2,4-Dichlorotoluene
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2,4-Dichlorotoluene
structure -
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CAS No:
95-73-8
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Formula:
C7H6Cl2
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Chemical Name:
2,4-Dichlorotoluene
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Synonyms:
Benzene,2,4-dichloro-1-methyl-;Toluene,2,4-dichloro-;2,4-Dichloro-1-methylbenzene;2,4-Dichlorotoluene;1,3-Dichloro-4-methylbenzene;NSC 8764
- Categories:
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CAS No:
Description
clear colorless liquid
2,4-dichlorotoluene is a clear colorless liquid. (NTP, 1992)|COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.
2,4-dichlorotoluene is a clear colorless liquid. (NTP, 1992)|2,4-Dichlorotoluene is a dichlorobenzene.
2,4-Dichlorotoluene Basic Attributes
161.03
161.03
1931691
202-445-8
3S32N6LG3X
1727
8764
2810|3082
DTXSID5040702
Colorless liquid
29036990
Characteristics
0
4.24
Clear colorless Liquid
1.2476 g/cm3 @ Temp: 20 °C
-13.5 °C
201 °C @ Press: 760 Torr
175 °F
1.543
Solubility in water, g/100ml at 20°C: (very poor)
Store below +30°C.
Vapour pressure, kPa at 50°C: 0.4
Relative vapour density (air = 1): 5.56
Oral-rat LD50: 2400 mg/kg;Oral-Mouse LD50: 2400 mg/kg
Open flame is flammable; burning releases toxic chloride fumes
vol% in air: 1.9.5
Weight 10.34 lb/gal|The use of global and substituent physicochemical structure descriptors for quantitative structure-property relationship studies has been evaluated through direct and autocorrelated applications. Partial least squares analysis has been used to predict the partition coefficient for octanol/water, log P, for chlorinated alkylbenzenes. This investigation revealed that various of the physicochemical parameters considered were highly correlated with the partition coefficient and that partial least square models based on global, direct or autocorrelated substituent parameters all seem to be adequate for prediction of log P, as compared to results obtained experimentally or by means of standard substituent calculation schemes. However, the use of autocorrelation vectors of connectivity, steric and electronic effects may be preferably due to a high degree of explanation of the molecular descriptor variance.
Insoluble in water.
Aryl Halides
Simple aromatic halogenated organic compounds, such as 2,4-DICHLOROTOLUENE, are very unreactive. Halogenated organics generally become less reactive as more of their hydrogen atoms are replaced with halogen atoms. Materials in this group may be incompatible with strong oxidizing and reducing agents. Also, they may be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.
As a result of flow, agitation, etc., electrostatic charges can be generated.
Safety Information
III
9
UN 2810
2
36/37/38
23-24/25
XT0730000
Xi
Treasury is ventilated at low temperature and dry; stored separately from oxidants and food additives
Harmful
Stable at room temperature in closed containers under normal storage and handling conditions.
P201, P202, P210, P260, P261, P264, P271, P273, P280, P281, P302+P352, P304+P340, P308+P313, P312, P314, P321, P332+P313, P362, P370+P378, P391, P403+P233, P403+P235, P405, P501
H227
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Shafer KH et al; Anal Chem 56 (2): 237-40 (1984). Detection of aromatic hydrocarbons in hazardous waste, by gas chromatography-Fourier transform IR spectometry and by gas chromatography-mass spectometry.|Sixt S et al; Chemosphere 30 (12): 2397-414 (1995). The acute toxicity to Photobacterium phosphoreum (Microtox test) of a set of 80 chlorinated compounds, containing aliphatics, benzenes, toluenes, phenols and anilines, was investigated using 'Theoretical Linear Solvation Energy Relationship' parameters. Quantitative Structure Activity Relationships were developed for chemical and toxicological subsets. Molecular volume revealed to be the most important Theoretical Linear Solvation Energy Relationship descriptor. For the complete data set and for the phenols the Theoretical Linear Solvation Energy Relationship descriptors are superior to log P alone. In the case of the phenols this is related to electronic information being inherent in the electrostatic parameter q-, which is correlated to the pKa of the compounds. For the benzenes a quadratic term in Vmc was very useful for the description of the toxicity, Many of the chlorinated aliphatics do not fit the narcosis II Quantitative Structural Activity Relationship. Enhanced chemical reactivity due to the chlorine substitution may lead to activation or biodegradation of these compounds. The attempt to establish narcosis II Quantitative Structural Activity Relationships for the polar narcotic chloroanilines and -phenols was unsuccessful. It seems that some chloroanilines interact directly with the bioluminescence system of P. phosphoreum. The authors emphasize that the concept of baseline narcosis implies that the pure narcosis II mechanism decreases with increasing log P. The site of toxic action for narcosis II is therefore thought to be hydrophilic. Uncoupling of oxidative phosphorylation seems to play a minor role in the photobacterium than it does in fish. Reasons for this may be the ability of bacteria to crack and detoxify aromatic rings or the relative robustness of oxidative phosphorylation in bacteria.
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. (ERG, 2016)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 87 °C explosive vapour/air mixtures may be formed.
|Warning|H315 (14.58%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P273, P280, P302+P352, P321, P332+P313, P362, P391, and P501|Aggregated GHS information provided by 52 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H227: Combustible liquid [Warning Flammable liquids]|P201, P202, P210, P260, P261, P264, P271, P273, P280, P281, P302+P352, P304+P340, P308+P313, P312, P314, P321, P332+P313, P362, P370+P378, P391, P403+P233, P403+P235, P405, and P501|P201, P202, P210, P260, P261, P271, P280, P281, P304+P340, P308+P313, P312, P314, P370+P378, P403+P233, P403+P235, P405, and P501
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (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: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong 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 store this material in a refrigerator. (NTP, 1992)
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. RECOMMENDED GLOVE MATERIALS: Permeation data indicate that butyl rubber gloves may provide protection to contact with this compound. Butyl rubber over latex gloves is recommended. However, if this chemical makes direct contact with your gloves, or if a tear, hole or puncture develops, remove them at once. (NTP, 1992)|Personnel protection: ... Wear appropriate chemical protective gloves, boots and goggles. /Chlorotoluenes/
COMBUSTIBLE /DICHLOROTOLUENE/|Fire point: 383 °F, open cup
Explosive limits , vol% in air: 1.9-4.5
If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. /Chlorotoluenes/
AVOID PROLONGED BREATHING OF VAPOR. USE WITH ADEQUATE VENTILATION. /4-Chlorotoluene/|If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock-down vapors. /Chlorotoluenes/|Personnel protection: Avoid breathing vapors. Keep upwind. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. /Chlorotoluenes/
/GUIDE 129: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with "P" may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. /Chlorotoluenes/|/GUIDE 129: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Health: May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. /Chlorotoluenes/|/GUIDE 129: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering. /Chlorotoluenes/|/GUIDE 129: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. /Chlorotoluenes/|For more DOT Emergency Guidelines (Complete) data for 2,4-DICHLOROTOLUENE (8 total), please visit the HSDB record page.
No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.
... strong irritant /4-Chlorotoluene/
Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Remove vapour with fine water spray.
Provision to contain effluent from fire extinguishing. Separated from strong bases and strong oxidants. Cool. Keep in a well-ventilated room. Store in an area without drain or sewer access.
No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
The substance is mildly irritating to the skin.
NO open flames. Above 87 °C use a closed system and ventilation.
Use ventilation, local exhaust or breathing protection.
Protective gloves.
Wear safety goggles.
The major hazards encountered in the use and handling of 2,4-dichlorotoluene stem from its toxicologic properties and flammability. Exposure to 2,4-dichlorotoluene may occur via inhalation or dermal routes, primarily resulting from occupational activities including those associated with its use as a high boiling solvent and as an intermediate in organic synthesis. Because it is a strong irritant, personnel involved with 2,4-dichlorotoluene should wear boots, protective gloves, and goggles, at a minimum. Avoid breathing vapor or, to enter a contaminated area freely, wear full face mask self-contained breathing apparatus which provides eye protection. Broken packages containing 2,4-dichlorotoluene should not be handled without protective equipment. Any of this material which contacts the body must be washed away with copious amounts of water. While substance must be moderately heated before ignition occurs (flashpoint: 199 °F, open cup), 2,4-dichlorotoluene is, nevertheless, considered a combustion hazard. Normal fire fighting procedures may be employed, which includes the use of "alcohol" foam, or dry chemical extinguishing agents. Water also may be used in flooding quantities as a fog or spray (solid streams may be ineffective) to extinguish the fire or cool containers. Application of water should be from as far a distance as possible. This substance is considered to be normally stable, even under fire exposure conditions. Nonetheless, it should be stored away from sparks, flames, or other sources ignition. Shipping regulations and other DOT regulatory requirements should be consulted before transport. If 2,4-dichlorotoluene spills, keep material out of water sources and sewers; building dikes to contain the flow as necessary. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance.
In a comprehensive survey of wastewater from 4000 industrial and publicly owned treatment works (POTWs) sponsored by the Effluent Guidelines Division of the U.S. EPA, 2,4-dichlorotoluene was identified in discharges of the following industrial categories (frequency of occurrence, median concn in ppb): rubber processing (1; 314.9), organic chemicals (11; 20.9), publicly owned treatment works (5; 40.4)(1). The highest effluent concn was 1424 ppb in the paint and ink industry(1). 2,4-Dichlorotoluene has been detected, but not quantified, in water samples at the Love Canal(2).
2,4-Dichlorotoluene has been detected, but not quantified, in soil/sediment samples at the Love Canal(1).
SOURCE AREAS: 2,4-Dichlorotoluene has been detected but not quantified in air samples at the Love Canal(1).
Quantitative structure-activity relationship estimates of toxicity of narcotic chemicals for 19 species of bacteria, algae, fungi, protozoans, coelenterates, rotifers, molluscs, crustaceans, insects, fish, and amphibians were used to predict no-effect levels at the ecosystem level by means of recently developed extrapolation methods. Equilibrium partitioning theory was used to derive no effect levels for aquatic sedments and internal toxicant concentrations for aquatic organisms. A simple table is given from which no effect levels for narcotic chemicals for water, sediment, and residues in biota can be predicted on the basis of only the octanol/water partition coefficient and molecular weight. The method may be applied to setting quality criteria for the aquatic environment and to ecotoxicological interpretation of (bio)monitoring data. Calculations were carried out for 102 narcotic compounds.
Toxicity
moderately toxic
2,4-Dichlorotoluene's production and use as an intermediate in the manufacture of fungicides, dyes, pharmaceuticals, preservatives, and peroxides(1) or for the manufacture of 2,4-dichlorobenzyl chloride and 2,4-dichlorobenzoyl chloride(2) may result in its release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 4,800(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that 2,4-dichlorotoluene will have only slight mobility in soil(SRC). 2,4-Dichlorotoluene was found to be susceptible to anaerobic biodegradation in soil slurry microcosms under methanogenic conditions; complete degradation required 130 days(4). The predominant product of this reaction was 4-chlorotoluene, a small amount of 2-chlorotoluene was also produced(4). Volatilization of 2,4-dichlorotoluene may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 4.2X10-3 atm-cu m/mole(SRC), using a recommended regression equation(5) and from dry soil surfaces(SRC) based on a measured vapor pressure of 0.458 mm Hg(6).|AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 4,800(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(1), indicates that 2,4-dichlorotoluene may adsorb to suspended solids and sediment in water(SRC). Based on limited data, this compound may biodegrade under anaerobic conditions(SRC). 2,4-Dichlorotoluene was found to be susceptible to anaerobic biodegradation in soil slurry microcosms under methanogenic conditions; complete degradation required 130 days(3). The predominant product of this reaction was 4-chlorotoluene, a small amount of 2-chlorotoluene was also produced(3). 2,4-Dichlorotoluene may volatilize from water surfaces based on an estimated Henry's Law constant of 4.2X10-3 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated half-lives for a model river and model lake are 4 hours and 5 days, respectively(1,SRC), although adsorption to sediment or suspended material in water may attenuate this process(SRC). An estimated BCF value of 1000(1,SRC), from a measured log Kow(2), suggests that 2,4-dichlorotoluene will bioconcentrate in aquatic organisms(SRC), according to a recommended classification scheme(5). The half-life of 2,4-dichlorotoluene in the Rhine River in The Netherlands is 1 day as determined by measuring concentration differences over a reach of the river(6,SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,4-dichlorotoluene, which has a measured vapor pressure of 0.458 mm Hg at 25 °C(2), should exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,4-dichlorotoluene is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 12 days(3,SRC).
The rate constant for the vapor-phase reaction of 2,4-dichlorotoluene with photochemically produced hydroxyl radicals has been estimated as 1.3X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 12 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). 2,4-Dichlorotoluene reacts with photochemically-produced hydroxyl radicals in the atmosphere by addition to the aromatic ring and H-atom abstraction. 2,4-Dichlorotoluene has an adsorption band at 279.2 nm in the vapor phase and 280.5 in methanol that extends to about 300 nm(2,3). It may directly photolyze in sunlight(SRC); however, no information concerning photolysis rates could be found.
An estimated BCF value of 1000 was calculated for 2,4-dichlorotoluene(SRC), using a measured log Kow of 4.24(1) and a recommended regression-derived equation(2). According to a recommended classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms will be an important fate process(SRC).
The Koc of 2,4-dichlorotoluene is estimated as approximately 4,800(SRC), using a measured log Kow of 4.24(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 2,4-dichlorotoluene will have only slight mobility in soil(SRC).
The Henry's Law constant for 2,4-dichlorotoluene is estimated as 4.2X10-3 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 2,4-dichlorotoluene will volatilize from water surfaces(2,SRC). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is estimated as approximately 4 hours(2,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 5 days(2,SRC). 2,4-Dichlorotoluene's value for Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces may occur(SRC).
SURFACE WATER: 2,4-Dichlorotoluene was detected, but not quantified, in the Niagara River of the Lake Ontario Basin(1).
Exposure to 2,4-dichlorotoluene would be primarily occupational via inhalation and dermal contact. (SRC)
Drug Information
Typical analysis for 2,4-dichlorotoluene is >99% 2,4-dichlorotoluene, <0.2% 4-chlorotoluene, <0.3% 2,5-dichlorotoluene, <0.1% 2,6-dichlorotoluene, <0.4% 3,4-dichlorotoluene.
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. (ERG, 2016)
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. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. 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. 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. Be prepared to transport the victim to a hospital if advised by a physician. 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. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
Fresh air, rest.
Rinse and then wash skin with water and soap.
Rinse with plenty of water (remove contact lenses if easily possible).
MAY BE TOXIC & IRRITANT /DICHLOROTOLUENE/
2,4-dichlorotoluene
Redness.
2,4-Dichlorotoluene Use and Manufacturing
The preparation methods are as follows. In the parachlorotoluene method, p-chlorotoluene and catalyst ZrCl4 are put into the reactor, and chlorine gas is vented for chlorination reaction. The amount of chlorine gas is controlled to the end of the reaction and the reaction is stopped. The obtained reactant contains 85.1% of 2, 4-dichlorotoluene. If FeCl3 is used as the catalyst to carry out the chlorination reaction at 10~15℃ until the relative density of the solution is 1.025, the product contains 2, 4-dichlorotoluene and 3, 4-dichlorotoluene, and the mass ratio of the two components is 100:30 . After chlorination is completed, wash with water to neutrality, and treat with 10% NaOH solution at 100~110℃ to remove other impurities. The treated chloride is rectified and separated in a high-efficiency rectification tower (2, 4-dichloro Toluene bp200°C, 3, 4-dichlorotoluene bp207°C). The yields of 2, 4-dichlorotoluene and 3, 4-dichlorotoluene were 64.4% and 19.8%, respectively. Ortho-chlorotoluene method o-chlorotoluene uses sulfuryl chloride as the chlorinating agent to carry out chlorination reaction at 142~196℃. The products are 2, 4-dichlorotoluene and 2, 3-dichlorotoluene, and unreacted The composition of raw materials is 55%, 6% and 39% respectively. After distillation (2, 4-dichlorotoluene b.p. 200°C, 2, 3-dichlorotoluene b.p. 207-208°C, o-chlorotoluene b.p. 157-159°C), 2, 4-dichlorotoluene was separated. Ortho-nitrotoluene method Ortho-nitrotoluene is chlorinated in the presence of FeCl3 catalyst at 35~40℃. When the relative density of the reactant reaches 1.320 (15℃), wash the material to neutrality, and the reactant contains 15% of the raw material , 2-chloro-6-nitrotoluene 49%, 4-chloro-2-nitrotoluene 21%, and 15% polychloride, after rectification and crystallization treatment, to obtain 2-chloro-6-nitrotoluene The yields of 4-chloro-2-nitrotoluene and 4-chloro-2-nitrotoluene are respectively 50% and more than 30%. 4-chloro-2-aminotoluene is obtained by hydrogenation reduction reaction and steam distillation of 4-chloro-2-nitrotoluene. After diazotization and adding CH2Cl2 for Sandmeyer reaction, 2, 4-dichlorotoluene is obtained. The method is used to produce 4-chloro-2-nitrotoluene which is a by-product of 2-chloro-6-nitrotoluene (used as an intermediate of the herbicide quinclorac). 2, 4-Diaminotoluene method 2, 4-Diaminotoluene undergoes diazotization reaction in the presence of NaNO2 and hydrochloric acid, and then performs Sandmeyer reaction in the presence of Cu2Cl2 to obtain 2, 4-dichlorotoluene. 3-Chloro-4-methylaniline method 3-chloro-4-methylaniline and hydrochloric acid are added to the reaction kettle, NaNO2 aqueous solution is added dropwise at 3~5℃, and the addition is completed within 2~3h for diazotization After the reaction, the diazotization liquid is added dropwise to the hydrochloric acid solution containing Cu2Cl2 at 2-5°C to perform Sandmeyer reaction to obtain 2, 4-dichlorotoluene. Among the above methods, the chloride produced by using p-chlorotoluene and o-chlorotoluene as raw materials contains many impurities and has similar boiling points. It is necessary to use high-efficiency distillation towers to fractionate to obtain more than 98% of 2, 4-dichlorotoluene. These two methods are difficult to operate, and equipment investment costs are high. The 2, 4-diaminotoluene method is not suitable for industrialization, and the o-nitrotoluene method and the 3-chloro-4-methylaniline method to prepare 2, 4-dichlorotoluene have the same basic principles, both of which are through diazotization and Sandmeyer The reaction has the disadvantage of more waste water. The o-nitrotoluene method is used to co-produce 2-chloro-6-nitrotoluene, which is further reduced to obtain 2-chloro-6-aminotoluene, which is an important intermediate for the production of the herbicide quinclorac.
Organic synthetic raw materials, used in the pharmaceutical industry for the synthesis of antimalarial apine and ventral acid. Used in pesticide intermediates, manufacturing 2,4-dichlorobenzyl chloride, 2,4-dichlorobenzoyl chloride, and also used in manufacturing 2,4-dichlorobenzoic acid.
< 25,000 lb
Purity: 99.0%
Benzene, 2,4-dichloro-1-methyl-: ACTIVE
GAS CHROMATOGRAPHIC DETERMINATION OF TRACES OF ORGANIC COMPD IN ATMOSPHERE.|Analyte: Chlorobenzene; Matrix: air; Procedure: Gas chromatography, flame ionization detector; Desorption: 1 ml CS2, stand 30 min; Range: 0.4-10 mg/ samp; Precision: 0.025; Est LOD: 0.01 mg/samp; Interferences: none /Hydrocarbons, halogenated, Chlorobenzene/
Computed Properties
Molecular Weight:161.03
XLogP3:4.2
Exact Mass:159.9846556
Monoisotopic Mass:159.9846556
Heavy Atom Count:9
Complexity:92.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Price Analysis
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N-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecyl)maleimide Structure
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2-Benzothiazolecarboxaldehyde,5-methoxy-(5CI) Structure
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What is Benzamide, 5-(aminosulfonyl)-N-[(2-ethyloctahydro-1H-isoindol-1-yl)methyl]-2-methoxy-, hydrochloride (1:1)
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What is 3-(2,4-Dimethylphenyl)-5-phenyl-1H-1,2,4-triazole
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