105365-51-3

Basic information

• Product Name: 4-Butoxyphenylboronic Acid
• Synonyms: P-BUTOXYPHENYLBORONIC ACID;4-BUTOXYPHENYLBORONIC ACID;(4-N-BUTOXYPHENYL)BORONIC ACID;AKOS BRN-0163;4-BUTOXYCARBONYLBORONIC ACID;4-BUTOXYMETHYLBORONICACID;4-Butyloxyphenylboronic acid;4-Butoxyphenylboronic Acid (contains varying amounts of Anhydride)
• CAS NO: 105365-51-3
• Molecular Formula: C₁₀H₁₅BO₃
• Molecular Weight: 194.04
• Product Categories: blocks;BoronicAcids;Boronic acids;Boronic acid;Aryl;Boronic Acids;Boronic Acids and Derivatives
• Mol File: 105365-51-3.mol

Chemical Properties

• Melting Point: 106-108 °C(lit.)
• Boiling Point: 342.285 °C at 760 mmHg
• Flash Point: 160.808 °C
• Appearance: off-white solid
• Density: 1.085 g/cm³
• Vapor Pressure: 2.92E-05mmHg at 25°C
• Refractive Index: 1.51
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 8.72±0.16(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 4-Butoxyphenylboronic Acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Butoxyphenylboronic Acid(105365-51-3)
• EPA Substance Registry System: 4-Butoxyphenylboronic Acid(105365-51-3)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 105365-51-3(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-Butoxyphenylboronic Acid is used as a reactant for Suzuki-Miyaura cross-coupling reactions, which are widely used in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and materials.
Used in Condensation Reactions:
4-Butoxyphenylboronic Acid is used as a reactant in condensation reactions, which are important for the formation of complex organic molecules and the synthesis of natural products.
Used in Synthesis of Azobenzene-Functionalized Compounds:
4-Butoxyphenylboronic Acid is used as a reactant for the synthesis of azobenzene-functionalized compounds, which have potential applications in the development of smart materials and molecular switches.
Used in Preparation of Highly Fluorescent Diketopyrrolopyrrole Derivatives:
4-Butoxyphenylboronic Acid is used as a reactant for the preparation of highly fluorescent diketopyrrolopyrrole derivatives, which have potential applications in the fields of bioimaging, sensing, and optoelectronics.
Used in Rhodium-Catalyzed Suzuki-Type Cross-Coupling:
4-Butoxyphenylboronic Acid is used as a reactant in rhodium-catalyzed Suzuki-type cross-coupling reactions, which are useful for the synthesis of various organic compounds, including heterocycles and natural products.
Used in Copper-Catalyzed Asymmetric Conjugate Reduction of Coumarins:
4-Butoxyphenylboronic Acid is used as a reactant in copper-catalyzed asymmetric conjugate reduction of coumarins, which is an important reaction for the synthesis of enantioenriched compounds with potential applications in pharmaceuticals and agrochemicals.
General Description:
4-Butoxyphenylboronic Acid contains varying amounts of anhydride, which may affect its reactivity and applications in different chemical reactions.

InChI:InChI=1/C10H15BO3/c1-2-3-8-14-10-6-4-9(5-7-10)11(12)13/h4-7,12-13H,2-3,8H2,1H3

Upstream product

• 109-65-9 1-bromo-butane 
• 106-41-2 4-bromo-phenol 
• 39969-57-8 1-bromo-4-butoxybenzene 

Downstream Products

• 406461-38-9 5-bromo-2-(4-butoxy-phenyl)-pyrimidine 
• 220615-62-3 1-((4'-butoxy(1,1'-biphenyl)-4-yl)thio)-3-(4,4-dimethyl-2,5-dioxoimidazolidin-1-yl)-2-propanone 
• 500297-82-5 2-acetoxy-1,1-bis-(4-butoxyphenyl)-4-triethylsilyl-but-1-en-3-yne 
• 872410-02-1 methyl 8-(4,4''-dibutyloxy-p-terphenyl-2'-yloxy)-3,6-dioxaoctanoate 

Relevant articles and documents

Design and synthesis of a new family of fluorinated liquid crystals

A convenient and simple three-step pathway to the new family of CF 2CF2S-bridged alkanes and CF2S-, CF 2O-bridged alkenes and alkynes was elaborated by using catalytic olefination reaction as a key step of the s

Synthesis and Properties of Liquid Crystalline 4,4 -Dialkoxy-2'-Methyl-p-Terphenyls

A new series of laterally substituted terphenyl compounds, 4,4 -dialkoxy-2'-methyl-p-terphenyls (n = 1-12), were synthesized. Their liquid crystallinities were characterized by means of polarizing optical microscopy (POM), differential scanning calorimetry (DSC), and X-ray difraction (XRD). The influence of the length of the terminal alkoxy groups on the liquid crystalline behavior was investigated. It was found that the compounds with shorter end chains (n a smectic A mesophase is exhibited for those with longer end chains (9 = n = 12).