3,5-Dichlorobenzaldehyde Chemical Properties

Melting point:

63.5-65.5 °C (lit.)

Boiling point:

235-240°C

Density 

1.3456 (rough estimate)

refractive index 

1.5756 (estimate)

Flash point:

235-240°C

storage temp. 

Inert atmosphere,2-8°C

form 

powder to crystal

color 

White to Light yellow

Water Solubility 

Insoluble in water.

Sensitive 

Air Sensitive

BRN 

2040553

InChIKey

CASRSOJWLARCRX-UHFFFAOYSA-N

CAS DataBase Reference

10203-08-4(CAS DataBase Reference)

NIST Chemistry Reference

3,5-Dichlorobenzaldehyde(10203-08-4)

EPA Substance Registry System

Benzaldehyde, 3,5-dichloro- (10203-08-4)

Safety Information

Hazard Codes 

C,Xi,Xn

Risk Statements 

34-36/37/38-22

Safety Statements 

26-36/37/39-45-22-37/39

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

F 

10

Hazard Note 

Corrosive

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29130000

MSDS

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3,5-Dichlorobenzaldehyde Usage And Synthesis

Chemical Properties

white to slightly yellow fluffy powder

Uses

3,5-Dichlorobenzaldehyde was used as starting reagent during synthesis of β-aryl-β-amino acid enantiomers. It was used in the synthesis of dichlorophenylpyruvic acid.

Synthesis

General procedure for the synthesis of 3,5-dichlorobenzaldehyde from 3,5-dichloro-1-methylbenzene: (1) Apparatus: a tubular reactor was installed with reference to Fig. 2, and the type of tubing was a combination of (3a + 3d) DC channels and reinforced mixed-cake rectangular flat tubes, with the diameter and volume determined according to the flow rate and reaction conditions. (2) A mixed solution was prepared by dissolving 6.06 g of cobalt acetate and 6.06 g of sodium molybdate in 200 ml of 3,5-dichlorotoluene and 200 ml of acetic acid, respectively, where n (cobalt acetate): n (3,5-dichlorotoluene) = 0.015: 1. An H2O2-acetic acid solution was prepared by dissolving 6.06 g of sodium bromide in 20% H2O2, where n (sodium bromide): n (3, 5-dichlorotoluene) = 0.015: 1. The 3,5-dichlorotoluene-acetic acid solution and H2O2-acetic acid solution were injected into a tubular reactor at a flow rate of 8.33 ml/min and 16.67 ml/min, respectively. The reactor was subjected to continuous heat exchange via a thermostatic pump maintaining n(H2O2):n(3,5-dichlorotoluene) = 2:1. A microchannel reactor shown in Fig. 2 was used, with a controlled reaction temperature of 105 °C and a residence time of 600 s. The reaction was carried out at the outlet of the tubular reactor at a flow rate of 8.33 ml/min and 8.67 ml/min, respectively. After completion of the reaction, the outlet was cooled to 0 °C and the reaction was quenched with dichloromethane. The conversion of 3,5-dichlorotoluene was analyzed by GC to be 60.8% and the yield of 3,5-dichlorobenzaldehyde was 39.2%.

References

[1] Patent: CN106588606, 2017, A. Location in patent: Paragraph 0029-0052

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