Ortho-Chloro Benzaldehyde is an organic compound consisting of a benzene ring with a chloro group and an aldehyde group attached to it.
It is often used in the synthesis of other organic compounds and in various chemical processes.
CAS Number: 643-73-8
Synonyms:
2-Chlorobenzaldehyde,o-Chlorobenzaldehyde,o-CBA,2-Chlorobenzene carbaldehyde
Introduction
Definition: A thorough explanation of what ortho-chlorobenzaldehyde is, including its chemical structure and common name.
Historical Background: Overview of its discovery, early uses, and its evolution in industrial and academic research.
A look at its role in organic chemistry since its introduction.
Importance in Chemical Synthesis: Why ortho-chlorobenzaldehyde is significant in the context of aromatic aldehydes and its specific uses in synthetic organic chemistry.
Current Research: Brief overview of recent academic studies, patents, and developments focusing on its applications or production methods.
Chemical Properties
Molecular Formula: Explanation of the molecular formula (C7H5ClO) and how it relates to the structure.
Chemical Structure: A detailed breakdown of the chemical structure, including resonance forms and functional groups.
Physical Properties:
Melting and boiling points
Solubility in different solvents (water, organic solvents like ethanol, etc.)
Density and refractive index
Color and appearance
Chemical Reactivity: Detailed discussion of how ortho-chlorobenzaldehyde behaves in various chemical reactions, such as electrophilic aromatic substitution, nucleophilic addition, and oxidation.
Spectroscopic Data: Insight into techniques such as IR, NMR, and Mass Spectrometry for characterizing ortho-chlorobenzaldehyde, with examples of key peaks and their significance.
Synthesis
Methods of Production:
Overview of various synthetic routes, including Friedel-Crafts reactions, direct chlorination of benzaldehyde, and other lab-scale and industrial-scale methods.
Use of reagents such as chlorine gas, sulfuric acid, and aluminum chloride in reactions.
Catalysts and Conditions: Discussion of the catalysts (e.g., Lewis acids) and specific conditions (temperature, pressure, solvent) that influence the synthesis of ortho-chlorobenzaldehyde.
Industrial Production: A look into large-scale manufacturing processes and challenges faced in achieving high purity and yield.
Side Reactions: Common byproducts and how to minimize them.
Applications
In Organic Synthesis: Detailed discussion on how ortho-chlorobenzaldehyde serves as an intermediate for other chemicals such as pharmaceuticals, agrochemicals, and fine chemicals.
Example: Its role in the synthesis of various heterocyclic compounds.
Pharmaceutical Applications: Overview of its use in creating drug molecules, especially in the development of antibacterial or anti-inflammatory agents.
Case study of its role in a pharmaceutical synthesis route.
Fragrance and Flavor Industry: Its application in the formulation of fragrances due to its pleasant, sweet, and somewhat floral odor.
Polymer Chemistry: Potential applications in the development of certain polymer products.
Dyes and Pigments: Role in the synthesis of specific dyes and pigments used in the textile and coating industries.
Environmental Impact and Management
Environmental Effects: Study of how ortho-chlorobenzaldehyde may persist in the environment and the impacts of its release into water and soil.
Potential bioaccumulation and long-term effects on wildlife.
Degradation in the Environment: Discussion of how ortho-chlorobenzaldehyde breaks down in the environment, including photodegradation and microbial degradation.
Waste Management: Best practices for the disposal of ortho-chlorobenzaldehyde and byproducts, ensuring minimal environmental impact.
Techniques like neutralization and use of incineration or controlled landfill processes.
Regulatory Standards: Overview of regulations related to its environmental safety, including legal limits on emissions or disposal in specific regions or industries.
Alternative Compounds
Comparison with Similar Aldehydes: A comparative analysis of ortho-chlorobenzaldehyde with other halogenated benzaldehydes (e.g., para-chlorobenzaldehyde, meta-chlorobenzaldehyde) and non-halogenated benzaldehydes.
Discuss differences in chemical properties, reactivity, and synthetic routes.
Other Chelating Agents or Substitutes: Examination of other aromatic aldehydes or substituted benzaldehydes and their applications, particularly in the fragrance, pharmaceutical, and chemical industries.
Effectiveness in Synthetic Routes: Assessment of how these alternatives perform in terms of yield, selectivity, and environmental impact compared to ortho-chlorobenzaldehyde.
Recent Advances
New Research Findings: Latest academic studies exploring novel applications of ortho-chlorobenzaldehyde, such as its use in nanotechnology or renewable energy systems.
Technological Developments: A look at innovations in its production methods, such as more sustainable or energy-efficient processes.
Advances in greener synthesis methods and catalytic processes.
Emerging Markets: An exploration of new sectors and industries where ortho-chlorobenzaldehyde is gaining traction or showing promise for new uses.
SAFETY INFORMATION ABOUT ORTHO CHLORO BENZALDEHYDE
First aid measures:
Description of first aid measures:
General advice:
Consult a physician.
Show this safety data sheet to the doctor in attendance.
Move out of dangerous area:
If inhaled:
If breathed in, move person into fresh air.
If not breathing, give artificial respiration.
Consult a physician.
In case of skin contact:
Take off contaminated clothing and shoes immediately.
Wash off with soap and plenty of water.
Consult a physician.
In case of eye contact:
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
Continue rinsing eyes during transport to hospital.
If swallowed:
Do NOT induce vomiting.
Never give anything by mouth to an unconscious person.
Rinse mouth with water.
Consult a physician.
Firefighting measures:
Extinguishing media:
Suitable extinguishing media:
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, Nitrogen oxides (NOx), Hydrogen chloride gas
Advice for firefighters:
Wear self-contained breathing apparatus for firefighting if necessary.
Accidental release measures:
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment.
Avoid breathing vapours, mist or gas.
Evacuate personnel to safe areas.
Environmental precautions:
Prevent further leakage or spillage if safe to do so.
Do not let product enter drains.
Discharge into the environment must be avoided.
Methods and materials for containment and cleaning up:
Soak up with inert absorbent material and dispose of as hazardous waste.
Keep in suitable, closed containers for disposal.
Handling and storage:
Precautions for safe handling:
Avoid inhalation of vapour or mist.
Conditions for safe storage, including any incompatibilities:
Keep container tightly closed in a dry and well-ventilated place.
Containers which are opened must be carefully resealed and kept upright to prevent leakage.
Storage class (TRGS 510): 8A: Combustible, corrosive hazardous materials
Exposure controls/personal protection:
Control parameters:
Components with workplace control parameters
Contains no substances with occupational exposure limit values.
Exposure controls:
Appropriate engineering controls:
Handle in accordance with good industrial hygiene and safety practice.
Wash hands before breaks and at the end of workday.
Personal protective equipment:
Eye/face protection:
Tightly fitting safety goggles.
Faceshield (8-inch minimum).
Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection:
Handle with gloves.
Gloves must be inspected prior to use.
Use proper glove
removal technique (without touching glove's outer surface) to avoid skin contact with this product.
Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
Full contact:
Material: Nitrile rubber
Minimum layer thickness: 0.11 mm
Break through time: 480 min
Material tested:Dermatril (KCL 740 / Aldrich Z677272, Size M)
Splash contact
Material: Nitrile rubber
Minimum layer thickness: 0.11 mm
Break through time: 480 min
Material tested:Dermatril (KCL 740 / Aldrich Z677272, Size M)
It should not be construed as offering an approval for any specific use scenario.
Body Protection:
Complete suit protecting against chemicals, The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection:
Where risk assessment shows air-purifying respirators are appropriate use a fullface respirator with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls.
If the respirator is the sole means of protection, use a full-face supplied air respirator.
Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so.
Do not let product enter drains.
Discharge into the environment must be avoided.
Stability and reactivity:
Chemical stability:
Stable under recommended storage conditions.
Incompatible materials:
Strong oxidizing agents:
Hazardous decomposition products:
Hazardous decomposition products formed under fire conditions.
Carbon oxides, Nitrogen oxides (NOx), Hydrogen chloride gas.
Disposal considerations:
Waste treatment methods:
Product:
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contact a licensed professional waste disposal service to dispose of this material.
Contaminated packaging:
Dispose of as unused product