4-Propylphenylboronic acid, also known as propylphenylboronic acid or 4-n-propylphenylboronic acid, is an organic chemical substance that has wide applications in biochemical research and industrial production. CAS 134150-01-9, Molecular formula C9H13BO2, white or off white powder. Slightly soluble in water, soluble in ethanol, dimethylformamide, and dichloromethane. It is a weak acid that can react with some nucleophilic reagents, such as Grignard reagent, organolithium reagent, etc., to generate corresponding compounds. It can also undergo Suzuki Miyaura coupling reaction with another organic compound (such as aldehyde, ketone, acid, etc.) to synthesize organic molecules containing aromatic groups.
Can be used to prepare 9,9'- anthracene derivatives 10,10' - di (4-propyl) phenyl-9,9 '- anthracene. Anthracene is a typical fluorescent material, which is often used as a precursor to improve its properties through various substituents. Anthracene derivatives have the advantages of high fluorescence quantum efficiency, good film-forming properties, and high stability. It can be used as a raw material for Suzuki coupling reaction, reacting with halogenated hydrocarbons and other compounds to generate organic compounds with specific structures.
|
C.F |
C9H13BO2 |
|
E.M |
164 |
|
M.W |
164 |
|
m/z |
164 (100.0%), 163 (24.8%), 165 (9.7%), 164 (2.4%) |
|
E.A |
C, 65.91; H, 7.99; B, 6.59; O, 19.51 |
|
|
|
Stability
Physical stability
4-propylphenylboronic acid exhibits excellent physical stability under dry and sealed conditions. Its melting point ranges from 89 to 97°C, indicating that it is in a solid state at room temperature and is not prone to phase changes. During storage, it should be avoided from high-temperature environments as its predicted boiling point is 299.1 ± 33.0°C, and high temperatures may lead to decomposition or volatilization. Additionally, this substance is sensitive to humidity and needs to be sealed for storage to prevent moisture absorption.
Chemical stability
In terms of chemical stability, 4-Propylbenzhydrazide should be prevented from contact with strong oxidants (such as potassium permanganate), strong acids (such as hydrochloric acid), and metal ions to avoid oxidation, acidolysis, or coordination reactions. Storage in an inert atmosphere (such as nitrogen) can further extend its shelf life. Experiments have shown that at -20°C, its solution can be stably stored for 1 month; while at -80°C, the storage period can be extended to 6 months, indicating.
Reactivity stability
In the Suzuki coupling reaction, 4-Propylbenzhydrazide exhibits high reactivity stability. The boronic acid group can efficiently form biphenyl compounds with halogenated aromatics under the action of a palladium catalyst, with a yield typically > 85%. The introduction of the propyl chain reduces molecular symmetry and enhances hydrophobicity, facilitating the optimization of reaction selectivity. However, during the reaction, strict control of temperature (80-100°C) and nitrogen protection is necessary.
4-Propylphenylboronic acid is an organic boron compound with the molecular formula C₉H₁₃BO₂. It appears as a white to off-white solid powder and has a pungent odor. The boronic acid group (-B(OH)₂) in its molecule endows it with unique chemical properties, which are widely applied in materials science, pharmaceutical synthesis, and biomedical fields. However, its potential health and environmental risks require users to strictly follow safety guidelines. The following is an explanation from five aspects: personal protection, operation norms, storage conditions, emergency handling, and waste management.
Operating Procedures
Ventilation Requirements
All operations should be conducted in a fume hood or local exhaust system to ensure air circulation. The air velocity of the fume hood should be ≥ 0.5m/s, and the exhaust efficiency should be regularly tested. If operating in an open space, use a portable exhaust fan to maintain air flow.
Avoid Contact and Inhalation
It is strictly prohibited to touch the material directly with hands. Use specialized tools to take samples. Conduct weighing in a fume hood to prevent dust dispersion. During the operation, do not eat, smoke, apply makeup to prevent material from being ingested through the mouth or skin.
Dust Prevention Measures
When transferring or mixing materials, handle them gently to avoid vigorous shaking or tipping. If dust is generated, immediately stop the operation, cover with a damp cloth, and clean it. Do not use brooms or compressed air to sweep, as this may cause dust to fly.
Application of functional materials, pesticides, and fine chemicals
Preparation of Liquid Crystal Materials
4-Propylphenylboronic acid, with its regular para substituted molecular structure, can be synthesized into biphenyl based liquid crystal monomers through coupling reactions. Molecules with rigid aromatic rings and flexible propyl alkyl chains can significantly enhance the thermal stability of liquid crystal products and broaden the normal operating temperature range of liquid crystals.
At the same time, it strengthens the molecular optical anisotropy, enabling liquid crystals to have more sensitive photoelectric response speed, widely used in the production of industrial display liquid crystals, temperature controlled liquid crystals, and intelligent dimming liquid crystal raw materials, and adapted to various liquid crystal formula synthesis needs.
Synthesis of agricultural pesticide intermediates
By utilizing its own phenylboronic acid active reaction sites, it can undergo condensation and coupling reactions with various heterocyclic compounds, efficiently synthesizing high-end heterocyclic pesticide intermediates such as pyridine biphenyl and pyrimidine biphenyl. This intermediate is further processed to produce agricultural pesticides such as fungicides, insecticides, and herbicides. The propyl side chain structure can enhance the field penetration ability and attachment retention time of pesticide molecules, enhance the persistence of drug efficacy, reduce pesticide volatilization and loss, and be suitable for green and efficient pesticide research and production.
High end fine chemicals
In the fine chemical industry, it has rich application scenarios and can be used as a core raw material to synthesize high weather resistance industrial dyes and high brightness organic fluorescent probes; Simultaneously, it can coordinate and synthesize various organic metal catalytic ligands for use in fine chemical catalytic reaction systems. The produced fluorescent probe has strong stability and clear fluorescence signal, and is suitable for fields such as chemical detection and biological tracing; The prepared organic metal ligands have high catalytic activity and can effectively improve the efficiency of various fine synthesis reactions and product purity.
Storage Conditions
Temperature and Humidity Control
Materials should be stored in a sealed, dry, and cool place, avoiding direct sunlight. It is recommended to store at a temperature of 2-8°C (short-term) or -20°C (long-term), with a relative humidity of ≤ 50%. If the material is in solution form, adjust the storage conditions according to the solvent properties (such as -80°C for acetonitrile solution).
Container Selection
Use glass bottles or polyethylene (PE) bottles for sealing storage. Avoid using metal containers (boric acid may react with metals). Containers should be labeled with the material name, CAS number (134150-01-9), storage conditions, and expiration date.
Isolation and Fire Prevention
Materials should be stored separately from oxidants (such as potassium permanganate), strong acids (such as hydrochloric acid), and food to prevent cross-contamination or accidental reactions. The storage area should be equipped with fire extinguishers (recommended carbon dioxide or dry powder extinguishers), and the "flammable solid" warning sign should be posted.
Waste Management
Classification Collection
Wastes should be collected according to local environmental protection requirements, classified as solid waste, liquid waste, and contaminated containers. Solid waste should be sealed in double-layer plastic bags, and liquid waste should be poured into a dedicated recycling bucket and labeled with the "hazardous waste" sign.
Professional Handling
It is prohibited to directly discharge into sewers or soil. Such waste must be handled by institutions with qualifications for handling hazardous waste. Before disposal, a "Transfer Form for Hazardous Waste" needs to be filled out, documenting the type, quantity and handling method of the waste.
Packaging suggestions
The contaminated containers should be rinsed with clean water three times. The rinse water should be treated as waste.
Empty containers should have their packaging destroyed (such as puncturing the bottle), to prevent misuse.
Safety
Health hazards
The health impact of it mainly manifests in acute toxicity. Animal experiments show that its estimated acute oral toxicity value is 740 mg/kg, which is considered a low-toxic substance. However, direct contact may cause irritation to the skin and eyes, although it is not classified as corrosive or severely damaging to the eyes, protective equipment (such as gloves and goggles) still needs to be worn to reduce risks. Inhalation of dust or steam may cause respiratory tract irritation. During operation, ensure good ventilation.
Environmental hazards
The environmental impact of this substance has not been clearly classified yet. However, based on its chemical properties, it should be avoided from being directly discharged into water bodies or soil. Wastes need to be handled by professional institutions to prevent ecological pollution. Its biodegradability data is limited, but it is speculated that the degradation rate in natural environments is relatively slow, and it needs to be managed with caution.
Safety operation guidelines
When operating 4-propylboronic acid, strict safety guidelines must be followed. In terms of personal protection, one should wear laboratory coats, gloves and goggles to avoid skin and eye contact. The operation area should be kept well-ventilated to prevent dust accumulation. Storage should be sealed and placed in a dry, cool place, away from fire sources and oxidants. In case of emergency, if there is a leakage, use a wet cloth to cover and clean it, and do not use brooms or compressed air to sweep.
4-Propylbenzeneboronic acid is widely used in scientific research and industry, but its irritancy and potential health risks cannot be ignored. Users must strictly control the experiment from five aspects: personal protection, operation standards, storage conditions, emergency handling and waste management to ensure safety. In the future, with the development of green chemistry and precision medicine, the application potential of 4-Propylbenzeneboronic acid will be further released, but safety regulations will always be the prerequisite for its application.
FAQ
4Propylphenylboronic Acid is a classic aromatic boronic acid compound, mainly serving as key synthetic building block for Suzuki coupling reactions. It is widely used in pharmaceutical intermediate synthesis, liquid crystal material preparation and fine chemical production. It can efficiently construct various biphenyl skeletons, and its propyl side chain can effectively adjust the lipophilicity and structural stability of target products, meeting the synthesis demands of multiple high-purity fine chemicals.
This raw material owns stable physical and chemical properties with good solubility in common organic solvents. It features high reaction activity and strong functional group tolerance in cross-coupling reactions, which can effectively raise reaction yield and simplify post-separation procedures. Compared with similar boronic acid products, its molecular structure has better thermal stability, not easy to decompose in conventional reaction environments, and is suitable for laboratory research and industrial scale-up production.
It needs to be sealed and stored in dry, cool and dark environment, kept away from moisture, high temperature and strong oxidizing substances, so as to avoid hydrolysis and activity decline, and effectively maintain its effective content and reaction activity for long-term use.
Hot Tags: 4-propylphenylboronic acid cas 134150-01-9, suppliers, manufacturers, factory, wholesale, buy, price, bulk, for sale, 4'-Aminoacetanilide CAS 122-80-5, 6 Nitro 1 diazo 2 naphthol 4 sulfonic Acid, tert Butyldimethylsilyl chloride, 1 2 4 Triazole CAS 288 88 0, Bromocyclohexane CAS 108 85 0, Thiophosgene