3,4-Dichlorophenylhydrazine hydrochloride Chemical Properties

Melting point:

230 °C (dec.)(lit.)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

solid

color 

Off-white to pink

BRN 

3703934

CAS DataBase Reference

19763-90-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-37/39-36/37/39-22-24/25

RIDADR 

2811

WGK Germany 

3

Hazard Note 

Harmful/Irritant

HazardClass 

IRRITANT

HS Code 

29280000

MSDS

• Language:English Provider:1-(3,4-Dichlorophenyl)hydrazine hydrochloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3,4-Dichlorophenylhydrazine hydrochloride Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

3,4-Dichlorophenylhydrazine hydrochloride was used to prepare ethyl 2-(3,4-dichlorophenyl)hydrazinecarboxylate.

Synthesis

The general procedure for the synthesis of 3,4-dichlorophenylhydrazine hydrochloride from 3,4-dichloroaniline is as follows: (A) In a 1000 ml three-necked flask, 3,4-dichloroaniline (64.8 g), 200 ml of concentrated hydrochloric acid, and 100 ml of water were added, heated to 80 °C and mechanically stirred at high speed for 40 min until a slurry was formed. The slurry was transferred to a 1000 mL beaker and cooled in an ice bath to a temperature below 5°C. In another 100 mL beaker, sodium nitrite (31.2 g) and 50 mL of water were added, stirred to dissolve, and similarly cooled in an ice bath to a temperature below 5 °C. The sodium nitrite solution was slowly added to the slurry and the temperature was maintained at 5°C for 1 h. The diazonium salt solution was obtained by filtration and transferred to a 2000 ml beaker. Another 250 ml beaker was taken and 200 ml of concentrated hydrochloric acid and stannous chloride dihydrate (188 g) were added and stirred to dissolve. The hydrochloric acid solution of stannous chloride dihydrate was slowly added to the diazonium salt solution through a thermostatic funnel. The temperature was adjusted to 25°C and stirred with a mechanical stirrer for 1 h. The yellow powder was obtained by filtration. The yellow powder was added to 80°C water, stirred to dissolve and then filtered, cooled to crystallize and filtered again to obtain white needle-like crystals. The temperature of the remaining filtrate was adjusted to 50°C, concentrated by rotary evaporation, and cooled to obtain white powder. Combine the white needle-like crystals and white powder, wash with dilute hydrochloric acid, filter and dry to obtain white solid powder 3,4-dichlorophenylhydrazine hydrochloride (72.6 g).

References

[1] Angewandte Chemie - International Edition, 2013, vol. 52, # 47, p. 12426 - 12429
[2] Angew. Chem., 2013, vol. 125, # 47, p. 12652 - 12656,4
[3] Journal of Organic Chemistry, 2014, vol. 79, # 5, p. 2314 - 2320
[4] Patent: CN107915677, 2018, A. Location in patent: Paragraph 0013; 0014

3,4-Dichlorophenylhydrazine hydrochloride(19763-90-7)Related Product Information

• Phenylhydrazine hydrochloride
• 1-Acetyl-2-phenylhydrazine
• 1,3-Dichloropropene
• D-Glucosamine hydrochloride
• 2-Ethylphenylhydrazine hydrochloride
• HYDRAZINE
• Topotecan hydrochloride
• Triethylamine hydrochloride
• Methoxyammonium chloride
• 4-Hydrazinylbenzoic acid
• 2,4-DICHLOROPHENYLHYDRAZINE HYDROCHLORIDE,2,4-Dichlorophenylhydrazine hydrochloride 99%
• 2,5-DICHLOROPHENYLHYDRAZINE HYDROCHLORIDE
• 3,5-DICHLOROPHENYLHYDRAZINE HYDROCHLORIDE,3,5-Dichlorophenylhydrazine hydrochloride, tech.,3,5-Dichlorophenylhydrazine hydrochloride 95+%
• 2,3-DICHLOROPHENYLHYDRAZINE HYDROCHLORIDE,2,3-Dichlorophenylhydrazine hydrochloride 97%
• 2,6-Dichlorophenylhydrazine hydrochloride, 98+%,2,6-DICHLOROPHENYLHYDRAZINE HYDROCHLORIDE
• Hydrazine monohydrochloride
• (3,4-dichlorophenyl)hydrazine
• hydrazine hydrate