4-tert-Butylbenzhydrazide Chemical Properties

Melting point:

120-127 °C(lit.)

Density 

1.046±0.06 g/cm3(Predicted)

storage temp. 

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

solubility 

soluble in Methanol

form 

powder to crystal

pka

12.82±0.10(Predicted)

color 

White to Almost white

BRN 

1104663

InChI

InChI=1S/C11H16N2O/c1-11(2,3)9-6-4-8(5-7-9)10(14)13-12/h4-7H,12H2,1-3H3,(H,13,14)

InChIKey

XYUFQWDLRLHUPB-UHFFFAOYSA-N

SMILES

C(NN)(=O)C1=CC=C(C(C)(C)C)C=C1

CAS DataBase Reference

43100-38-5(CAS DataBase Reference)

NIST Chemistry Reference

4-Tert-butylbenzoic acid hydrazide(43100-38-5)

EPA Substance Registry System

Benzoic acid, 4-(1,1-dimethylethyl)-, hydrazide (43100-38-5)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

24/25-36/37-26-37

WGK Germany 

3

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29280000

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-tert-Butylbenzhydrazide Usage And Synthesis

Chemical Properties

white to light beige crystalline powder or

Uses

4-tert-Butylbenzoic hydrazide was used in the synthesis of 2-(2-methylphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole.

Synthesis

The general procedure for the synthesis of p-tert-butylbenzohydrazide from methyl p-tert-butylbenzoate is as follows: 1. Preparation of raw materials: 40.0 g (0.21 mol) of methyl p-tert-butylbenzoate and 60.0 g (1.20 mol) of hydrazine hydrate were added to a reaction flask containing 120 mL of dioxane. 2. Reaction process: The reaction mixture was heated to reflux for 28 hours. 3. Post-treatment: After completion of the reaction, the mixture was cooled to room temperature and subsequently poured into 1000.0 mL of water. 4. 4. Separation of products: The precipitated white solid was collected by filtration and dried under vacuum. 5. 5. Yield and characterization: 36.0 g of product was obtained in 90.0% yield. The product was characterized by 1H NMR (400 MHz, CDCl3) and 13C NMR (100 MHz, CDCl3) with the following data: 1H NMR δ: 7.67 (d, 2H, J = 8.4 Hz), 7.40 (d, 2H, J = 8.4 Hz), 4.15 (br, 2H, NH2), 1.29 (s, 9H, 3×CH3) ppm. 13C NMR δ: 168.54, 155.38, 129.54, 126.72, 125.57, 34.90, 31.07 ppm.

References

[1] Patent: WO2009/80797, 2009, A1. Location in patent: Page/Page column 25
[2] Letters in Drug Design and Discovery, 2012, vol. 9, # 3, p. 276 - 281
[3] Patent: CN104326980, 2016, B. Location in patent: Paragraph 0059; 0060
[4] Journal of Enzyme Inhibition and Medicinal Chemistry, 2016, vol. 31, p. 62 - 69
[5] Chemistry - A European Journal, 2013, vol. 19, # 4, p. 1373 - 1384

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