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| | 4-Cyanophenylhydrazine hydrochloride Basic information |
| | 4-Cyanophenylhydrazine hydrochloride Chemical Properties |
| Melting point | 241-244 °C (dec.)(lit.) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Soluble in methanol. | | form | Powder | | color | Pale orange to brown | | Sensitive | Moisture Sensitive | | BRN | 3565486 | | InChI | InChI=1S/C7H7N3.ClH/c8-5-6-1-3-7(10-9)4-2-6;/h1-4,10H,9H2;1H | | InChIKey | UXDLLFIRCVPPQP-UHFFFAOYSA-N | | SMILES | C1(C#N)=CC=C(NN)C=C1.Cl | | CAS DataBase Reference | 2863-98-1(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 20/21/22-36/37/38 | | Safety Statements | 26-36-36/37/39 | | RIDADR | UN 2811 6.1/PG 3 | | WGK Germany | 3 | | Hazard Note | Harmful | | PackingGroup | III | | HS Code | 29280000 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 4-Cyanophenylhydrazine hydrochloride Usage And Synthesis |
| Chemical Properties | Pale orange to brown powder | | Uses | 4-Cyanophenylhydrazine Hydrochloride (cas# 2863-98-1) is a compound useful in organic synthesis. | | Synthesis | The general procedure for the synthesis of 4-cyanophenylhydrazine hydrochloride from 4-aminobenzonitrile was as follows: to a stirring suspension of 4-aminobenzonitrile (50 g, 423 mmol) concentrated hydrochloric acid (550 mL) was slowly added dropwise an aqueous sodium nitrite solution (31.5 g, 457 mmol, dissolved in 200 mL of water) at a low temperature of -5 to 0 °C. Keeping the reaction temperature below 0 °C, a solution of tin(II) chloride dihydrate (477 g, 2.1 mol) concentrated hydrochloric acid (370 mL) pre-cooled to 0 °C was added to the above diazotized solution. The reaction mixture was continued to be stirred for 15 minutes. Upon completion of the reaction, the resulting white precipitate was collected by filtration, washed with diethyl ether and recrystallized from aqueous ethanol. The resulting 4-cyanophenylhydrazine hydrochloride had a melting point of 234-236 °C (literature value 235-237 °C) and yielded 60 g in 84% yield. | | References | [1] Journal of the American Chemical Society, 2016, vol. 138, # 30, p. 9377 - 9380
[2] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 15, p. 4581 - 4590
[3] Synthetic Communications, 2014, vol. 44, # 24, p. 3563 - 3571
[4] Journal of Medicinal Chemistry, 1994, vol. 37, # 19, p. 3023 - 3032
[5] Angewandte Chemie - International Edition, 2013, vol. 52, # 47, p. 12426 - 12429 |
| | 4-Cyanophenylhydrazine hydrochloride Preparation Products And Raw materials |
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