2,4-Dichlorobenzaldehyde
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2,4-Dichlorobenzaldehyde
structure -
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CAS No:
874-42-0
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Formula:
C7H4Cl2O
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Chemical Name:
2,4-Dichlorobenzaldehyde
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Synonyms:
Benzaldehyde,2,4-dichloro-;2,4-Dichlorobenzaldehyde;o,p-Dichlorobenzaldehyde;NSC 8762;2,4-Dichlorophenylcarboxaldehyde
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CAS No:
Description
light yellow to beige crystalline powder, crystals
2,4-dichlorobenzaldehyde appears as white crystalline solid or off-white chunky solid with black specks and a pungent odor. Average shelf life 1 year in a closed container. (NTP, 1992)
2,4-dichlorobenzaldehyde appears as white crystalline solid or off-white chunky solid with black specks and a pungent odor. Average shelf life 1 year in a closed container. (NTP, 1992)
2,4-Dichlorobenzaldehyde Basic Attributes
175.01
175.01
471601
212-861-1
Z08QL2124R
8762
3261
DTXSID1022130
29130000
Characteristics
17.1
2.80590
Light yellow to beige Crystalline Powder, Crystals and/or Chunks
1.3456 (rough estimate)
72 °C
233 °C
135 °C
1.6
H2O: <0.1 g/100 mL at 24 ºC
Store below +30°C.
LD50 orally in Rabbit: 3470 mg/kg
Sensitive to light. May also be sensitive to prolonged exposure to air and moisture. Insoluble in water.
Aldehydes
2,4-DICHLOROBENZALDEHYDE is incompatible with iron, oxygen and oxygen-containing materials. It is also incompatible with strong oxidizers and strong bases. (NTP, 1992)
Safety Information
III
8
UN 3261 8/PG 2
2
34-51/53-36/37/38
26-36/37/39-45-61-37/39
C,N,Xi
Corrosive
Stable at room temperature in closed containers under normal storage and handling conditions.
This compound is combustible. (NTP, 1992)
|Danger|H314 (98.54%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P264, P273, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P391, P405, and P501|Aggregated GHS information provided by 206 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should protect this chemical from exposure to light. Keep the container tightly closed under an inert atmosphere, and store under refrigerated temperatures. (NTP, 1992)
MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. Splash proof safety goggles should be worn while handling this chemical. Alternatively, a full face respirator, equipped as above, may be used to provide simultaneous eye and respiratory protection. (NTP, 1992)
Drug Information
SYMPTOMS: Symptoms of exposure to this chemical are eye, skin and upper respiratory tract irritation. Other symptoms of exposure may include a burning sensation, shortness of breath, headache, laryngitis, nausea and vomiting. Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis and pulmonary edema. ACUTE/CHRONIC HAZARDS: This compound is corrosive to the mucous membranes, upper respiratory tract, eyes and skin. It is harmful if ingested, inhaled or absorbed through the skin. When heated to decomposition it may emit toxic fumes of hydrogen chlorides. (NTP, 1992)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. Corrosive chemicals will destroy the membranes of the mouth, throat, and esophagus and, in addition, have a high risk of being aspirated into the victim's lungs during vomiting which increases the medical problems. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. Transport the victim IMMEDIATELY to a hospital. (NTP, 1992)
2,4-Dichlorobenzaldehyde Use and Manufacturing
The preparation method is to hydrolyze 2, 4-dichlorobenzylidene dichloride obtained by side chain chlorination of 2, 4-dichlorotoluene under illumination to obtain 2, 4-dichlorobenzaldehyde. Add 2, 4-dichlorotoluene and catalyst PCl3 (approximately 1% of the mass of 2, 4-dichlorotoluene) into the chlorination reactor, heat to 120°C, and pass chlorine gas under light conditions to react. When the conversion rate of 2, 4-dichlorotoluene is ≥99% after sampling and GC analysis, it is the end point of the chlorination reaction and the chlorinated product is obtained, 2, 4-dichlorobenzyl chloride 0.62%, 2, 4-dichlorobenzene Benzyl dichloride 85.18%, α, α, α-trichloro-2, 4-dichlorotoluene 13.83%. The yield of 2, 4-dichlorobenzylidene dichloride reached 87.1%. Put the crude 2, 4-dichlorobenzylidene dichloride and the catalyst metal oxide into the hydrolysis kettle, heat it to 100°C, add an appropriate amount of water dropwise to carry out the hydrolysis reaction, take a sample for about 3.5 hours and analyze it by GC. 2, 4 The conversion rate of dichlorobenzylidene dichloride>99% is the end point of the hydrolysis reaction. Let stand for several hours to separate the water layer. Wash the oil layer with 10% NaCO and neutralize it to alkalinity. Separate the hydrolyzed aldehyde from acid. Crude aldehyde After distillation, 2, 4-dichlorobenzaldehyde was obtained. At present, the new process for the synthesis of 2, 4-dichlorobenzaldehyde adopts the pentanedione method, that is, pentanedione is cyclized in the presence of DME and POCl3 to obtain 2, 4-dichlorobenzaldehyde. The yield of the one-step process is 65%. ~75%, but further research is needed for industrialization.
Used as an intermediate for pesticides and dyes, and an important intermediate for synthesizing the fungicide enazolol
Benzaldehyde, 2,4-dichloro-: ACTIVE
Computed Properties
Molecular Weight:175.01
XLogP3:3
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:173.9639201
Monoisotopic Mass:173.9639201
Topological Polar Surface Area:17.1
Heavy Atom Count:10
Complexity:127
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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