4,4,5,5-Tetramethyl-2-(5-methyl-2-thienyl)-1,3,2-dioxaborolane

Basic Information

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CAS Number

476004-80-5

Molecular Formula

C11H17BO2S

Molecular Weight

224.13 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Boiling Point

308.2℃ at 760 mmHg

SMILES

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Cc1ccc(s1)B2OC(C)(C)C(C)(C)O2

InChI

InChI=1S/C11H17BO2S/c1-8-6-7-9(15-8)12-13-10(2,3)11(4,5)14-12/h6-7H,1-5H3

InChIKey

LTOLNTYOBPPFLS-UHFFFAOYSA-N

LogP

2.3557200000000007

Topological Polar Surface Area

18.46 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

239

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

4,4,5,5-Tetramethyl-2-(5-methylthiophen-2-yl)-1,3,2-dioxaborolane
5-METHYLTHIOPHENE-2-BORONIC ACID PINACOL ESTER
2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-methylthiophene
2-methyl-5-(pinacolboryl)thiophene
4,4,5,5-tetramethyl-2-(5-methylthiophen-2-yl)-[1,3,2]dioxaborolane
4,4,5,5-tetramethyl-2-(5-methylthiophen-2-yl)-1,3,2-dioxoborolane
5-(2-Methylthiophene)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
5-(2-methylthiophene)-4,4,5,5-tetramethyl-1,3,2-dioxoborolane
OR2393
5-Methylthiophene-2-boronic acid, pinacol ester
1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(5-methyl-2-thienyl)-
AMTB677
LTOLNTYOBPPFLS-UHFFFAOYSA-N
AB22291
AB0009145
ST24032675
5-Methyl-2-thiopheneboronic a
4,4,5,5-tetramethyl-2-(5-methylthiophen-2-yl)-1,3,2-dioxaborolane

MDL Number

MFCD05664108

FAQ

What are the physical and chemical properties of 4,4,5,5-Tetramethyl-2-(5-methyl-2-thienyl)-1,3,2-dioxaborolane (CAS: 476004-80-5)?

4,4,5,5-Tetramethyl-2-(5-methyl-2-thienyl)-1,3,2-dioxaborolane is a colorless, crystalline solid. It has a molecular weight of approximately 262.15 g/mol and a melting point of 62-64°C. The compound is soluble in organic solvents such as dichloromethane and toluene. It is less soluble in water. Chemically, it is reactive towards nucleophiles and can undergo various transformations such as substitution and addition reactions.

How is 4,4,5,5-Tetramethyl-2-(5-methyl-2-thienyl)-1,3,2-dioxaborolane (CAS: 476004-80-5) typically synthesized?

4,4,5,5-Tetramethyl-2-(5-methyl-2-thienyl)-1,3,2-dioxaborolane is typically synthesized via a multistep process involving the reaction of thiophene with methyl orthoformate in the presence of a catalyst such as tetrakis(triphenylphosphine)palladium(0). The overall reaction involves the formation of an intermediate, followed by dioxaborolane formation. The yield is generally high, and the method is highly selective.

What industries use 4,4,5,5-Tetramethyl-2-(5-methyl-2-thienyl)-1,3,2-dioxaborolane (CAS: 476004-80-5)?

4,4,5,5-Tetramethyl-2-(5-methyl-2-thienyl)-1,3,2-dioxaborolane is used in the pharmaceutical industry for the synthesis of medicinal compounds, particularly in the development of nucleoside analogs. It is also used in the polymer industry as a monomer and in the semiconductor industry for the production of organic semiconductors. Additionally, it finds applications in the development of sensors and other advanced materials.

What precautions should be taken when handling 4,4,5,5-Tetramethyl-2-(5-methyl-2-thienyl)-1,3,2-dioxaborolane (CAS: 476004-80-5)?

When handling 4,4,5,5-Tetramethyl-2-(5-methyl-2-thienyl)-1,3,2-dioxaborolane, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coat. Ensure the use of a fume hood to avoid inhalation risk. Spills should be cleaned up using appropriate absorbent materials and disposing of residues in accordance with local regulations. Refer to the safety data sheet (SDS) for detailed handling and emergency procedures.