Formylhydrazine Chemical Properties

Melting point:

52-57 °C (lit.)

Boiling point:

90°C/0.7mmHg(lit.)

Density 

1.094±0.06 g/cm3(Predicted)

refractive index 

1.4840 (estimate)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

solubility 

water: soluble2.5%, clear, colorless

pka

13.65±0.20(Predicted)

form 

Shiny Crystalline Flakes

color 

White

Water Solubility 

Soluble

Sensitive 

Hygroscopic

BRN 

635759

InChIKey

XZBIXDPGRMLSTC-UHFFFAOYSA-N

CAS DataBase Reference

624-84-0(CAS DataBase Reference)

NIST Chemistry Reference

Formic acid hydrazide(624-84-0)

EPA Substance Registry System

Hydrazinecarboxaldehyde (624-84-0)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36-36/37/39

WGK Germany 

3

RTECS 

LQ8615000

F 

3-8-10

TSCA 

Yes

HS Code 

29280000

MSDS

• Language:English Provider:Formic acid hydrazide
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Formylhydrazine Usage And Synthesis

Chemical Properties

WHITE SHINY CRYSTALLINE FLAKES

Uses

Formic acid hydrazide is used as a precursor in the preparation of 1,2,4-triazole derivatives. It is also used in the synthesis of 6-N-formylamino-12,13-dihydro-1,11-dihydroxy-13-(beta-D-glucopyranosyl)-5H-indolo[2,3-a]-pyrrolo[3,4-c]carbazole-5,7(6H)-dione, which is an anticancer agent.

Synthesis

a) Preparation of Formylhydrazine: Mix ethyl formate (200 g) with methanol (200 mL) and cool to 0-10°C. Under stirring, slowly add a mixed solution of hydrazine hydrate (138 g) and water (20 mL). The reaction mixture was gradually heated to 55-60°C and stirred continuously at this temperature for 24 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. Isopropanol was added to the residue and the mixture was cooled to 0-5°C and stirred for 2 hours. The solid product was collected by filtration, washed with isopropanol and dried to give formylhydrazine. Yield: 140 g.

Purification Methods

Recrystallise it from EtOH and dry it in vacuo. Store below 10o; it may disproportionate on storage to 1,2-diformyl hydrazine and hydrazine. It forms a blue [Cu(CH4N2O)]SO4 salt with CuSO4. [Beilstein 2 H 93, 2 III 127, 2 IV 85.]

References

[1] Chemistry of Heterocyclic Compounds, 2006, vol. 42, # 2, p. 233 - 245
[2] Synthesis, 2006, # 9, p. 1504 - 1512
[3] Chemistry - An Asian Journal, 2012, vol. 7, # 4, p. 715 - 724
[4] Gazzetta Chimica Italiana, 1894, vol. 24 II, p. 225
[5] Journal of pharmaceutical sciences, 1970, vol. 59, # 1, p. 105 - 107

Formylhydrazine(624-84-0)Related Product Information

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• Ethyl 2-(Chlorosulfonyl)acetate
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• Daminozide
• Octanoic hydrazide
• Maleic hydrazide
• Folic acid
• Carbohydrazide
• Luminol
• antioxidant 1024
• Ascoric Acid
• Tebufenozide
• Benzoyl hydrazine
• 1,2-Dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one
• 4-(3-Methyl-5-oxo-2-pyrazolin-1-yl)benzoic acid
• Acid Yellow 42
• 4-BENZOYL-3-METHYL-1-PHENYL-5-PYRAZOLINONE
• ACID YELLOW 76 (C.I. 18850)
• Formic Acid Hydrazide
• Formic Hydrazide