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2,4-Dichlorotoluene CAS No. 95-73-8

95-73-8 - Names and IdentifiersName2,4-DichlorotolueneSynonyms2,4-DCT2,4-DICHLOROTOLUENE2,4-Dic

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Contenuto

95-73-8 - Names and Identifiers

Nome2,4-Dichlorotoluene
Sinonimi2,4-DCT
2,4-DICHLOROTOLUENE
2,4-Dichlorotoluene
Toluene, 2,4-dichloro-
2,4-dichloromethylbenzene
2,4-DICHLOROMETHYLBENZENE
2,4-dichloro-1-methylbenzene
1,3-DICHLORO-4-METHYLBENZENE
2,4-dichloro-1-methyl-benzen
Benzene,2,4-dichloro-1-methyl-
2,4- Dichloro toluene
CAS95-73-8
EINECS202-445-8
InChIInChI=1/C7H6Cl2/c1-5-2-3-6(8)4-7(5)9/h2-4H,1H3

95-73-8 - Physico-chemical Properties

Formula molecolareC7H6Cl2
massa molare161.03
Densità1.246 g/mL at 25 °C (lit.)
Punto di fusione-14 °C
punto Boling200 °C (lit.)
Punto Flash175°F
Solubilità in acquaimmiscibile
Pressione del vapore4 hPa (50 °C)
AspettoLiquido
ColoreClear colorless
BRN1931691
Condizioni di conservazioneStore below +30°C.
Indice di rifrattivitàn20/D 1.546(lit.)
Proprietà fisiche e chimicheAppearance:colorless transparent liquidMelting Point:-13.5℃Boiling Point:196-197℃relative density:1.249refractive index:1.548flash point:79℃Other:insoluble in water, soluble in alcohol, acetone
UtilizzoUsed as pesticides, dyes, pharmaceutical intermediates, used in the production of 2,4-dichlorobenzaldehyde, drug apheping, abdominal acid, etc

95-73-8 - Risk and Safety

Simboli di pericoloXi - Irritante

Codici di rischio36/37/38 - Irritante per gli occhi, il sistema respiratorio e la pelle.
Descrizione della sicurezzaS23 - Non respirare vapore.
S24/25 Evitare il contatto con la pelle e gli occhi.
ID delle Nazioni UniteUN 2810
WGK Germania2
RTECSXT0730000
TSCA
Codice HS29036990
Nota di pericoloHarmful
Classe di pericolo9
Gruppo imballaggioIII
TossicitàLD50 orally in Rabbit: 2400 mg/kg

95-73-8 - Reference Information

usesused as pesticides, dyes, pharmaceutical intermediates, used in the production of 2, 4-dichlorobenzaldehyde, drug altepine, besilate and so on
2, 4-dichlorotoluene is an intermediate of bactericide diniconazole alcohol and benzylchlorotriazole alcohol, and is also a raw material for preparing 2, 4-dichlorobenzaldehyde.
raw materials for organic synthesis, used in the pharmaceutical industry for the manufacture of antimalarial drugs, abamcinolone acid synthesis. For pesticide intermediates, manufacturing 2, 4-dichlorobenzyl chloride, 2, 4-dichlorobenzoyl chloride, also for the manufacture of 2, 4-dichlorobenzoic acid.
metodo di produzioneThere are two synthesis methods. 1.2, 4-dichlorotoluene method with 2, 4-diaminotoluene as raw material, by diazotization and chlorination. First, hydrochloric acid and water are put into the reaction Pan, heated to 50 ℃, dissolved in 2, 4-diaminotoluene under stirring, then hydrochloric acid and cuprous chloride are put into the pan, and 1% sodium nitrite solution is added uniformly, the temperature was maintained at about 60 ℃, and the layers were separated. The lower crude product was washed with water until neutral, alkali was added to alkaline, and then washed with water to remove alkali, A water vapor distillation was performed to obtain a finished product. 2.3-chloro -4-toluidine method by diazotization reaction with sodium nitrite, and then with copper chloride for sandemeier reaction.
There are several preparation methods. P-chlorotoluene method p-chlorotoluene and catalyst ZrCl4 are put into the reactor, chlorine gas is passed for chlorination reaction, the amount of chlorine gas is controlled until the end of the reaction, the reaction is stopped, and the obtained reactant contains 2,4-dichlorotoluene 85.1%, if the chlorination reaction is carried out at 10~15 C with FeCl3 as the catalyst, the relative density of the solution is 1.025, and the product is 2, 4-dichlorotoluene and 3,4-dichlorotoluene, two component mass ratio is 100: 30. After chlorination, wash with water to neutral, and treat with 10% NaOH solution at 100~110 ℃ to remove other impurities. The treated chloride is subjected to distillation separation in a high efficiency distillation column (2,4-dichlorotoluene B. P. 200 °c, 3, 4-dichlorotoluene B. P. 207 °c). The yields of 2, 4-dichlorotoluene and 3, 4-dichlorotoluene were 64.4% and 9.8%, respectively. O-chlorotoluene method O-chlorotoluene is chlorinated at 142~196 ℃ with sulfuryl chloride as chlorinating agent. Products include 2, 4-dichlorotoluene and 2, 3-dichlorotoluene, and unreacted raw materials, their compositions were 55%, 6% and 39%, respectively. After distillation (2, 4-dichlorotoluene B. P. 200 °c, 2, 3-dichlorotoluene B. P. 207-208 ℃, O-chlorotoluene B. P. 157-159 °c) 2, 4-dichlorotoluene was isolated. O-nitrotoluene chlorination of O-nitrotoluene in the presence of FeCl3 catalyst at 35~40 ℃, When the relative density of the reactant reaches 1.320(15 ℃), the material is washed to neutral, and the reactant contains 15% of the raw material, 49% of 2-chloro-6-nitrotoluene and 21% of 4-chloro-2-nitrotoluene, there are more than 15% chlorides, after distillation and crystallization, 2-chloro-6-nitrotoluene and 4-chloro-2-nitrotoluene were obtained, the yield was 50% and 30% respectively, 4-chloro-2-nitrotoluene 4-chloro-2-aminotoluene was obtained by hydrogenation reduction reaction and steam distillation, and then diazotization and Sandmeyer reaction were carried out by adding CH2Cl2 to obtain 2, 4-dichlorotoluene. This process is used for the production of 2-chloro-6-nitrotoluene, the by-product 4-chloro-2-nitrotoluene for the herbicide quinclorac intermediate. 2, 4-diaminotoluene method 2, 4-diaminotoluene was subjected to diazotization reaction in the presence of NaNO2 and hydrochloric acid, followed by Sandmeyer reaction in the presence of Cu2Cl2 to obtain 2, 4-dichlorotoluene. 3-chloro-4-methylaniline method 3-chloro-4-methylaniline and hydrochloric acid were added to the reaction kettle, and then NaNO2 aqueous solution was added dropwise at 3~5 ℃, and the addition was completed within 2~3H, the diazotization reaction was carried out, and then the diazotization solution was added dropwise to a hydrochloric acid solution containing Cu2Cl2 at 2 to 5 ° C. For Sandmeyer reaction to obtain 2, 4-dichlorotoluene. In the above methods, P-chlorotoluene and O-chlorotoluene are used as raw materials to generate chlorides with many impurities and similar boiling points, and high-efficiency distillation column shall be used for fractionation, More than 98% of 2, 4-dichlorotoluene was obtained. These two methods are difficult to operate, and the cost of equipment investment is large. 2, 4-diaminotoluene method is not suitable for industrialization, and the basic principle of preparing 2, 4-dichlorotoluene by O-nitrotoluene method and 3-chloro-4-methylaniline method is the same, both are by diazotization and Sandmeyer reaction, there is a disadvantage of more wastewater. 2-chloro-6-nitrotoluene was produced by the O-nitrotoluene method and further reduced to obtain 2-chloro-6-aminotoluene, which is an important intermediate for production of quinclorac.
categoriatoxic substances
grado di tossicitàpoisoning
Tossicità acutaoral-rat LD50: 2400 mg/kg; Oral-mouse LD50: 2400 mg/kg
Caratteristiche di rischio di infiammabilitàopen flame flammability; Toxic chloride fumes from combustion
Caratteristiche di stoccaggio e trasportoThe warehouse is ventilated and dried at low temperature; It is stored separately from oxidants and food additives
fire extinguishing agentfoam, carbon dioxide, water mist, sand.
temperatura di combustione spontanea>450°C


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