3-Methylthiophene-2-boronic acid

Base Information

• Chemical Name: 3-Methylthiophene-2-boronic acid
• CAS No.: 177735-09-0
• Molecular Formula: C5H7BO2S
• Molecular Weight: 141.986
• Hs Code.: 29349990
• European Community (EC) Number: 689-940-6
• DSSTox Substance ID: DTXSID30390946
• Nikkaji Number: J1.795.257I
• Wikidata: Q72491455
• Mol file: 177735-09-0.mol

Synonyms:177735-09-0;3-METHYLTHIOPHENE-2-BORONIC ACID;(3-methylthiophen-2-yl)boronic acid;3-Methyl-2-thienylboronic acid;3-METHYLTHIOPHEN-2-YL-2-BORONIC ACID;3-Methylthiophene-2-boronicacid;3-methylthiophen-2-ylboronic acid;3-methylthiophen-2yl-boronic acid;Boronic acid, (3-methyl-2-thienyl)-;SCHEMBL133332;DTXSID30390946;MOOOGTOEKZWEJA-UHFFFAOYSA-N;MFCD00236049;STK045659;AKOS000304477;AB05348;CS-W001236;AM803368;AS-17804;A3939;FT-0643718;3-methylthiophene-2-boronic acid, AldrichCPR;EN300-212499;J-512935

Chemical Property of 3-Methylthiophene-2-boronic acid

Chemical Property:

• Vapor Pressure: 0.000448mmHg at 25°C
• Melting Point: 192-196℃
• Refractive Index: 1.55
• Boiling Point: 302.1 °C at 760 mmHg
• PKA: 8.49±0.58(Predicted)
• Flash Point: 136.5 °C
• PSA: 68.70000
• Density: 1.25 g/cm³
• LogP: -0.26370
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 142.0259808
• Heavy Atom Count: 9
• Complexity: 99

Purity/Quality:

99% ^*data from raw suppliers

3-Methylthiophene-2-boronicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CS1)C)(O)O
• Uses: suzuki reaction

Technology Process of 3-Methylthiophene-2-boronic acid

There total 3 articles about 3-Methylthiophene-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: 93.0%

2-bromo-3-methylthiophene (14282-76-9) → 6-(3-methylthiophen-2-yl)boronic acid (177735-09-0)

Guidance literature:

2-bromo-3-methylthiophene; With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -50 ℃;

With Triisopropyl borate; In tetrahydrofuran; hexane; toluene; at -50 - -15 ℃;

With sodium hydroxide; In tetrahydrofuran; hexane; toluene;

DOI:10.1021/jm049696n

Reference yield: 93.0%

→ 6-(3-methylthiophen-2-yl)boronic acid (177735-09-0)

Guidance literature:

Reference yield:

3-Methylthiophene (616-44-4,84928-92-7) → (4-methyl-2-thienyl)boronic acid (162607-15-0) + 6-(3-methylthiophen-2-yl)boronic acid (177735-09-0)

Guidance literature:

3-Methylthiophene; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at 0 - 3 ℃; for 2.5h;

With Triisopropyl borate; In tetrahydrofuran; at -38 - 20 ℃; for 16h;

With hydrogenchloride; In tetrahydrofuran; at 0 - 20 ℃; Further stages. Title compound not separated from byproducts.;

DOI:10.1016/j.tetlet.2007.09.060

upstream raw materials:

2-bromo-3-methylthiophene

3-Methylthiophene

Downstream raw materials:

3-bromo-2-(3-methylthiophen-2-yl)-5-propylbenzonitrile

3-cyclohexyl-2-(3-methylthiophen-2-yl)-3H-imidazo[4,5-b]pyridine

ethyl (R)-1-<4,4-bis(3-methyl-2-thienyl)-3-butenyl>-3-piperidinecarboxylate

Refernces

• 1、 Denton, Travis T.,Zhang, Xiaodong,Cashman, John R.. "5-Substituted, 6-substituted, and unsubstituted 3-heteroaromatic pyridine analogues of nicotine as selective inhibitors of cytochrome P-450 2A6". . p. 224 - 239. Retrieved 2007/10/03.