;
DOI:10.1002/ejoc.201101764

Reference yield: 92.0%

: 1001590-57-3
5-bromo-5'-(3,4,5-tri-n-tetradecyloxybenzoyl)-[2,2']bithiophene

: 26076-46-0
thiophene-2,5-diboronic acid

: C₁₁₈H₁₈₈O₈S₅

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; at 60 ℃; for 28h;
DOI:10.1039/b606144c