4-tert-Butylbenzhydrazide

4-tert-Butylbenzhydrazide Property

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

4-tert-Butylbenzhydrazide Chemical Properties,Usage,Production

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