Name | 2,4-Dichlorobenzaldehyde |
Synonyms | 2,4-DCAD AKOS BBS-00003196 DICHLOROBENZALDEHYDE 2,4-Dichlorobenzaldehyde 2,4-DICHLOROBENZALDEHYDE 2,4-dichloro-benzaldehyd DICHLOROBENZALDEHYDE(2,4-) 20) 2,4-DICHLORO BENZALDEHYDE 2,4-two chlorobenzeneforMaldehyde |
CAS | 874-42-0 |
EINECS | 212-861-1 |
InChI | InChI=1/C7H4Cl2O/c8-6-2-1-5(4-10)7(9)3-6/h1-4H |
Molecular Formula | C7H4Cl2O |
Molar Mass | 175.01 |
Density | 1.3456 (rough estimate) |
Melting Point | 64-69 °C (lit.) |
Boling Point | 233 °C (lit.) |
Flash Point | 135 °C |
Water Solubility | <0.1 g/100 mL at 24 ºC |
Vapor Presure | 0.0572mmHg at 25°C |
Appearance | White crystalline powder |
Color | Light yellow to beige |
BRN | 471601 |
Storage Condition | Store below +30°C. |
Sensitive | Air Sensitive |
Refractive Index | 1.5756 (estimate) |
MDL | MFCD00003305 |
Physical and Chemical Properties | Melting point 69-73°C boiling point 233°C flash point 135°C water-soluble <0.1g/100 mL at 24°C |
Use | As a pesticide, dye intermediates, is an important intermediate for the synthesis of fungicide diniconazole alcohol |
Risk Codes | R34 - Causes burns R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S37/39 - Wear suitable gloves and eye/face protection |
UN IDs | UN 3261 8/PG 2 |
WGK Germany | 2 |
TSCA | Yes |
HS Code | 29130000 |
Hazard Note | Corrosive |
Hazard Class | 8 |
Packing Group | III |
Toxicity | LD50 orally in Rabbit: 3470 mg/kg |
Raw Materials | 2,4-Dichlorotoluene Chlorine |
Downstream Products | Diniconazole |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Use | 2, 4-dichlorobenzaldehyde is an intermediate of the fungicide diniconazole. as a dye intermediate. Under the action of sodium bisulfite, benzaldehyde -2, 4-disulfonic acid [88-39-1] can be obtained. Benzaldehyde -2, 4-disulfonic acid is a dye intermediate, for the synthesis of active deep blue K-FGR and acid lake blue A, benzaldehyde -2, 4-disulfonic acid can also be prepared from toluene by sulfonation and oxidation. 2, 4-dichlorobenzaldehyde is also used in the synthesis of diniconazole alcohol, which is a new type of pesticide to replace the drug. used as pesticide, dye intermediate, is an important intermediate in the synthesis of fungicide diniconazole |
production method | obtained by chlorination of benzaldehyde in the presence of iodine or antimony. The preparation method is to hydrolyze 2, 4-dichlorobenzylidene dichloride obtained by side chain chlorination of 2, 4-dichlorotoluene under light to obtain 2, 4-dichlorobenzaldehyde. 2, 4-dichlorotoluene and catalyst PCl3 (in an amount of about 1% of the mass of 2, 4-dichlorotoluene) were added to the chlorination reactor and heated to 120 °c, under the condition of light, chlorine gas is introduced into the reaction, and when the conversion rate of 2, 4-dichlorotoluene sampled by GC analysis is ≥ 99%, it is the end point of chlorination reaction to obtain chlorinated product, 2, 4-dichlorobenzyl chloride 0.62%,2, 4-dichlorobenzylidene chloride 85.18%,α,α, α-trichloro-2, 4-dichlorotoluene 13.83%. The yield of 2, 4-dichlorobenzylidene chloride was 87.1%. The crude 2, 4-dichlorobenzylidene chloride and the catalyst metal oxide are added to the hydrolysis kettle, Heating to 100 ℃, Dropwise adding suitable amount of water for hydrolysis reaction, reaction about 3.5h sampling by GC analysis, 2,4 dichlorobenzylidene chloride conversion rate> 99% is the end point of hydrolysis reaction, the water layer was separated by standing for several hours, the oil layer was washed with 10% NaCO and neutralized to alkalinity. The aldehyde and acid obtained by hydrolysis were separated, and the crude aldehyde was distilled to give 2, 4-dichlorobenzaldehyde. At present, a new process for synthesizing 2, 4-dichlorobenzaldehyde is prepared by pentanedione method, that is, the cyclization of pentanedione in the presence of DME and POCl3 to obtain 2, 4-dichlorobenzaldehyde. The yield of one-step process is 65% ~ 75%, however, further research is needed for industrialization. |
autoignition temperature | 440°C |