4-Methyl-3-thiopheneboronic acid

Base Information

• Chemical Name: 4-Methyl-3-thiopheneboronic acid
• CAS No.: 177735-11-4
• Molecular Formula: C5H7BO2S
• Molecular Weight: 141.986
• Hs Code.: 2934999090
• European Community (EC) Number: 846-629-1
• DSSTox Substance ID: DTXSID30408156
• Wikidata: Q72491460
• Mol file: 177735-11-4.mol

Synonyms:4-Methyl-3-thiopheneboronic acid;177735-11-4;(4-methylthiophen-3-yl)boronic Acid;4-Methyl-3-thienylboronic acid;4-methylthiophen-3-ylboronic acid;4-Methylthiophene-3-boronic acid;boronic acid, b-(4-methyl-3-thienyl)-;MFCD04039882;(4-methyl-3-thienyl)boronic acid;Boronic acid, (4-methyl-3-thienyl)-;4-methylthiophen-3ylboronic acid;(4-methylthien-3-yl)boronic acid;SCHEMBL200513;4-Methyl-3-thiopheneboronicacid;DTXSID30408156;LVPFZXKLROORIK-UHFFFAOYSA-N;4-methyl-thiophene 3-boronic acid;4-methyl-thiophene-3-boronic acid;4-Methyl 3-thiophene boronic acid;AKOS015841908;BS-2023;4-Methyl-3-thienylboronic acid, >=95%;SY022597;AM20090051;CS-0152844;FT-0650221;A21442;EN300-212529;J-011313;J-515747;F0001-0647

Chemical Property of 4-Methyl-3-thiopheneboronic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.000448mmHg at 25°C
• Melting Point: 138-144 °C(lit.)
• Refractive Index: 1.55
• Boiling Point: 302.1 °C at 760 mmHg
• Flash Point: 136.5 °C
• PSA: 68.70000
• Density: 1.25 g/cm³
• LogP: -0.26370
• Storage Temp.: 2-8°C
• 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:

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

4-Methyl-3-thiopheneboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CSC=C1C)(O)O

Technology Process of 4-Methyl-3-thiopheneboronic acid

There total 2 articles about 4-Methyl-3-thiopheneboronic 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: 35.0%

4,4,5,5-tetramethyl-2-[4-(methyl)thiophen-3-yl][1,3,2]dioxaborolane (476620-20-9) → 4-methyl-3-thiopheneboronic acid (177735-11-4)

Guidance literature:

With sodium periodate; water; In acetone; at 20 ℃;

Reference yield:

3-bromo-4-methylthiophene (30318-99-1) → 4-methyl-3-thiopheneboronic acid (177735-11-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate / [Pd(1,1'-bis(diphenylphosphino)ferrocene)Cl₂]*CH₂Cl₂ / dimethyl sulfoxide / 85 °C

2: sodium periodate; water / acetone / 20 °C

With sodium periodate; water; potassium acetate; [Pd(1,1'-bis(diphenylphosphino)ferrocene)Cl₂]*CH₂Cl₂; In dimethyl sulfoxide; acetone;

Reference yield: 92.0%

4-Bromo-3-methylbenzoic acid methyl ester (148547-19-7) + 4-methyl-3-thiopheneboronic acid (177735-11-4) → methyl 3-methyl-4-(4-methyl-3-thienyl)benzoate (1140461-84-2)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; toluene; for 3h; Heating / reflux;

upstream raw materials:

4,4,5,5-tetramethyl-2-[4-(methyl)thiophen-3-yl][1,3,2]dioxaborolane

3-bromo-4-methylthiophene

Downstream raw materials:

1-(4-(4-methylthiophen-3-yl)phenyl)propan-1-one

C₁₅H₁₄N₂S

2-fluoro-4-(4-methylthiophen-3-yl)benzaldehyde

3-(2,3-dichlorophenyl)-6-(4-methyl-3-thiophenyl)pyridazine

Refernces