| Identification | More | [Name]
2,3-Dichlorobenzaldehyde | [CAS]
6334-18-5 | [Synonyms]
2,3-DICHLOROBENZALDEHYDE
AKOS BBS-00003160
TIMTEC-BB SBB003792
2,3-dichloro-benzaldehyd
Benzaldehyde, 2,3-dichloro-
2,3-Dichlorbenzaldehyd
2,3-Dichlorobenzaldehyde,99% | [EINECS(EC#)]
228-711-3 | [Molecular Formula]
C7H4Cl2O | [MDL Number]
MFCD00010127 | [Molecular Weight]
175.01 | [MOL File]
6334-18-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystalline powder | [Melting point ]
64-67 °C (lit.) | [Boiling point ]
143-145°C 30mm | [density ]
1.33 | [refractive index ]
1.5756 (estimate) | [Fp ]
135°C | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [Water Solubility ]
Practically insoluble in water | [form ]
Crystalline Powder | [color ]
White | [PH]
4.17 at 23.5℃ and 10g/L | [Sensitive ]
Air Sensitive | [BRN ]
508198 | [InChI]
1S/C7H4Cl2O/c8-6-3-1-2-5(4-10)7(6)9/h1-4H | [InChIKey]
LLMLNAVBOAMOEE-UHFFFAOYSA-N | [SMILES]
[H]C(=O)c1cccc(Cl)c1Cl | [LogP]
2.6 at 30℃ and pH7.96 | [CAS DataBase Reference]
6334-18-5(CAS DataBase Reference) | [EPA Substance Registry System]
6334-18-5(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS07,GHS09 | [Signal word ]
Warning | [Hazard statements ]
H315-H317-H411 | [Precautionary statements ]
P261-P264-P272-P273-P280-P302+P352 | [Hazard Codes ]
C,Xi | [Risk Statements ]
R34:Causes burns.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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 label where possible) .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
2
| [F ]
10 | [Hazard Note ]
Corrosive | [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29130000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Chronic 2
Skin Irrit. 2
Skin Sens. 1A |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Sodium nitrite-->Copper(I) chloride-->1,2,3-Oxadiazole-->2,3-Dichloroaniline-->3,4-Dichlorobenzaldehyde-->2β-Acetyl-3α-methyloxirane-->7-Oxabicyclo[4.1.0]heptan-2-one-->2-Chloro-m-toluidine.-->1-(5,5-DiMethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)propan-2-one-->2,3-Dichlorobenzyl alcohol-->2,3-Dichlorobenzaldoxime-->2,3-Dichlorobenzyl bromide-->2,3-Dichlorotoluene-->3-Aminopyrazole | [Preparation Products]
FENPICLONIL-->Felodipine-->2,3-Dichlorobenzoic acid-->4-(2,3-Dichlorophenyl)-2,6-diMethyl-1,4-dihydropyridine-3,5-dicarboxylic acid-->1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid-->2,3-Dichlorobenzyl chloride |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder | [Uses]
2,3-Dichlorobenzaldehyde has been used in preparation of:
- 4-(2,3-dichlorobenzylideneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one, Schiff base
- ethyl 4-(2,3-dichlorophenyl)-1,6-dimethyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate via Biginelli condensation
- benzyl 4-(2,3-dichlorophenyl)-1,3,6-trimethyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
| [Synthesis]
(1) Device construction: Configure the tubular reactor system with reference to Figure 2, using a (3a + 3e) type DC channel combined with tubing of Corning Heart Cel 1 construction. Select the appropriate pipe diameter and reactor volume according to the reactant flow rate and required reaction time. Heat transfer oil was selected as the heat transfer medium.
(2) Solution preparation: The catalyst solution was prepared by dissolving 6.06 g of cobalt acetate and 6.06 g of sodium molybdate in 200 mL of a mixed solvent of 2,3-dichlorotoluene and 200 mL of acetic acid, where the molar ratio of cobalt acetate to 2,3-dichlorotoluene was 0.015:1. The hydrogen peroxide-acetic acid solution was also prepared by dissolving 6.06 g of sodium bromide in a 25% aqueous hydrogen peroxide solution. The molar ratio of sodium bromide to 2,3-dichlorotoluene was 0.015:1.
(3) Reaction process: When the molar ratio of hydrogen peroxide to 2,3-dichlorotoluene was 2:1, 2,3-dichlorotoluene-acetic acid solution and hydrogen peroxide-acetic acid solution were pumped into a preheated microchannel reactor (shown in Fig. 2) at flow rates of 5.56 mL/min and 111 mL/min, respectively. The reaction temperature was controlled to be 90 °C and the residence time was 1200 s. After the reaction was completed, the outlet material was cooled to 0 °C and the reaction was quenched with methylene chloride. The conversion of 2,3-dichlorotoluene was 42.8% and the yield of 2,3-dichlorobenzaldehyde was 29.0% as analyzed by gas chromatography. | [References]
[1] Patent: CN106699525, 2017, A. Location in patent: Paragraph 0039; 0040
[2] Journal of the American Chemical Society, 1946, vol. 68, p. 861,863
[3] Industrial and Engineering Chemistry, 1947, vol. 39, p. 1486,1487
[4] Journal of the Chemical Society. Perkin transactions 1, 1965, p. 5976 - 5983
[5] Patent: CN107032968, 2017, A |
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