176672-49-4

Basic information

• Product Name: 4-T-BUTOXYPHENYLBORONIC ACID
• Synonyms: RARECHEM AX KI 1001;4-T-BUTOXYPHENYLBORONIC ACID;(4-TERT-BUTOXYPHENYL)BORONIC ACID;AKOS BRN-0883;4-tert-Buthoxyphenyl boronic acid
• CAS NO: 176672-49-4
• Molecular Formula: C₁₀H₁₅BO₃
• Molecular Weight: 194.04
• Product Categories: Boronic Acid
• Mol File: 176672-49-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 328.1 °C at 760 mmHg
• Flash Point: 152.2 °C
• Appearance: /
• Density: 1.08 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 8.73±0.16(Predicted)
• CAS DataBase Reference: 4-T-BUTOXYPHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-T-BUTOXYPHENYLBORONIC ACID(176672-49-4)
• EPA Substance Registry System: 4-T-BUTOXYPHENYLBORONIC ACID(176672-49-4)

Safety Data

• Hazardous Substances Data: 176672-49-4(Hazardous Substances Data)

Usage

Description

4-T-BUTOXYPHENYLBORONIC ACID, also known as 4-tert-butoxyphenylboronic acid, is an organic compound with the molecular formula C10H15BO3. It is a white crystalline solid that is soluble in organic solvents. 4-T-BUTOXYPHENYLBORONIC ACID is characterized by its boronic acid functional group, which plays a crucial role in its reactivity and applications.

Uses

Used in Chemical Synthesis:
4-T-BUTOXYPHENYLBORONIC ACID is used as a synthetic intermediate for the preparation of various organic compounds, particularly in the cross-coupling reactions of nitrohalobenzenes with phenylboronic acids. This reaction, followed by deprotection, leads to the formation of nitrophenylphenol derivatives, which are valuable in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-T-BUTOXYPHENYLBORONIC ACID is used as a key building block for the synthesis of complex molecular structures, including those with potential therapeutic applications. Its reactivity in cross-coupling reactions allows for the creation of diverse chemical entities that can be further modified to develop new drugs with improved pharmacological properties.
Used in Material Science:
4-T-BUTOXYPHENYLBORONIC ACID can also be utilized in the development of advanced materials, such as polymers and coatings, due to its ability to form stable cross-linked structures. These materials can exhibit unique properties, such as enhanced thermal stability, chemical resistance, and mechanical strength, making them suitable for various industrial applications.

Upstream product

• 5419-55-6 Triisopropyl borate 
• 60876-70-2 4-tert-butoxybromobenzene 

Downstream Products

• 1415714-25-8 1-benzyl-4-benzyloxy-3-(4-trifluoromethoxyphenyl)pyridin-2(1H)-one 
• 1097302-76-5 [2-(4-tertbutyloxy-phenyl)-3-(4-benzyloxy)phenoxy]benzo[b]thiophene 

Relevant articles and documents

Compounds

A compound of formula I,wherein- X represents (CH2)n O, (CH2)n S or C2 alkylene;n represents 1 or 2; Ar1 represents indanyl, tetrahydronaphthyl, naphthyl or phenyl, which latter two groups may be substituted by one or more substituents selected from chloro, fluoro, OR1, O(CH2)m CONR20R21, C(O)R2, C1-6 alkyl (optionally substituted by one or more fluorine atoms), pyridyl, thiazinyl, phenyl or C7-9 alkylphenyl which latter two groups are optionally substituted by one or more substituent selected from halo, nitro, OR3, C1-6 alkyl (optionally substituted by one or more fluorine atoms), C(O)R4, C(O)OR5, C(O)N(R6)R7, CN, CH2OR14, CH2NR15R16, N(R8)R9, N(R10)SO2R11, N(R12)C(O)R13, OC(O)R19 and SO2NR17R18; m represents an integer 1 to 3; R1, R2 and R3 independently represent H, C1-10 alkyl (optionally substituted by one or more fluorine atoms), C7-9 alkylphenyl or phenyl, which latter group is optionally substituted by hydroxy; and R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, R18, R19, R20 and R21 independently represent H, C1-6 alkyl (optionally substituted by one or more fluorine atoms) or phenyl; in which any alkyl group present may be interrupted by one or more oxygen atoms; provided that when X represents CH2CH2, Ar1 may not represent phenyl or phenyl substituted with one or more substituents OR1, in which R1 represents C1-10 alkyl; or a pharmaceutically acceptable derivative thereof, may be used for the treatment of a reversible obstructive airways disease or allergic conditions of the skin, nose and eye