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Home > Encyclopedia > 4-Methylphenylhydrazine hydrochloride

4-Methylphenylhydrazine hydrochloride

4-Methylphenylhydrazine hydrochloride structure

4-Methylphenylhydrazine hydrochloride 

structure
  • CAS No:

    637-60-5

  • Formula:

    C7H10N2.ClH

  • Chemical Name:

    4-Methylphenylhydrazine hydrochloride

  • Synonyms:

    Hydrazine,(4-methylphenyl)-,hydrochloride (1:1);Hydrazine,p-tolyl-,monohydrochloride;Hydrazine,(4-methylphenyl)-,monohydrochloride;Hydrazine,p-tolyl-,hydrochloride;p-Tolylhydrazine hydrochloride;4-Methylphenylhydrazine hydrochloride;N-(4-Methylphenyl)hydrazine hydrochloride;p-Methylphenylhydrazine hydrochloride;(4-Methylphenyl)hydrazine monohydrochloride;4-Tolylhydrazine monohydrochloride;4-Tolylhydrazine hydrochloride;1-(4-Methylphenyl)hydrazine hydrochloride;2-(4-Methylphenyl)hydrazinium chloride

  • Categories:

    Organic Chemistry  >  Hydrazine or Hydroxylamine Derivatives

Description

off-white to beige-brownish flaky powder

4-Methylphenylhydrazine hydrochloride Basic Attributes

158.63

158.061081

3563996

211-295-2

2112

29280090

Characteristics

38

2.85590

Off-white to beige-brownish Flaky Powder

1.18

155-160 °C

242.8ºC at 760 mmHg

115.3ºC

H2O: soluble

Store below +30°C.

Safety Information

6.1

UN 2811 6.1/PG 3

3

22-36/37/38-40

26-36-36/37/39

MW0195000

Xn,Xi

Harmful/Irritant

P261-P301 + P310-P305 + P351 + P338

H301-H315-H319-H335

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 135 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

4-methylphenylhydrazine

4-Methylphenylhydrazine hydrochloride Use and Manufacturing

Methods of Manufacturing

Add 4-methylaniline (10.7 g, 0.1 mol) and dilute hydrochloric acid to a 200 ml round bottom flask.With 30 ml(7.3 g, 0.105 mol) sodium nitrite solution was added dropwise to the solution.The reaction was filtered for 1 hour or so and the clear liquid was added dropwise to70ml containing (37.8g, 0.3 mol) sodium sulfite solution, reacting at 80 ° C for about 1.5 hours, Further, about 25 ml (0.3 mol) of concentrated hydrochloric acid was added dropwise, and the reaction was carried out at 95 ° C for about 2.5 hours, and then left at room temperature overnight.The solid of 4-methylphenylhydrazine hydrochloride was precipitated to 12.9 g.Yield: 90.0percent.Example 9. General procedure: CuBr (36 mg, 0.25 mmol, 2.5 mol percent), L3 (110 mg, 0.4 mmol, 4 mol percent), H2O (0.5 mL), and K3PO4 (254 mg, 1.2 mmol) were mixedin a 15 mL screw cap test tube. After STAC (110 mg, 0.3 mmol, 3 mol percent) and aryl bromide (10 mmol) were added, the resulting mixture was stirred at 80-110° C (bath temperature) for 10 min.Then K3PO4 (2.29 g, 10.8 mmol) and N2H4*H2O (1 g, 20 mmol) were added and argon (flow rate 5-7 mL/min) was bubbled through thereaction mixture for 5 min.28 The reaction mixture was stirred ina closed test tube at 80-110° C (bath temperature) for 1-2 h until complete consumption of starting material was observed as monitoredby TLC (eluentehexane), then cooled to room temperatureand diluted with SH2Cl2 (50 mL). The resulting solutionwas filteredand washed with brine (225 mL). Aq HCl (37percent) was added to the CH2Cl2 solution dropwise until pH 3-4. The formed precipitate was filtered, washed with SH2Cl2 (15 mL) and dried atroom temperature. NMR spectra of certain synthesized aryl hydrazine hydrochlorides showed that they contained 1-5 mol percent of the corresponding aniline hydrochlorides as impurities (see Supplementary data). Analytical samples of aryl hydrazine hydrochlorides were purified via precipitation from methanol solution by adding 2-3 volumes of diethyl ether.

Uses

4-Tolylhydrazine Monohydrochloride has shown tumorigenic potential through studies. In addition, due to its hydrazine moiety, it has anti-cancer potential and is a compound from which derivatives are made in the search of novel anticancer drugs.

Hydrazine, (4-methylphenyl)-, hydrochloride (1:1): ACTIVE

Computed Properties

Molecular Weight:158.63
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:158.0610761
Monoisotopic Mass:158.0610761
Topological Polar Surface Area:38
Heavy Atom Count:10
Complexity:75
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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